8
Ringkasan Sintesis Laboratorium derivat asam karboksilat Klorida Asam RCOOH + SOCl 2 / PCl 3 RCOCl + SO 2 + HCl C 4 H 9 COOH + SOCl 2 → C 4 H 9 COCl + SO 2 + HCl Asam Pentanoat Tionil Klorida Pentanoil Klorida Sulfur Dioksida Asam Klorida 3 C 5 H 11 COOH + PCl3 → 3 C 5 H 11 COCl + H 3 PO 3 Asam Kaproat Fosfor Triklorida Kaproil Klorida Asam Fosfat Anhidrida Asam RCOCl + RCOO - RCOOOCR + Cl - C 3 H 7 COCl + C 3 H 7 COONa → C 3 H 7 COOCC 3 H 7 + NaCl Butanoil Klorida + Natrium Butirat Anhidrida Butanoat Natrium Klorida C 4 H 9 COI + C 2 H 5 COOK → C4H9COOCC 2 H 5 + KCl Pentanoil Iodida + Kalium Propionat Anhidrida Pentanoat Propanoat Kalium Klorida RCOOH + CH 3 COOOCCH 3 RCOOOCCH 3 + CH 3 OH C 3 H 7 COOH + CH 3 COOOCCH 3 → C 3 H 7 COOOCCH 3 + CH 3 OH Asam Butanoat Anhidrida Asetat Anhidrida Etanoat Butanoat Metanol C 4 H 9 COOH + CH 3 COOOCCH 3 → C 4 H 9 COOOCCH 3 + CH 3 OH Asam Pentanoat Anhidrida Asetat Anhidrida Etanoat Pentanoat Metanol HOOC(CH 2 ) n COOH COOOC(CH 2 ) n HOOC(CH 2 ) 2 COOH COOOC(CH 2 ) 2 Asam Suksinat Anhidrida Suksinat HOOC(CH 2 ) 3 COOH COOOC(CH 2 ) 3 Asam Glutarat Anhidrida Glutarat Ester RCOOH + R'OH RCOOR + H 2 O C 3 H 7 COOH + C 2 H 5 OH C 3 H 7 COOC 2 H 5 + H 2 O Asam Butanoat Etanol Etil-Butanoat Air C 6 H 13 COOH + C 4 H 9 OH C 6 H 13 COOC 4 H 9 + H 2 O Asam Enantat Butanol Butil-Enantat Air

Reaksi Derivat Asam Karboksilat

Embed Size (px)

Citation preview

Page 1: Reaksi Derivat Asam Karboksilat

Ringkasan Sintesis Laboratorium derivat asam karboksilat

Klorida AsamRCOOH + SOCl2 / PCl3 → RCOCl + SO2 + HClC4H9COOH + SOCl2 → C4H9COCl + SO2 + HClAsam Pentanoat Tionil Klorida Pentanoil Klorida Sulfur Dioksida Asam Klorida3 C5H11COOH + PCl3 → 3 C5H11COCl + H3PO3

Asam Kaproat Fosfor Triklorida Kaproil Klorida Asam Fosfat

Anhidrida AsamRCOCl + RCOO- → RCOOOCR + Cl-

C3H7COCl + C3H7COONa → C3H7COOCC3H7 + NaClButanoil Klorida + Natrium Butirat Anhidrida Butanoat Natrium KloridaC4H9COI + C2H5COOK → C4H9COOCC2H5 + KClPentanoil Iodida + Kalium Propionat Anhidrida Pentanoat Propanoat Kalium Klorida

RCOOH + CH3COOOCCH3 → RCOOOCCH3 + CH3OHC3H7COOH + CH3COOOCCH3 → C3H7COOOCCH3 + CH3OHAsam Butanoat Anhidrida Asetat Anhidrida Etanoat Butanoat MetanolC4H9COOH + CH3COOOCCH3 → C4H9COOOCCH3 + CH3OHAsam Pentanoat Anhidrida Asetat Anhidrida Etanoat Pentanoat Metanol

