2007 · 2017. 11. 20. · 2n-1 15. Urea is a derivative of carbonic acid. Choose a denomination of urea: Мочевина является производным a*) Diamide of carbonic

2007

1. What of the given reagents is applied for determination of aldehyde group?

a*) [Ag(NH3)2]OH

b) Br2 (H2O)

c) Ca(OH)2 d) р-р KMnO4 e) 25% р-р H2SO4

2. What compounds entered into a reaction if its products were nitrobenzene and

water:

a*)

b)

c)

d)

e)

3. What carbon atoms in the given compound are in the second valence state of (sp2-

hybridization)?

a*) 1 and 2

b) 1 and 3

c) 2 and 3

d) 3 and 4

e) 5 and 6

4. Salicylic acid relates to the phenol acids. Presence of phenolic hydroxyl can be

proved by means of reaction with:

COOH

OH

?

a*) FeCl3 b) NaOH

c) H2SO4 d) CH3COOH

e) СH3OH (H+)

5. Choose a reagent for production of an acetic acid hydrazide from ethyl acetate:

CH3

C

O

OC2H

5

CH3

C

O

NHNH2

?

a*) H2N–NH2

b) NН3

c) H2N–CH3

d) H2N–C6H5

e) C2Н5ОН

6. Which of the following cyclic compounds is ranked with carbocyclic compounds?

a*) Benzene

b) Furan

c) Tetrahydrofuran

d) Pyridine

e) Hexane

7. Addition reaction accompanied by cycle opening is typical for the folowing

cycloalkane:

a*) Cyclopropane

b) Cyclohexane

c) Cyclopentane

d) Methyl cyclopentane

e) Cyclodecane

8. Pyridine can be characterized by reactions of (SE ) electrophylic and (SN )

nucleophylic substitution. Low reactivity of pyridine in SE reactions is caused by:

a*) Electron-acceptor properties of nitrogen atom

b) Aromatic nature of pyridine nucleus

c) Alkaline properties

d) Hybridization of carbon atoms

e) Cycle size

9. Choose a reagent that can be used for generation of propanol-2 from acetone:

a*) H2 b) CH3OH

c) CH3I

d) HCN

e) HCOH

10. Three enumerated test tubes contain solutions of glucose, fructose and starch.

What reagent can help to detect fructose?

a*) Selivanov’s

b) Lugol’s

c) Fehling’s

d) Chempure

e) Tollens’

11. What class is represented by nitroglycerine medication used for stenocardia

treatment?

a*) Ester

b) Nitrogen-containing alcohol

c) Ethers

d) Nitroalkanes

e) Polyatomic alcohols

12. What of the given compounds makes the reactions of electrophylic substitution

(SE ) the easiest?

a*) Phenol

b) Toluene

c) Chlorobenzene

d) Benzaldehyde

e) Benzene sulfacid

13. What compound can be synthesized from bromobenzene and bromoethane by

Wurtz-Fittig’s reaction?

a*) Ethylbenzene

b) Methylbenzene

c) Bromoethyl benzene

d) о-Bromoethyl benzene

e) p-Diethylbenzene

14. In order to identify phenol and salicylic acid we use a solution of:

a*) Sodium hydrogen carbonate

b) Ferrum chloride (III)

c) Sodium hydroxide

d) Sodium chloride

e) Bromine

15. One of the causes of optical activity is that molecule structure contains an organic

compound:

a*) Asymmetric carbon atom

b) Double bond

c) Triple bond

d) Functional group

e) Asymmetry plane

16. Urea is a derivative of carbonic acid. Choose the name that is adequate for urea:

a*) Diamide of carbonic acid

b) Malamic of carbonic acid

c) Ethyl ether of carbamic acid

d) Diethyl ether of carbonic acid

e) Dimethyl ether of carbonic acid

17. What medication is formed as a result of interaction of acid with acetic anhydride?

a*) Aspirin

b) Salicyl amide

c) Phenyl salicylate

d) Benzyl salicylate

e) Sodium salicylate

18. Choose an initial compound for one-stage synthesis of phthalic acid:

a*) о-xylol

b) salicylic acid

c) 1,2-dichlorobenzene

d) 2-chlorobenzoic acid

e) м-xylol

19. Before aniline nitrating it is first acidified in order to protect amino groups from

oxidation processes. What of the following reagents is used for this purpose?

a*) (CH3CO)2O

b) CH3CHO

c) C2H5Cl

d) HNO2 e) CHCl3+NaOH

20. What of the folowing compounds belongs to ketose representatives?

a*) Fructose

b) Mannose

c) Iodose

d) Galactose

e) Talose

21. What of the following compounds has acidofuge properties?

a*) Pyrrole

b) Pyrazole

c) Pyridine

d) Pyrimidine

e) Imidazole

22. What substances can be derived by alkaline hydrolysis of tripalmitine?

a*) Sodium palmitate and glycerin

b) Glycerin and palmitic acid

c) Palmitic acid and sodium hydroxide

d) Glycerin and sodium stearate

e) Sodium palmitate and water

23. Sulfation of naphthaline by concentrated sulfuric acid at the temperature over

1600C leads to formation of:

a*) 2-naphthaline sulfacid

b) 1-naphthaline sulfacid

c) 4-naphthaline sulfacid

d) 3-naphthaline sulfacid

e) 5-naphthaline sulfacid

24. Natural fats have liquid or solid consistence. What is the main cause of their

existence in this or that aggregate state:

a*) Ratio of saturated and unsaturated acids

b) Presence of hydrogen bonds

c) Molecule sizes

d) Molecule solvation

e) Way of production

25. Optic isomerism is possible for one of the following compounds:

a*) Iodofluorochloromethane (CHІFCl)

b) Methane (CH4)

c) Chloroform (CHCl3)

d) Dichloromethane (CH2Cl2)

e) Tetrachloromethane (CCl4)

