The Complete Organic Chemistry WorksheetThe Complete Organic Chemistry Worksheet.doc

Name

1. Name the following hydrocarbons.

3 j'\- d\ m.u\ \q'\\Lxc.$'s

i"'a.CH3-CH2-CH-CH-CH.

ICHzI

CHr

CHr

A A \-k ,e*q\t^'-tt i"' f"l-'"'-lu*",Uo..q b cur-f-is-a",ll

"' cH:

?"3 a-O,trtrc$nt1t c' cHl-C-CH3

b*fa^q- lt'CH:

. A CH7-CH2-CHJ

4 ,3 - /.eltrt1Ii'*-lt'asq,n,-"r',-J

'cH2-cH3

cH2-cH3

2. Name the following hydrocarbons.

J ^thl\[r,k*CHrt"

a.CH3CH2CH2CHCH3

9H,I

b.CH3CHCH2CH3

CHII

c.CH3CHCHCH3

I

CH2CH3

d'n*{l'1lltnk, t

CHrt-

CH: 9n'tte. CHr-CH-CH-CH-CHl

I

CH:

CHrI

?"' !t'f. CH3-CH2-CH-CH-CH

CHr

CH:I

CH2I

g. CH3-CH-CH-CHris-cHr-cH,

I

CH:

CHz-CHrI

h. cH3-cH-cH-cH3I

c+r3-cH-cH3

d.CHICHzCHCHzCH:I

CHz

I

CH:

g'ulktlfe J-o'"L

'l.3')'ont'lr,,lyW

3'ml{f ynh'^t

f"' fn' ) u (A nolfu''{ ttu'*u*'Qe.CH3CHCH2CHCH3 cJ 1{

,. .,.[X1".","", a,, - &*]f'f gw-fu{"{

cI{3

A,r'd.'*uf $' tf W^u*

g.CH3CHCH2CH3I

cH,l'CH:

?',CH"l'

h. cH3cHcHCH3

CH;

f, ,3, q - \c' *"jtr1\\-s.x^t'"*-

j \- A.^ r.alh-{hq"{n-"*

3 ;1, Ll -.lr iu .t\"1ihq\aru-

Z, 1, q * \,,0'a\h.1\F *+ra*r's

vr*J, q -di r'Ct\t P-*,,i::",i::",

Listed below are the condensed structural formulas or names of the nine isomers of heptane, CzHre. Write the formula andname for each.

a\\ (a[ru

a. CH: CHzCHz CHzCHzCHzCHz?t' .r- *nlrh*\\.u(4rt0

tCHTCHzCHCHzCHzCHT ) tr re \

ag-d,r"}*\tPM* '"'[|L'"**

i 3-ethvlpentane

f-"-.f\\*

Name (use common and systematic for benzene if appropriate; ttre compourFrepresented by the following formulas.

CH: CHI

J,*3, {r,r"ethq\ ".

.",1-8r.r,h. 2-methylhexane t)-------\r"-k^J.'{-

I

CH:

a. 3-heptyne

cyclopentene

cl\pheny l-2,2-dimethylhexane) a\f,,r-O*.,*)#@

/-'-/1 -ethyl-2-methylbezene

,,{r-txH,\2,4-dimethy l-2-pentene

rlM

6. Listed below are the condensed structural formulas or the names for the eight isomers of C5H11Cl.Write either formula and thename for each.