HOOC(CH2)nCOOH → COOOC(CH2)n

HOOC(CH2)2COOH → COOOC(CH2)2

Asam Suksinat Anhidrida SuksinatHOOC(CH2)3COOH → COOOC(CH2)3

Asam Glutarat Anhidrida Glutarat

EsterRCOOH + R'OH → RCOOR + H2OC3H7COOH + C2H5OH → C3H7COOC2H5 + H2OAsam Butanoat Etanol Etil-Butanoat AirC6H13COOH + C4H9OH → C6H13COOC4H9 + H2OAsam Enantat Butanol Butil-Enantat Air

RCOCl + R'OH → RCOOR' + HClC3H7COCl + C2H5OH → C3H7COOC2H5 + HClButanoil Klorida Etanoat Etil-Butanoat Asam KloridaC5H11COCl + C3H7OH → C5H11COOC3H7 + HClKaproil Klorida Propanoat Propil-Kaproat Asam Klorida

RCOOOCR + R'OH → RCOOR' + RCOOHC2H5COOOCC2H5 + CH3OH → C2H5COOCH3 + C2H5COOHAnhidrida Propanoat Metanol Metil-Propanoat PropanoatC3H7COOOCC3H7 + C2H5OH → C3H7COOC2H5 + C3H7COOHAnhidrida Butanoat Etanol Etil-Butanoat Butanoat

Page 2: Reaksi Derivat Asam Karboksilat

RCOO- + R'X → RCOOR' + X-

C2H5COONa + CH3F → C2H5COOCH3 + NaFNatrium Propionat Metanol Metil-Propanoat Natrium FluoridaC3H7COOK + C2H5Br → C3H7COOC2H5 + KBrKalium Butirat Etanol Etil-Butanoat Kalium Bromida

RCOOR' + R''OH → RCOOR'' + R'OHC3H7COOCH3 + C2H5OH → C3H7COOC2H5 + CH3OHMetil-Butanoat Etanoat Etil-Butanoat MetanolC2H5COOC4H9 + C3H7OH → C2H5COOC3H7 + C4H9OHButil-Propanoat Propanol Propil-Propanoat Butanol

AmidaRCOCl + HNR'2 → RCONR'2 + HClC5H11CO-Cl + (CH3)2N-H → C5H11CO-N(CH3)2 + HClKaproil Klorida Dimetil Amina N,N-DiMetil-Kaproamida Asam KloridaC4H9CO-I + (CH3)2N-H → C4H9CO-N(CH3)2 + HIPentanoil Iodida Dimetil Amina N,N-Dimetil-Valeramida Asam Iodida

RCOOOCR + HNR'2 → RCONR'2 + RCOOHC2H5COOOCCH3 + (CH3)2NH --> C2H5CO-N(CH3)2 + CH3COOHAnhidrida Propanoat Dimetil Amina N,N-Dimetil-Propionamida Asam Asetat

EtanoatC3H7COOOCC2H5 + (CH3)2NH --> C3H7CO-N(CH3)2 + C2H5COOHAnhidrida Butanoat Dimetil Amina N,N-Dimetil-Butiramida Asam Propanoat

Propanoat

RCOOR' + NH3 → RCONH2 + R'OHC3H7COOCH3 + NH3 → C3H7CONH2 + CH3OHMetil-Butanoat Amoniak Butiramida MetanolC5H11COOC4H9 + NH3 → C5H11CONH2 + C4H9OHButil-Kaproat Amoniak Kaproamida Butanol

NitrilRX + CN- → RCN + X-

C3H7F + NaCN → C3H7CN + NaFPropil-Fluorida Natrium Sianida Propil-Sianida Natrium FluoridaC4H9Br + AgCN → C4H9CN + AgBrButil-Bromida Perak Sianida 1-Siano-Butana Perak Bromida

ArNH2 → ArCN + H2OC6H5-CH2CONH2 → C6H5-CH2CN + H2O2-Fenilasetamida Fenilasetonitril AirC6H5-(CH2)2CONH2 → C6H5-(CH2)2CN + H2O3-Fenilpropionamida Fenilpropionitril Air

Page 3: Reaksi Derivat Asam Karboksilat

Tipe senyawa yang dapat diperoleh dari derivat asam karboksilat

Klorida AsamRCO-Cl + H2O → RCO-OH + HClC6H13CO-Cl + H2O → C6H13CO-OH + HClHeksanoil Klorida Air Asam Heksanoat Asam KloridaC7H15CO-Cl + H2O → C7H15CO-OH + HClHeptanoil Fluorida Air Asam Heptanoat Asam Klorida