2008

1. What reagent enables detection of phenolic hydroxyl?

a*) FeCl3 b) Ag(NH3)2OH

c) NaNO2 (HCl)

d) Cu(OH)2

2. A product of complete acetylation of glycerine relates to the following class of

organic compounds:

a*) Ester

b) Ether

c) Ketone

d) Acetal

e) Phenol

3. Name a product of ester condensation of acetaldehyde (Tishchenko reaction):

?CH3 C

O

H2

Al(C2H

5O)

3

a*) Ethyl acetate

b) Acetone

c) Crotonic aldehyde

d) Malonic acid

e) Acetoacetic aldehyde

4. What reagent helps to distinguish glycerine from ethanol?

CH2

CH CH2

OHOH OHC

2H

5OH

a*) Cu(OH)2

b) HBr

c) FeCl3 d) KMnO4

e) Ag2O

5. Which of the following cyclic compounds relates to the carbocyclic ones:

a*) Benzene

b) Furan

c) Tetrahydrofuran

d) Pyridine

e) Hexane

6. Ring-opening addition reactions are typical for the following cycloalkane:

a*) Cyclopropane

b) Cyclohexane

c) Cyclopentane

d) Methylcyclopentane

e) Cyclodecane

7. Bromination proceeds with generation of tribromoderivative in presence of the

following substituent X:

X

+ Br2/H2O

X

Br Br

Br a*) Х = ОН

b) Х = СООН

c) Х = NO2 d) Х = СНO

e) Х = SO3H

8. What compound will be produced as a result of interaction of aniline with nitrite

acid?

NH2 NaNO2;HCl

?

a*)

N+

N Cl

b)

OH

c)

Cl

d) N N

e) N N NH

2

9. Choose a reagent that can be used for production of propanol −2 out of acetone:

a*) H2 b) CH3OH

c) CH3I

d) HCN

e) HCOH

10. What reagent enables differentiation of the following pair of compounds?

CH

3C

O

H

СH3

C

O

СH3

і

a*) Foelling’s reagent

b) NaHSO3 c) NH2−NHC6H5 d) HCN

e) H2N−OH

11. For production of phenol ether it is necessary to cause reaction of sodium

phenoxide with:

ONa O CH3

+ ?

a*) CH3Cl

b) CH3OH

c) CH4 d) CH3NH2 e) CH3C≡N

12. Which of the following reactions is addition reaction?

a*) CH

3CH CH

2

Br2 CH

3CH CH

2

Br Br

b) СН3-СН=СН2 Cl2, t ClCH2 –CH=CH2 + НСl

c) CH

3CH CH

2 KMnO4

CH3CH CH

2

OHOH

[O]

d)

CH3

CH CH2

CH

CH3

CH2

n

n

t

e) CH

3CH CH

2

O3

O

CHOCH

2

O

CH3

CH3C

O

H

H CO

H

Zn+CH3COOH +

13. Choose a diazonium salt among the given compounds:

a*) N

+

NCl

b) NH

NH3

+Cl

c) NH

3

+

Cl

d) NH

2Cl

e) NH NH

2

Cl

14. Alkadiene is a name for aliphatic carbohydrates with double bonds. Choose a

general formula for homologous series of alkadienes:

a*) CnH2n-2 b) CnH2n+2 c) CnH2n d) CnH2n+1 e) CnH2n-1

15. Urea is a derivative of carbonic acid. Choose a denomination of urea:

Мочевина является производным

a*) Diamide of carbonic acid

b) Monoamide of carbonic acid

c) Ethylic ether of carbamic acid

d) Diethylic ether of carbonic acid

e) Dimethylic ether of carbonic acid

16. What compound will be produced during reduction of methyl ethyl ketone?

CH3

C CH2

CH3

O

[H]?

a*) secondary-butyl alcohol

b) Butanol-1

c) Isobutyl alcohol

d) tertiary-butyl alcohol

e) Propanol-2

17. Benzoic acid enters into benzene ring reaction with the following reagent:

a*) HNO3 (c) + H2SO4 (c)

b) NaOH

c) PCl3 d) NH3: t

e) P2O5

18. Interaction of lactic acid with SOCl2 excess will result in generation of the

following compound:

a*)

CH3CH C

Cl

O

Cl

b)

CH3CH C

Cl

O

OH

c) CH

3CH

2C

O

Cl

d)

CH2C

O

OH

CH2

Cl

e)

CH2C

O

Cl

CH2

OH

19. The given reaction is called:

COOH

OH

(CH3CO)

2O

COOH

OCOCH3

CH3COOH+ +

a*) Acylation

b) Esterification

c) Addition

d) Removal

e) Regrouping

20. Choose a generalized reaction that will help to reveal an amino group in the

following compounds:

NH2

CH2

NH2

a*) Isonitrile assay

b) Diazotization

c) Azo dye generation

d) Alkylation

e) Acylation

21. What denomination corresponds with the given formula?

N a*) Benzo [b] pyridine

b) Benzo [b] pyrone-4

c) Imidoazopyrimidine

d) Pyrazinopyrimidine

e) Benzothiazole

22. According to the IUPAC nomenclature the given compound has the following

denomination:

CH2

CH CH2

OHOH OH a*) 1,2,3-propanetriol

b) 1-propanol

c) 2-propanol

d) 1-propanethiol

e) 1,2-propanediol

23. Oxidation of menthol by potassium dichromate in sulfuric acid (chrome mixture)

results in production of:

CH3

OH

[O]?

a*)

CH3

O

b)

OH

COOH

c)

OH

COOH

COOH

d)

OH

CH3

COOH

e)

O

CH3

COOH

24. Tritane relates to:

CH

a*) Multinuclear arenes with isolated benzene cycles

b) Multinuclear arenes with condensated benzene cycles

c) Mononuclear arenes

d) Alkanes

e) Alkenes

25. Name type of bond between complementary bases:

a*) Hydrogen bond

b) Covalent π-bond

c) Ionic bond

d) Covalent σ-bond

e) Semipolar bond

2009

1. Choose a reagent for synthesis of acetic acid hydrazide from ethyl acetate:

a*) H2N–NH2

b) NН3

c) H2N–CH3

d) H2N–C6H5

e) C2Н5ОН

2. What is the product of ethyl alcohol - acetic aldehyde reaction?

CH

3CO

H

C2H5OH

+ ?