,/\'1'l "*-'f:1:P''

:'1e'5 '';

a. CH3CH2CH2CH2CH2CI

CHrifil . ttr fli,- . !:r'"V'1b. CH3CHCH2CH2CI ';_;1a$;q.g

Fr' \ c.2-chloropentane

io;;f d. 2-chloro-2-methylbutane

7. Name the following compounds.

CII

e. CH3CH2CHCH2CH3

?", :- 1 i, ,r , ij "r - 1 , c\\.,1\ -I

a. CHTCHTCCHTCHTBT o \i. .., f . \lx !*- -l f. iCHrt-CHr

j -c\rt'c,-'b [.,]; \si ";

CHI CI

i--' i--^.- 6 -e \''\c"n '3-rru'*L?\h '''is^rpCH3CH-CHCH3

l-chloro-2-methylbutane --.-*){ l'---i-

* -I -chloro-2, 2-dimethylpr"?ri_,-X:

CHr

i--1 r\ - rro*h'{ * }' - P'tx'':k*eh. CHTCHCH:CHCH:

CH. CH"

' ^'' I - l^:' ^" ! 't' -d t {-' .'}ri "*" Pa^n\ff\rti.CH3C:CCH2CH3

t_.-t,. .-" ".

r\j

'{ .nn/{ti

f.

g.h.

. ^rr ^,,i1,, +r-qN)n1\- 1,{-par{adt**'0,.^.. il, i" ^-- ) ,\ A...a\h.i - \,'4 - prr\*&re:e'*

5. CHr:CHCHCH-CH, t'CHr-QQgzC-gy1rc',-' ur'

CHrI

c' CHI-CHCCH3I

CH:

I O..l 2-methylnaptJralene

!; ir'd,i,*s\\''ia\ - 1-bu'knc

!', f",k.cHr-c-c-cH-CHCH3

cHr

rBr

j,3 ,'i-lr'n'r),hql - 1, t -

h''wa.15 l{,u

d.

e.

c6H5cl ak\ot dCli', }l'r)CH:CH:CHCH2CH3

CHrI

f. CH3C:CHCH3

g. CH3CH2CH=CH2

Draw structural formulas for the following.a. 3-heptene

8.

trichloromethane n Ftf\.1't lid. 2-chloro-3-phenylhexane

^ ,^_,_. .,..-" -Y

e. 1,3-cyclopentadiene {i1 \_-\

L)toluene (methy lbenzene)

g. 1,4-dibromobenzenetlt :..\.t\ls,

h. 2-bromo-3-methyl-2-butene

tJ, i

.'.\rt

rite structural formulas for the following compounds.2-chlorobutane

c.r\

/=-'-/2-butene

//v2-ethyl-3-methy l- I -butanol

t

.-,,^--..-rl\o \_\\

3,3-dimethy lbutanoic ucid\

\/ tl-4-=4ot-{

2,5,5 -trimethy l-4-hepto-nero#

1,8-nonadiyne

wL.Y

J-

g. 1.3-diiodobenzenef&h. ethoxybenzene

",^-oYt'i. l-butanol

---^\_./--OF+j. 3-methyl-2-pentene

n. 2-ohenvlbutane L

o{ o.

) 7-bromo-2-naphthol

\r.-, '/

p. 4-bromobenzoic acid

3 -ethyl-2,4-dimethyl-3 -hexanol

5 -chloro-3 -ethyl-2:methy

10. Name the following organic compounds.

i, , I \,3'r. li-1 l- a.cHrcH-cHCH,cHl,;p,"'^Janol

-J", J"to

b. cH3cH28cHcH3

d. CHTCHTCHCHTCHT-lCI

d. cH,cH.cH"c/ \:l-^Inr n!*.\H

?n,e. cH3cCH2cH2cH2oH d,J - Ah;l\vt- 1 y^,hrt'"?.