RCO-Cl + R-OH → RCO-OR' + HClC7H15CO-Cl + C3H7-OH → C7H15CO-C3H7 + HClHeptanoil Klorida Propanol Propil-Heptanoat Asam KloridaC6H13CO-Cl + C2H5-OH → C6H13CO-C2H5 + HClHeksanoil Klorida Etanol Etil-Heksanoat Asam Klorida

RCO-Cl + R'2N-H → RCO-NR'2 + HClC4H9CO-Cl + (CH3)2N-H → C4H9CO-N(CH3)2 + HClButanoil Klorida Dimetil Amina N,N-DiMetil-Butiramida Asam KloridaC5H11CO-Cl + (CH3)2N-H → C5H11CO-N(CH3)2 + HClPentanoil Klorida Dimetil Amina N,N-Dimetil-Valeramida Asam Klorida

RCO-Cl + R'CO2- → RCO-O2CR' + Cl-

C4H9CO-Br + (C2H5)CO2- → C4H9CO-O2CC2H5 + Cl-

Pentanoil Bromida Ion Propanoat Anhidrida Propanoat Pentanoat Ion KlorinC3H7CHO-I + (CH3)CO2

- → C3H7CO-O2CCH3 + Cl-

Butanoil Iodida Ion Etanoat Anhidrida Etanoat Butanoat Ion Klorin

RCO-Cl + Ar-H → RCO-Ar + HClC7H15CO-Cl + C6H5-CH2-H→ C7H15CO-CH2-C6H5 + HClOktanoil Klorida Toluena 1-Fenil-2-Nonanon Asam KloridaC7H15CO-Cl + C6H5-O-H → C7H15CO-O-C6H5 + HClOktaHeptanoil Klorida Fenol Fenil-Oktanoat Asam Klorida

RCO-Cl + R'-Cd-R' → RCO-R' + Cl-Cd-R'C5H11CO-Cl + CH3-Cd-CH3 → C5H11COCH3 + Cl-Cd-CH3

Heksanoil Klorida Dimetil Kadmium 2-Heptanon Metil Kadmium KloridaC3H7CO-Cl + C2H5-Cd-C2H5 → C3H7COC2H5 + Cl-Cd-C2H5

Butanoil Klorida Dietil Kadmium 3-Heksanon Etil Kadmium Klorida

RCO-Cl + LiCu(R')2 → RCO-R' + LiCuR'XClC4H9CO-Cl + LiCu(CH3)2 → C4H9COCH3 + LiCuCH3ClPentanoil Klorida Litium dimetil cuprat 2-Heksanon Litium Metil Cuprum KloridaC5H11CO-Cl + LiCu(CH3)2 → C5H11COCH3 + LiCuCH3ClHeksanoil Klorida Litium dimetil cuprat 2-Heptanon Litium Metil Cuprum Klorida

LiAlH[OC(CH3)3]3 ; H2O,H + RCO-Cl → RCO-HC7H15CO-Cl → C7H15CO-HOktanoil Fluorida Oktanal

Page 4: Reaksi Derivat Asam Karboksilat

C6H13CO-Br → C6H13CO-HHeptanoil Bromida Heptanal

Anhidrida AsamRCOOOCR + H2O --> RCOOH + RCOOHC2H5COOOCC2H5 + H2O --> C2H5COOH + C2H5COOHAnhidrida Propanoat Air As.Propanoat As.PropanoatC3H7COOOCC2H5 + H2O --> C3H7COOH + C2H5COOHAnhidrida Butanoat Propanoat As.Butanoat As.Propanoat

RCOOOCR + R'OH --> RCOOR' + RCOOHC2H5COOOCC2H5 + C2H5OH --> C2H5COOC2H5 + C2H5COOHAnhidrida Propanoat Etanol Etil Propanoat As.PropanoatC3H7COOOCC2H5 + CH3OH --> C3H7COOCH3 + C2H5COOHAnhidrida Butanoat Metanol Metil Butanoat As.Propanoat