a*)

CH3

CH OC2H

5

OH

b)

CH3

C

O

OC2H

5

c)

CH3

C C2H

5

O

d)

CH3

CH C2H

5

OH

e)

CH3

CH C2H

5

O OH

3. Choose the carbocation among the given intermediate reactive particles:

a*) CH

3CH

2

+

b) O

-

c) CH

3CH

2

.

d) :NH3

e) CH

2CH CH

2

-

4. Choose a reagent that can be used for production of propanol −2 out of acetone: CH

3CH CH

3

OH

CH3

C CH3

O

?

a*) Н2 (Ni)

b) CH3OH

c) CH3I

d) HCN

e) HCOH

5. Galactose belongs to the aldehyde alcohols and similarly to aldehydes interacts

with hydrocyanic acid (HCN) according to the following mechanism:

C

H O

H OH

OH H

OH H

H

CH2OH

OH

HCN

CH OH

H OH

OH H

OH H

H

CH2OH

OH

CN

a*) AN b) SN1

c) SN2

d) AE e) SR

6. Identify the succinimide (succinic acid imide) among the given compounds:

a*)

NH

O

O

b)

NH

O

O

c) CH

2H

2NOC CH

2CONH

2

d) CH

2CH

2H

2NOC CH

2CONH

2

e)

NH

O

O


phenoxide with: ONa O CH3

+ ?

a*) CH3Cl

b) CH3OH



phenoxide with:

a*) NH

2SO

3H

b) SO

3HNH

2

c) NH

2SO

2NH

2

d) NH

2SO

3Na

e) NH

CCH

3

O

9. The given reaction is called:

a*) Alcohol fermentation of glucose

b) Glucose hydrolysis

c) Glucose oxidation

d) Lactic-acid fermentation of glucose

e) Glucose reduction

10. Glycosidic (hemiacetal) hydroxyl in a molecule of α-D-glucose pyranose is

bonded to the following carbon atom:

O

CH2OH

H

H

OH

H

OH

OH

HOH

H

1

23

4

5

6

a*) С1

b) С2

c) С3

d) С4

e) С6

11. The most active component in the aniline acylation reaction is:

NH2 NH C

O

R

+ ?

a*)

R C

Cl

O

b)

R C

OR

O

c)

R C

O

O

C

O

R

d)

R C

NH2

O

e)

R C

OH

O

12. Dark-violet colour appears, when FeCl3 solution is added to the following

substance:

a*)

COOH

OH

b)

c) COOH

d) CH

3

e)

COOH

O C CH3

O

13. Interaction of lactic acid with SOCl2 excess will result in generation of the

following compound:

a*)

CH3CH C

Cl

O

Cl

b)

CH3CH C

Cl

O

OH

c) CH

3CH

2C

O

Cl

d)

CH2C

O

OH

CH2

Cl

e)

CH2C

O

Cl

CH2

OH

14. Hybridization of one s− and 2 p−orbitals leads to formation of three sp2-hybrid

orbitals. Specify the angle between these orbitals:

a*) 120°

b) 180°

c) 109°

d) 90°

e) 104,5°

15. Toluol is converted to the benzoic acid under the following conditions:

CH3

COHO

?

- H2O

a*) Oxidation with potassium permanganate

b) Heating with sulphuric acid

c) Hydrogen peroxide action at a room temperature

d) Sodium hydroxide action at a room temperature

e) Boiling in the open air

16. Which of the following compounds forms a propionic aldehyde as a result of

alkaline hydrolysis (H2O, OH −)?

a*)

CH3

CH2

CH

Cl

Cl

b)

CH3

CH CH2

Cl Cl

c)

CH2

CH2

CH2

Cl Cl

d)

CH3

C

Cl

Cl

CH3

e)

CH3

CH2CH

2CH

Cl

Cl

17. General formula of alkynes is nH2n−2. Isomerous alkynes fall into the following

compound class:

a*) Alkadienes

b) Alkenes

c) Cycloalkanes

d) Mononuclear arenes

e) Multinuclear arenes

18. Diphenylmethane can be derived from benzol by means of the following reagent:

CH2

2 + ?AlCl3

a*) CH2Cl2 b) C2H5Cl

c) CH2O

d) CH3COOH

e) NaNH2

19. What type of tautomerism is typical for the given

compound?

R CH2

N

O

O

R CH N

O

OH

a*) Nitro-aci-nitro tautomerism

b) Carbonyl-enol tautomerism

c) Cyclo-oxo tautomerism

d) Amine-imine tautomerism

e) Keto-enol tautomerism

20. Reaction of pyruvic acid in which the ketone functional group takes place

proceeds with the following reagent:

C

O

CH3

COOH

a*) НCN

b) NaOH

c) SОCl2 d) FeCl3 e) СH3OH (H

+)

21. Which of the following compounds has acidophobic properties?

a*) Pyrrole

b) Pyrazole

c) Pyridine

d) Pyrimidine

e) Imidazole

22. What reagent can demonstrate presence of an aldehyde group in a furfural

molecule? O

C

O

H

a*) [Ag(NH3)2]OH

b) (CH3CO)2O

c) NaNO2

d) NH3

e) NaOH

23. What is the mechanism of addition reaction of ethanol to acetaldehyde?

CH

3C

O

H

C2H

5OH CH3 CH

OH

OC2H

5+

a*) АN nucleophylic addition

b) АE electrophylic addition

c) SE electrophylic addition

d) SN nucleophylic substitution

e) SR radical substitution

24. The highest bromination rate will be observed for the following compound:

a*)

OH

b)

c)

NO2

d)

Cl

e)

COHO


CH




d) Alkanes

e) Alkenes

26. Optical isometry can be applied to the following compounds:

a*) Iodine fluorochloromethane (CHІFCl)

b) Methane (CH4)

c) Chloroform (CHCl3)

d) Dichloromethane (CH2Cl2)

e) Tetrachloromethane (CCl4)