CHr

rrt ru ,#'{iyi- V-y:e4 $e.rur,q J", ?''r. cH2:6slg11-cHCH3 5-ftU.jf,,rf * \,q - tW*$,Un* -'1-

""q-OHc. CH3CHCH-Q!{2

3 n'ofYr*\ -:L - b"j"r*

11. Name the following organic compounds.

a. CH.CH"CHCH"CI\ -Ch{o\o -X -nutt- q I -1",

L,^)+rl.Q i"tb. CHTC-CHCH,BT

J-$q,rr'r-d 4,j-.krrnxlhq i 1", J",bula$L

CHr

.. cH,EcLcr, 2.- rnolhq\*a *b{r-\qrr\s'"lOH

r. cH3cH2!:cHCH3 !-h *,t**0 - qurn\efil-Br

". A s. \,rmnO*tp\':?roflr*.g. CH3(CH2)2CH2NH2 buJq\Afr",rfS.

h.H,N-[-cH2cH3 p/Wcr((\^&-[-

c. C5H16

Cl\, - Cu. -K -- Ctr - c L{ 35d

pj{.,.k {.,0*t

*!j

f g!.ogl"'r"le*'u

rr1pflt6r,ywill*xr d-pt',pr','*r'a

3- ci".\*,crPn'\e"na

12.Each ofthe following formulas can be written as two compounds with dif[erent functional groups. Write the structuralformulas, name the compounds, and identify the functional groups.

c\]r'C,ilr - c,f+

MaryTL P^cff rbl

a. CzHoO

eu"-a\l^-0F\- 5 *"d

b. C:HoO 0ll

a[\

nu^- t-LH.v"5 -)cHr- o -cll3

b. 2-butargne

-\/2-methyl-2-propanol>{ethanoic acidoAon

trimethanamineC\+:

*i N tto3propane

2-pentyne

"'{//'\

cyclohexanamine

i(0u*V2-aminopentane

$\\a

13. Draw structural formulas for the following.a. Ethanal O

\// -l{

h. cyc

lc 2,4-nitrophenolOtl

n. propenoic acid

lobutane

rl

'Anou

14. Draw and name the five structural isomers of hexane (CoFir+)

Q nilhllyntiarn

'/o'cH2cH2cll

J,b)5--|r,ur ddrl \ -8-d\t1\dscq,.r

I

cx{3 -c -cH

I

cH3

\o,2cH2CHCH2CH

I

cH2cH3

CH;

b.\

3, 5 - A^d.aj\\\ - 3 - \'aqRl'*

3- r'nqr\h1\ h-ue'"o

17. Name each of the following alkenes.

a.CH, :611

-(]12 -CH3-4.+-L- buJ'[f\a

cll3c. I

I

cH3cH2cH-cFI-CH-Cr{ /"r\\o,

\ '3l'nCf'qlk $qj.tq

\\ ./ -J,Q - d''

^.tJ [t I

)<----/ D',ier\

i. orlanq

15. Draw the structural formula for each of the following.a. 2-Methylpentane

,

-/A------//^-\

16. Name each of the following:a.

CHT CH:

llcH

-c -cH2cH2cH3ttbH, cH:

),i,3- \rr m'dh'1\ htxaru

C H3---{H2--{H2-C H -C HjI

clI2_cHj

b. 2,2,4-Tnmethylpentane, also called isooctane. This compound is the reference for octane ratings for gasoline.

\,/ \X- -/----/--\

c. 2-tert-Butylpentane

d. The name given in part c is incorrect. Give the correct name for this hydrocarbon.

0 , !, i - -h taru"I'h'1\ ha"v.c$-tl-

18. Give the structure for each of the following:

a. 3-hexene

b. 2,4-Heptadiene

c. 2-Methyl-3-octene

\

z19. Give the structure for each ofthe following aromatic hydrocarbons.

a. /nnvuar"," I -/';'E

Cr-a'

f-oi-tert-burvlbenzene

&c. f-oi"tttrtu.)nzene

Cl,d. r_phenyr-2-buten"

e,-=_Z

20, Name each of the following:

a.ct

-cHz -cHz -cFI -CH3Itl

\ 1i -aicN\ct\obuJ€doo

b' cl{3cll2cr-I2trI3 \, \, \ - \t ic,tfo-cobt"faxlt

c ;)*-f-{"*"

3,i -dd$c', - !,{-d}rRa\h\\-\'oxo.r\a-