Propanoat

RCOOOCR + R'2NH --> RCO-NR'2 + RCOOHC2H5COOOCCH3 + (CH3)2NH --> C2H5CO-N(CH3)2 + CH3COOHAnhidrida Propanoat Dimetil Amina N,N-Dimetil-Propionamida As.Asetat

EtanoatC3H7COOOCC2H5 + (CH3)2NH --> C3H7CO-N(CH3)2 + C2H5COOHAnhidrida Butanoat Dimetil Amina N,N-Dimetil-Butiramida As.Propanoat

Propanoat

EsterRCOOR' + H2O → RCOOH + R'OHC3H7COOCH3 + H2O → C3H7COOH + CH3OHMetil-Butanoat Air Asam Butanoat MetanolC4H9COOC2H5 + H2O → C4H9COOH + C2H5OHEtil-Pentanoat Air Asam Pentanoat Etanol

RCOOR' + R''OH → RCOOR'' + R'OHC5H11COOCH3 + C2H5OH → C5H11COOC2H5 + CH3OHMetil-Kaproat Etanoat Etil-Kaprooat MetanolC4H9COOC4H9 + C3H7OH → C4H9COOC3H7 + C4H9OHButil-Pentanoat Propanol Propil-Pentanoat Butanol

RCOOR' + NH3 → RCONH2 + R'OHC6H13COOC3H7 + NH3 → C6H13CONH2 + C3H7OHPropil-Enantat Amoniak Enantamida PropanolC4H9COOC2H5 + NH3 → C4H9CONH2 + C2H5OHEtil-Pentanoat Amoniak Valeramida Etanol

Page 5: Reaksi Derivat Asam Karboksilat

RCOOR' + [H] → RCH2OH + R'OHC4H9COOC2H5 + [H] → C4H9CH2OH + C2H5OHEtil-Pentanoat Hidrogen Pentanol EtanolC5H11COOC3H7 + [H] → C5H11CH2OH + C3H7OHPropil-Kaproat Hidrogen Heksanol Propanol

RCOOR' + R''MgX → RC(OH)R'R''C3H7COOCH3 + (CH3)MgBr → C3H7C(OH)(CH3)2 Metil-Butanoat Metil Magnesium Bromida 2-Metil-2-PentanolC6H13COOC2H5 + (C2H5)MgI → C6H13C(OH)(C2H5)2

Etil-Heptanoat Etil Magnesium Iodida 3-Etil-3-Nonanol

AmidaRCONR'2 + H2O → RCOOH + HNR'2

CH3CON(CH3)2 + H2O → CH3COOH + HN(CH3)2

N,N-Dimetil-Asetamida Air Asam Asetat N,N-DimetilaminaC3H7CON(CH3)(C2H5) + H2O → C3H7COOH + HN(C2H5)2

N-Etil-N-Metil-Butiramida Air Asam Butirat N-Etil-N-Metilamina

RCONR'2 + [H] → RCH2NR'2

C2H5CON(CH3)2 + [H] → C2H5CH2N(CH3)2

N,N-Dimetil-Propanamida Hidrogen N,N-Dimetil-ValeramidaC3H7CON(CH3)(C2H5) + [H] → C3H7CH2N(CH3)(C2H5)N-Etil-N-Metil-Butiramida Hidrogen N-Etil-N-Metil-Butiramida

RCONH2 + Br2 + OH- → RNH2

CH3CONH2 + Br2 + OH- → CH3NH2

Asetamida Bromin Ion Hidroksil FormamidaC2H5CONH2 + Br2 + OH- → C2H5NH2

Propionamida Bromin Ion Hidroksil Etanamida

NitrilRCN + H2O → RCOOHC4H9CN + H2O → C4H9COOHPentananitril Air Asam PentanoatC5H11CN + H2O → C5H11COOHHeksananitril Air Asam Heksanoat

RCN + H2O → RCONH2

C3H7CN + H2O → C3H7CONH2

Butananitril Air ButiramidaC4H9CN + H2O → C4H9CONH2

Pentananitril Air Valeramida

RCN + [H] → RCH2NH2

C5H11CN + [H] → C5H11CH2NH2

Heksananitril Hidrogen KaproamidaC3H7CN + [H] → C3H7CH2NH2

Butananitril Hidrogen Butiramida