2010

1. What is the final product of methane chlorination?

? + 4HClCH4 + 4Cl2h

a*) Tetrachloromethane

b) Chloroform

c) Chloroethanol

d) Ethane

e) Chloromethane

2. Choose the reagent that can be used for acetone cyanohydrin production:

CH3C CH

3

O

CH3C CH

3

OH

CN

+ ?

a*) HCN

b) H2N–OH

c) H2N–NH2

d) H2N-NH-C6H5 e) H2N-CH3

3. Which reagent allows to distinguish propine (CH3−C≡CH) from propene

(CH3−CH=CH2)?

a*) [Ag(NH3)2]OH

b) Br2 c) HCl

d) Cu(OH)2 e) Cl2

4. What compound is produced as a result of reaction:

N

H

HOH

a*)

CH2

CH2

NH2

OH

b) CH3-CH2-NH-OH

c) CH3-NH-CH2-OH

d) O

e)

N

OH

5. What compound is produced as a result of reaction:

ONa O CH3

+ ?

a*) CH3Cl

b) CH3OH


6. Polysaccharide cellulose consists of the remains of the following monosaccharide:

O

CH2OH

Н

H

H

OH

OH

HH

O

n a*) β-D-glucopyranose

A. b) α-D-glucopyranose

c) β-D-fructopyranose

d) α-D-fructofuranose

e) β-D-glucofuranose

7. The compound C7H8O relates to the derivatives of aromatic hydrocarbons, doesn’t

stain with FeCl3, the product of its oxidation is benzoic acid. What compound is it?

a*) Benzyl alcohol

b) Methylphenyl alcohol

c) o-cresol

d) m-cresol

e) p-cresol

8. What product is obtained in Wagner reaction during oxidation of alkenes with

potassium permanganate in the aqueous medium?

a*) Glycol

b) Ketone

c) Carboxylic acid

d) Aldehyde

e) Epoxide

9. Interaction of aniline with excess of bromine water resulted in formation of white

precipitate. What substance was produced?

a*) 2,4,6-tribromaniline

b) 2,4-dibromaniline

c) 2,6-dibromaniline

d) 2-bromaniline

e) 4-bromaniline

10. Choose the initial compound for one-stage synthesis of phthalic acid:

a*) o-xylol

b) Salicylic acid

c) 1,2-dichlorobenzene

d) 2-chlorobenzoic acid

e) m-xylol

11. Interaction of lactic acid with SOCl2 excess will result in production of the

following compound:

a*)

CH3CH C

Cl

O

Cl

b)

CH2C

O

Cl

CH2

OH

c)

CH3CH C

Cl

O

OH

d) CH

3CH

2C

O

Cl

e)

CH2C

O

OH

CH2

Cl


CH3

COHO

?

- H2O

a*) Oxidation with potassium permanganate

b) Heating with sulphuric acid

c) Hydrogen peroxide action at a room temperature

d) Sodium hydroxide action at a room temperature

e) Boiling in the open air

13. Which of the following compounds forms a propionic aldehyde as a result of

alkaline hydrolysis (H2O, OH −)?

a*)

CH3

CH2

CH

Cl

Cl

b)

CH3

CH2CH

2CH

Cl

Cl

c)

CH3

CH CH2

Cl Cl

d)

CH2

CH2

CH2

Cl Cl

e)

CH3

C

Cl

Cl

CH3

14. The given reaction is called: COOH

OH

(CH3CO)

2O

COOH

OCOCH3

CH3COOH+ +

a*) Acylation

b) Esterification

c) Addition

d) Removal

e) Regrouping

15. Before nitration of aniline it is usually acidified in order to protect amino groups

from oxidation. Which of the following reagents is used for this purpose?

a*) (CH3CO)2O

b) CH3CHO

c) C2H5Cl

d) HNO2 e) CHCl3+NaOH

16. Amides are weak NH-acids. They make salts as a result of interaction with one of

the given reagents:

a*) NaNH2 (Nа met.)

b) NaOH (H2O)

c) P2O5(t°)

d) NaOBr (Br2+NaOH)

e) LiAlH4

17. Six-membered nitrogen-containing heterocyclic compounds exhibit basic

properties. Which compound has the strongest basic properties?

a*) Piperazine

b) Pyridine

c) Pyrimidine

d) Pyrazine

e) Pyridazine

18. Choose benzo-1,4-diazepine from the given heterocyclic compounds:

a*)

N

N

b)

N

N

N

N

c) N

d) N

e) N

19. Which atoms of carbon in the given compound are in the second valence state

(sp2-hybridization)?

a*) 1 and 2

b) 2 and 3

c) 1 and 3

d) 3 and 4

e) 5 and 6

20. As a result of sulfonation of naphthalene with concentrated sulfuric acid at a

temperature over 160oC the following substance is produced:

a*) 2-naphthalensulfonic acid

b) 1-naphthalensulfonic acid

c) 3-naphthalensulfonic acid

d) 4-naphthalensulfonic acid

e) 5-naphthalensulfonic acid

21. What kind of isomerism is typical for the oleic acid?

a*) Cis-trans-stereoisomerism

b) Optic

c) Keto-enol tautomerisn

d) Enantiomerism

e) Lactim-lactam tautomerism


CH




d) Alkanes

e) Alkenes

23. Specify the reagent that allows to produce liquid soap as a result of alkaline fat

hydrolysis (saponification):

a*) K2CO3 b) NaOH

c) CaO

d) PbO

e) NaHCO3

24. 3-aminopropane acid is included in pantothenic acid which is a component of

coenzyme A. What reaction takes place in course of heating of this acid?

a*) Elimination (detachment)

b) Substitution

c) Addition

d) Rearrangement

e) Reduction

2011

1. Bromination proceeds with generation of tribromoderivative in presence of the

following substituent X:

a*) Х=OH

b) Х=COOH

c) Х=NO2 d) Х=CHO

e) Х=SO3H

2. What is the end-product of methane chlorination?

a*) tetrachlorоmethane

b) ethane

c) chloroform

d) chloroethanol

e) chloromethane

3. Choose a reagent which can be used to obtain the corresponding cyanohydrin from

acetone.

a*)

b)

c)

d)

e)

4. Which reagent allows to distinguish propine (CH3−C≡CH) from propene

(CH3−CH=CH2)?

a*)

b)

c)

d)

e)

5. What compound is formed as a result of reaction:

a*)

b)

c)

d)

e)


phenoxide with:

a*)

b)

c)

d)

e)

7. Polysaccharide cellulose consists of the remains of the following monosaccharide:

a*) β-D-glucopyranose

b) β-D-fructopyranose

c) α-D-glucopyranose

d) α-D-fructopyranose


8. What compound is formed as a result of intermolecular dehydration of ethanol?

a*)

b)

c)

d)

e)

9. As a result of the reaction of cyclic forms of monosaccharides with alcohols in

presence of an acid catalyst the following compounds are formed:

a*) glycosides

b) osazones

c) ethers

d) acids

e) oxo-acids

10. What compound will be produced during reduction of methyl ethyl ketone?

a*) sec-butyl alcohol

b) isobutyl alcohol

c) 1-butanole

d) tret-butyl alcohol

e) 2-propanol

11. Which medicine is formed by interaction of a salicylic acid with acetic anhydride?

a*) aspirine

b) salicylamide

c) phenylsalicylate

d) benzyl salicylate

e) sodium salicylate

12. Interaction of aniline with of bromine water resulted of white precipitate. What

substance was produced?

a*)

b)

c)

d)

e)


a*) oxidation with potassium permanganate

b) boiling on air

c) heating with a sulphuric acid

d) hydrogene peroxide at room temperature

e) sodium hydroxide at room temperature

14. Which of the following compounds forms propionic aldehyde as a result of

alkaline hydrolysis (H2O,OH−)?

a*)

b)

c)

d)

e)

15. Chooes the reagent that can be used for acylation of amines:

a*)

b)

c)

d)

e)

16. What type of tautomerism is typical for the given compound?

R CH2

N

O

O

R CH N

O

OH






17. Specify the product that results from the interaction of 2 moles of HCl with 1

mole of propyne:

a*)

b)

c)

d)

e)

18. Specify the name of the compound according to the IUPAC nomenclature:

CH3

C5

C4

C3

CH2

CH3

CH3

1

CH3

CH26

CH3

7

a*) 2,3,5-Trimethyl heptadiene-3,4

b) 3,5,6,6-Tetramethyl heptadiene-3,4

c) 3,5,6,6-Trimethyl hepten-3

d) 2-Ethyl-4,5-dimethyl hexadiene-2,3

e) 2-Ethyl-4,5,5-trimethyl pentadiene-2,3

19. The product of full acetylation of glycerol relates to the following class of organic

compounds:

a*) Ester

b) Ether

c) Ketone

d) Acetal

e) Phenol

20. What is the mechanism of bromination of toluene aromatic ring? CH

3CH

3

Br

CH3

Br

+ Br22 2 +- 2HBr

a*) SE b) AE c) SR d) SN e) AN

21. Specify the reaction which proves the acidic properties of phenol:

a*)

b)

c)

d)

e)

22. Butanol-1 (n-butyl alcohol) and 2-methyl-1-propanol (isobutyl alcohol) are the

isomers:

a*) Of carbon chain

b) Position isomers

c) Optical

d) Geometric

e) Of functional group

23. Specify the reagents enabling to prove the presence of a primary amino group in a

molecule of n-aminobenzoic acid by means of isonitrile test:

a*) CHCl3, NaOH

b) Br2, H2O

c) NaHCO3 d) KMnO4

e) I2, NaOH

24. Specify the electronic effects of the carboxyl group (−COOH ) in a molecule of

benzoic acid:

a*) −I, −M

b) −I

c) +I, −M

d) +I

e) −I, +M

2012

1. Which of the listed reactions indicates the basic properties of pyridine?

a*)

N N+

HCl

+ HCl

b) N N NH2+ NaNH2

t

c) N

H2SO

4

N

NO2

+ KNO3 t

d) NH

2SO

4

N

SO3H

SO3

HgSO4

+ .

220 0C

e)

N N

H

Na + C2H

5OH

2. What compound is formed by heating α-hydroxypropionic acid?

a*)

b)

c)

d)

e)

3. Which of the following names corresponds with the formula:

C

O

N

NH2

a*) Nicotinic acid amide

b) Isonicotinic acid amide

c) Picolinic acid amide

d) Salicylic acid amide

e) Anthranilic acid amide

4. Which of these formulas corresponds with acetoacetic acid?

a*)

b)

c)

d)

e)

5. Amino group of p-aminobenzoic acid is involved into reaction with the following

reagent: COOHNH2

a*) HCl

b) NaOH

c) NH4OH

d) CH3COONa

e) KCN

6. Select the correct name for the given compound:

NO2

NO2

a*) 1,5-Dinitronaphthalene

b) 1,6-Dinitronaphthalene

c) 4,8-Dinitronaphthalene

d) 2,7-Dinitronaphthalene

e) 4,9-Dinitronaphthalene

7. Acylated amino group acts as a substituent of the following type: NH..

COCH3

a*) Type I

b) Type II

c) Type I and II at the same time

d) Acetanilide does not take part in the SE reactions

e) Impossible to determine

8. Uric acid is a derivative of: NH

NHNH

NHO

O

O

a*) Purine

b) Indole

c) Pyrazine

d) Pyrazole

e) Pyridine

9. What class of reactions does this reaction relate?

CH2

CH2

Br Br

СН2=СН2+Br2

a*) Addition

b) Substitution

c) Reduction

d) Oxidation

e) Rearrangement

10. After the Cannizzaro reaction for benzaldehyde the following compound is

obtained:

C

O

H

NaOH?

a*)

CH2OH COONa

+

b)

COONa

CH3OH+

c)

CH2OH OH

+

d)

C

O

CH3

COONa

+

e)

COOH COONa

+

11. Specify the reaction, through which salicylic acid can be synthesized:

a*)

b)

c)

d)

e)

12. Which of the listed carbonyl compounds gives a positive iodoforme reaction?

a*)

CH3C

O

CH3

b) CH3-OH

c) H C

O

H

d) CH3 CH2 CO

CH2CH

3

e) CH

3CH

2CH

2CO

H

13. Which of the following reactions can be used for the primary amino-group

identification?

a*)

b)

c)

d)

e)

14. Specify the number of electrons which participates in the formation of the closed

conjugated system of pyrimidine:

a*) 6

b) 2

c) 3

d) 8

e) 10

15. By heating β-hydroxy acids the following substance is formed

CH2

CH2

OH

COOHt

?

:

a*) Unsaturated carboxylic acids

b) Lactones

c) Lactides

d) Dicarboxylic acid

e) Saturated monocarboxylic acids

16. What type of tautomerism is typical for the given compound?

R CH2

N

O

O

R CH N

O

OH






17. Choose a name that corresponds to the formula: CH3 − C ≡ N:

a*) Acetic acid nitrile

b) Acetamide

c) Acetic anhydryde

d) Acetoxime

e) Ethyl isocyanide

18. What is the mechanism of bromination of toluene aromatic nucleus? CH

3 CH3

Br

CH3

Br

Br2

FeBr3+ + HBr

a*) SE b) AN c) AE d) SN e) SR

19. This scheme of nitroalkane synthesis is called the reaction of:

R H R NO2HNO3 (p.) t

0, P+ H2O

a*) Konovalov

b) Zinin

c) Kucherov

d) Tishchenko

e) Chichibabin

20. Nitrating mixture is a mixture of concentrated acids:

a*) HNO3 + H2SO4;

b) HCl + H2SO4;

c) Н3PO4 + H2SO4;

d) HNO3 + HCl;

e) Н3PO4 + HCl

21. Aniline can be converted into watersoluble salt by treatment with a solution of:

a*) Hydrochloric acid

b) Sodium hydroxide

c) Sodium sulfate

d) Ethanol

e) Dimethylamine

22. The end product of starch hydrolysis is:

a*) D-glucose

b) D-fructose

c) Saccharose

d) Maltose

e) D-galactose

23. What reagent can help to distinguish between starch and glucose?

a*) I2 b) K2Cr2O7 c) KMnO4 d) FeCl3 e) Br2

24. The cause of optical activity is the presence of the following organic compound in

the molecular structure:

a*) Asymmetric carbon atom

b) Double bond

c) Triple bond

d) Functional group

e) Plane of symmetry

25. Which of the following reactions is required in order to obtain an azo dye out of

an aromatic amine?

a*) Diazotization and azo compound

b) Reduction and diazotization

c) Diazotization and interaction with potassium cyanide

d) Salt formation and nitration

e) Alkylation and nitrosation

2013

1. Which of the listed reactions demonstrates the basic properties of pyridine?

a*)

N N+

HCl

+ HCl

b) N N NH2+ NaNH2

t

c) N

H2SO

4

N

NO2

+ KNO3 t

d) NH

2SO

4

N

SO3H

SO3

HgSO4

+ .

220 0C

e)

N N

H

Na + C2H

5OH


a*)

CH3

C

O

CH2

COOH

b)

C

O

H COOH

c)

CH3

C

O

COOH

d)

C

O

CH2

COOHHOOC

e)

CH3

CH

OH

COOH

3. Amino group of p-aminobenzoic acid is involved into reaction with the following

reagent: COOHNH2

a*) HCl

b) NaOH

c) NH4OH

d) CH3COONa

e) KCN

4. Specify the reaction product of purine reacting with sodium hydroxide:

N

NN

N

H

NaOH?

a*) N

NN

N Na+

-

b)

N

NN

N

H

OH

c)

N

NN

N

H

OH

d)

N

NN

N

H

OH

e) NH

NN

N

ONa

5. What class of reactions does this reaction relate to?:

CH2

CH2

Br Br

СН2=СН2+Br2

a*) Addition

b) Substitution

c) Reduction

d) Oxidation

e) Rearrangement

6. To distinguish between phenol and salicylic acid, the following reagent is used:

OH

OH

COOH

a*) Sodium bicarbonate solution

b) Iron (III) chloride solution

c) Sodium hydroxide solution

d) Sodium hydroxide solution

e) Bromine solution

7. Ethane is the product of the following reaction:

a*) CH

2CH

2

H2, кат.

to, p

b) Al

4C

3

OH2

c) CO + 2H2

Fe, to

d) C2H5OH

k.H2SO4, to

e) CH

3C

O

H

H2

8. Specify the number of electrons involved into formation of the isolated conjugated

system in the pyrimidine molecule:

a*) 6

b) 4

c) 10

d) 2

e) 8

9. Ethanol can be distinguished from glycerol by the reaction with the following

reagent:

a*) Cu(OH)2 b) HBr

c) FeCl3 d) KMnO4 e) Ag2O

10. Select a name that corresponds with the formula: CH

3C N


b) Acetamide

c) Acetic anhydryde

d) Acetoxime

e) Ethyl isocyanide

11. Which of the given compounds WILL NOT decolorize the bromine water?

a*) СН3-СН3

b) СН2=СН2 c) CH CH

d) СН3-СН=СН2

e)

OH

12. The products of the toluene nitration are mainly:

CH3

HNO3(k) ?-H2O

+

a*)

CH3

CH3

NO2

+

NO2

b)

CH3 CH3

+NO2 NO2NO2

c)

CH2

+

NO2

NO2

d)

CH3

CH3

+

NO2

NO2NO2

e)

CH3

CH2

NO2

+

NO2

13. Chemically, ethers are quite inert compounds. Ethers decompose even at a room

temperature under the effect of the following haloid acid:

a*) HI

b) HBr

c) HClO

d) HF

e) HCl

14. Specify the number of existing stereoisomeric aldopentoses:

CHOH

CHOH

CHOH

CH2OH

O H

*

*

*

a*) 8

b) 2

c) 16

d) 4

e) 6

15. This scheme of nitroalkane synthesis is called the reaction of:

a*) Konovalov

b) Zinin

c) Kucherov

d) Tishchenko

e) Chichibabin

16. The products of the toluene nitration are mainly:

a*)

b)

c)

d)

e)

17. Halogen atoms in an organic compound can be detected by means of:

a*) Beilstein test

b) Molisch’s test

c) Bayer’s test

d) Lucas’ test

e) Iodoform test

18. Aniline can be converted into the water-soluble salt through the treatment with a

solution of:


b) Sodium hydroxide

c) Sodium sulfate

d) Ethanol

e) Dimethylamine

19. Select the correct product of the reaction::

C

O

OH

CH3OH (H+)

a*)

C

O

OCH3

b) C

O

c) C

O

H

d)

C

O

CH3

e) OH

20. Select the formula for pentene-2 from the list:

a*) СН3-СН2-СН=СН-СН3 b) СН3-СН2-СН2-СН3 c) СН3-СН2-СН2- СН2-СН3 d) СН3-СН=СН-СН3 e) СН3-СН2-СН2-СН=СН2

21. Specify a compound having the most pronounced basic properties in the gas

phase:

a*)

N CH32

CH3

CH34

b) NH

2O2N

c) NH

3

d) NH CH

32CH

3

e) NH

2CH

3

22. Specify the correct name for the product of the acetaldehyde reacting with

hydrazine:

a*) Acetaldehyde hydrazone

b) Acetaldehyde oxime

c) Acetaldimine

d) Acetaldehyde phenylhydrazone

e) Acetaldehyde semicarbazone

23. Select a conjugated diene from the li-st of diene hydrocarbons:

a*) СН2=СН-СН=СН2 b) СН2=С=СН-СН3 c) СН2=СН-СН2-СН2-СН=СН2 d) СН2=СН-СН2-СН=СН2

e) CH2

CH2

24. Select a conjugated diene from the list of diene hydrocarbons:

a*) СН3-СН2-СН=СН-СН=СН2 b) СН3-СН=С=СН-СН2-СН3 c) СН2=СН-СН2-СН2-СН=СН2 d) СН2=С=СН-СН2-СН2-СН3 e) СН2=СН-СН2-СН=СН2

25. Under the given conditions, the unsaturated organic compounds are reduced with

the following reagent:

a*) H2, Ni, t

b) HNO3, t, p

c) NaOH, H2O

d) H2O, Hg2+

, H+

e) K2Cr2O7, H+

26. What class of organic compounds is characterized by the presence of C≡N group?

a*) Nitriles

b) Amines

c) Nitro compounds

d) Alcohols

e) Alcohols

2014

1. What reagent does p-aminobenzoic acid amino group react with?

a*) HCl

b) NH4OH

c) NaOH

d) CH3COONa

e) KCN

2. Point out the product resulting from interaction of purine with sodium hydroxide:

a*)

b)

c)

d)

e)

3. Point out radical among active intermediate particles given below.

a*)

b)

c)

d)

e)

4. What product results from propionic aldehyde and PCl5 interaction?

a*)

b)

c)

d)

e)

5. What qualitative reaction proves linoleic acid nonsaturation?

CH3(CH2)4CH=CH-СH2-CH=CH(CH2)7COOH

a*) Decoloration of bromine water (Br2; H2O)

b) Hydrohalogenation (HCl)

c) Reaction with FeCl3

d) "Silver mirror"reaction with [Ag(NH3)2]OH

e) Decarboxylation

6. Point out benzene structure:

a*)

b)

c)

d)

e)

7. What reagent action allows to distinguish ethanol from glycerine: CH

2CH CH

2

OHOH OHC

2H

5OH

a*) Cu(OH)2

b) Ag2O

c) HBr

d) FeCl3 e) KMnO4

8. What reaction will produce sodium nicotinate as a result?

a*)

b)

c)

d)

e)

9. What chemical compound WILL NOT decolorize bromine water?

a*)

b)

c)

d)

e)

10. γ-Butyrolactone is produced during γ-hydroxybutyric acid heating. Point it out

among the compounds given below:

a*)

b)

c)

d)

e)

11. What reaction proves acid properties of pyrrole?

a*)

b)

c)

d)

e)

12. Products obtained from toluene nitriding will mostly consist of:

a*)

b)

c)

d)

e)

13. Which of the reactions given below is called the Wurtz reaction?

a*)

b)

c)

d)

e)

14. What products result from the process of heating oxalic acid (HOOC−COOH)

with concentrated sulfate acid (H2SO4)?

a*) CO2+CO+H2O

b) 2CO2+H2 c) H2O+CO2

d) 2CO+H2+O2 e) C2H2+2O2

15. Point out the substance produced during the following reaction:

a*) Ethanal

b) Ethanol

c) Propionaldehyde

d) Propanone

e) Acetate acid

16. When substances interact according to the scheme given in

it results in the following:

a*) Ethyl formate

b) Ethyl acetate

c) Methyl ethanoate

d) Methyl acetate

e) Methyl formate

17. Point out the compound that has amphoteric properties, that is, reacts both with

acids and bases producing relevant salts.:

a*)

b)

c)

d)

e)

18. Point out the correct name of product resulting from interaction of acetaldehyde

with hydrazine:

NH2

NH2

CH3

CH

O

CH3

CH

N NH2

+ + H2O

a*) Acetaldehyde hydrazone

b) Acetaldoxime

c) Acetaldimine

d) Acetaldehyde phenylhydrazine

e) Acetaldehyde semicarbazone

19. Point out the product of the reaction given below:

a*)

b)

c)

d)

e)

20. Point out the compound that allows to synthesize acetonitrile CH3–C≡N

in one stage.

a*) CH3–I

b) CH4 c) CH3–OH

d) C2H5–Cl

e) C6H5Cl

21. What reagent is used to perform the following transformation:

a*) NaNO2(HCl)

b) K2Cr2O7 c) NaNO3(H2SO4)

d) KOH

e) Cu(OH)2

22. Which of the alcohols given in produces acetone during oxidation?

a*)

b)

c)

d)

e)

23. What reagent will allow for unsaturated organic compounds reduction under the

conditions given below??

a*) H2,Ni, t

b) HNO3, p,t

c) NaOH, H2O

d) K2Cr2O7, H+

e) H2O,Hg2+

, H+

24. What reagent allows to si-multaneously detect aldehyde group and glycol

fragment presence in glucose molecule?

a*) Cu(OH )2 b) Br2

c) AlCl3 d) FeCl3 e) KMnO4

25. Point out number of π-electrons in benzene molecule.

a*) 6

b) 2

c) 4

d) 5

e) Benzol has no π-electrons

26. What compound has no carboxyl group but nevertheless is called an acid?

a*) Picric acid

b) Valeric acid

c) Tartaric acid

d) Lactic acid

e) Malic acid

2015


a*)

b)

c)

d)

e)

2. Uric acid is a derivative of:

a*) Purine

b) Indole

c) Pyrazine

d) Pyrazole

e) Pyridine

3. Select structural isomers among the given compound pairs:

a*)

b)

c)

d)

e)

4. Optical activity of monosaccharides can be explained by their:

a*) Asymmetric carbon atoms in a molecule

b) Asymmetric crystal

c) Complicated rotation around σ-bond

d) Aldehyde or ketone group

e) Number of hydroxyl groups in a molecule

5. Name the disaccharide with the following structure:

a*) β-lactose

b) α-lactose

c) β-maltose

d) β-cellobiose

e) Saccharose

6. What product results from propionic aldehyde and PCl5 interaction?

a*)

b)

c)

d)

e)

7. Which of these reactions can be used to identify the primary amino group?

a*)

b)

c)

d)

e)

8. Interaction of aniline with bromine water resulted in white precipitate. What

substance was produced?

a*)

b)

c)

d)

e)

9. Specify the name of the compound according to the IUPAC nomenclature:

a*) 2,3,5-Trimethyl heptadiene-3,4

b) 3,5,6,6-Tetramethyl heptadiene-3,4

c) 3,5,6,6-Trimethyl hepten-3

d) 2-Ethyl-4,5-dimethyl hexadiene-2,3

e) 2-Ethyl-4,5,5-trimethyl pentadiene-2,3

10. Which of the given compounds WILL NOT decolorize bromine water?

a*) CH3 − CH3 b) CH2 = CH2 c) CH ≡ CH

d) CH3 − CH = CH2

e)

11. Which of the following reactions is required in order to obtain an azo dye out of

an aromatic amine?

a*) Diazotization and azo compound

b) Reduction and diazotization

c) Diazotization and interaction with potassium cyanide

d) Salt formation and nitration

e) Alkylation and nitrosation

12. Choose the name that corresponds with the formula: CH3 − C ≡ N :


b) Acetamide

c) Acetic anhydryde

d) Acetoxime

e) Ethyl isocyanide

13. What is the mechanism of bromination of toluene methyl group?

a*) SR b) AE c) SE d) SN e) AN

14. Quinoline reacts with the following reagent if heteroatom is present:

a*)

b)

c)

d)

e)

15. Aniline can be converted into the water-soluble salt through its treatment with the

solution of:


b) Sodium hydroxide

c) Sodium sulfate

d) Ethanol

e) Dimethylamine

16. Specify the reagent necessary for the following transformation:

a*) NH2NH2 b) NH2OH

c) CH3NH2 d) C6H5NHNH2 e) NH3

17. One of the cyclic glucose forms is as follows:

Name this compound:

a*) α-D-glucopyranose

b) β-D-glucopyranose

c) α-L-glucopyranose

d) α-D-glucofuranose


18. Select the formula for pentene-2 from the list:

a*) CH3 − CH2 − CH = CH − CH3 b) CH3 − CH2 − CH2 − CH2 − CH3 c) CH3 − CH2 − CH2 − CH = CH2 d) CH3 − CH2 − CH2 − CH3 e) CH3 − CH = CH − CH3

19. Silver mirror reaction can be characterized by:

a*) Production of metal

b) Smell

c) Red colouring of precipitate

d) Blue colouring of solution

e) Decolouration

20. The end product of starch hydrolysis is:

a*) D-glucose

b) D-fructose

c) Saccharose

d) Maltose

e) D-galactose

21. Specify the electronic effects of the carboxylic group (-СООН) in a benzoic acid

molecule:

a*) -I, -M

b) -I

c) +I, -M

d) +I

e) -I, +M

22. Which of the alcohols given below produces acetone when oxidated?

a*)

b)

c)

d)

e)

23. What reagent allows to simultaneously detect both aldehyde group and glycol

fragment presence in glucose molecule?

a*) Cu(OH)2 b) Br2 c) AlCl3 d) FeCl3 e) KMnO4

24. What class of organic compounds is characterized by the presence of -C≡N

group?

a*) Nitriles

b) Amines

c) Nitro compounds

d) Alcohols

e) Aldehydes

25. Specify the name of the carbohydrate given in according to the systematic

nomenclature:

a*) 5,6,6-trimethyl-1-hepten

b) 2,2,3-trimethyl-6-hepten

c) 5-tert-Butyl-1-hexene

d) 2-tert-Butyl-5-hexene

e) 2,2,3-trimethyl-6-hexene

26. M. I. Konovalov’s reaction is as follows:

a*) CH4 + HNO3(diluted) = CH3NO2 + H2O

b) CH4 + H2SO4 = CH3SO2OH + H20

c) 2C2H5Cl + 2Na = C4H10 + 2NaCl

d) C6H6 + HNO3(concentrated) = C6H5NO2 + H2O

e) CH4 + Cl2 = CH3Cl + HCl

27. Hydrogen atom attaches to the following carbon-1-pentene atom during

electrophilic addition of hydrogen bromide:

a*) C1

b) C2

c) C3

d) C4

e) C5

28. To chemically distinguish between glycerine and ethylene glycol it is nececcary to

apply:

a*) KHSO4 b) CuOH

c) Cu(OH)2 d) NaOH

e) NaCl

Documents

2007 · 2017. 11. 20. · 2n-1 15. Urea is a derivative of carbonic acid. Choose a denomination of urea: Мочевина является производным a*) Diamide of carbonic