Product Name

  • Name

    ETHYL DICHLOROACETATE

  • EINECS 208-611-6
  • CAS No. 535-15-9
  • Article Data57
  • CAS DataBase
  • Density 1.295 g/cm3
  • Solubility with ethanol, ethyl ether immiscible, insoluble in water
  • Melting Point
  • Formula C4H6Cl2O2
  • Boiling Point 151.1 °C at 760 mmHg
  • Molecular Weight 156.996
  • Flash Point 55.6 °C
  • Transport Information UN 2810
  • Appearance colorless liquid
  • Safety 23-26-36
  • Risk Codes 20/21-36/37
  • Molecular Structure Molecular Structure of 535-15-9 (ETHYL DICHLOROACETATE)
  • Hazard Symbols HarmfulXn
  • Synonyms Aceticacid, dichloro-, ethyl ester (6CI,7CI,8CI,9CI);Dichloroacetic acid ethylester;Ethyl 2,2-dichloroacetate;Ethyl dichloroacetate;NSC 27788;NSC 6748;Acetic acid, dichloro-, ethyl ester;AC1L1VZN;35820_ALDRICH;
  • PSA 26.30000
  • LogP 1.35320

Synthetic route

trichloroethylene epoxide
16967-79-6

trichloroethylene epoxide

ethanol
64-17-5

ethanol

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
at 0℃;96%
1,1,1-triethoxy-2,2-dichloroethane
54567-92-9

1,1,1-triethoxy-2,2-dichloroethane

A

ethanol
64-17-5

ethanol

B

ethyl acetate
141-78-6

ethyl acetate

C

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
With acetic acid Heating;A n/a
B n/a
C 95%
ethanol
64-17-5

ethanol

pentachloroacetone
1768-31-6

pentachloroacetone

A

chloroform
67-66-3

chloroform

B

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
With pyridine for 2h; Heating;A 9.2 g
B 82.2%
Ethyl trichloroacetate
515-84-4

Ethyl trichloroacetate

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In N,N-dimethyl acetamide at 25℃; under 760.051 Torr; for 1h; chemoselective reaction;79%
With 10% Pt/activated carbon; hydrogen In N,N-dimethyl acetamide at 25℃; under 760.051 Torr; for 1h; chemoselective reaction;79%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 28℃; for 72h; Irradiation; Inert atmosphere;70%
ethanol
64-17-5

ethanol

pentachloro-2-(trimethylsiloxy)propene
87651-34-1

pentachloro-2-(trimethylsiloxy)propene

A

chloroform
67-66-3

chloroform

B

ethyl trimethylsilyl ether
1825-62-3

ethyl trimethylsilyl ether

C

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
With triethylamine for 8h; Heating; Yields of byproduct given;A n/a
B n/a
C 71%
With triethylamine for 8h; Heating; Yield given;A n/a
B n/a
C 71%
2,2-dichloro-3-oxo-propionic acid ethyl ester
86164-39-8

2,2-dichloro-3-oxo-propionic acid ethyl ester

A

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

B

Formanilid
103-70-8

Formanilid

Conditions
ConditionsYield
With aniline In tetrachloromethane for 12h; Ambient temperature;A 50%
B 66%
2,2-dichloro-3-oxo-propionic acid ethyl ester
86164-39-8

2,2-dichloro-3-oxo-propionic acid ethyl ester

aniline
62-53-3

aniline

A

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

B

Formanilid
103-70-8

Formanilid

Conditions
ConditionsYield
In tetrachloromethane for 12h; Ambient temperature;A 50%
B 66%
ethanol
64-17-5

ethanol

Trichloroethylene
79-01-6

Trichloroethylene

ethyl acetate
141-78-6

ethyl acetate

A

freon-121
354-14-3

freon-121

B

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
With chlorine monofluoride 1.) Freon 113; 2.) 20 - 25 deg C, 30 min.; Yield given. Multistep reaction;A 65%
B n/a
dichloro-acetic acid
79-43-6

dichloro-acetic acid

ethyl N-tert-butyl-4-nitrobenzenesulfonimidate
1569262-64-1

ethyl N-tert-butyl-4-nitrobenzenesulfonimidate

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
In dichloromethane Heating;58%
dichloro-acetic acid
79-43-6

dichloro-acetic acid

ethanol
64-17-5

ethanol

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
With phosphorus pentoxide; copper(II) sulfate; sodium sulfate for 2h; Heating;40%
With hydrogenchloride
With sulfuric acid unter wiederholtem Abdestillieren des entstandenen Wassers mit Benzol;
1,1,2,2-tetrachloroethylene
127-18-4

1,1,2,2-tetrachloroethylene

sodium ethanolate
141-52-6

sodium ethanolate

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
at 100 - 120℃;
diethyl ether
60-29-7

diethyl ether

dichloro-acetyl iodide

dichloro-acetyl iodide

A

ethyl iodide
75-03-6

ethyl iodide

B

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
at 25℃; unter Lichtausschluss;
ethanol
64-17-5

ethanol

pentachloroacetone
1768-31-6

pentachloroacetone

aluminum ethoxide
555-75-9

aluminum ethoxide

A

chloroform
67-66-3

chloroform

B

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

ethanol
64-17-5

ethanol

pentachloroacetone
1768-31-6

pentachloroacetone

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
With aluminum ethoxide
ethanol
64-17-5

ethanol

2-acetoxy-3,3-dichloro-acrylonitrile
861794-62-9

2-acetoxy-3,3-dichloro-acrylonitrile

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
at 150℃;
ethanol
64-17-5

ethanol

2,2-diacetoxy-1,1,1-trichloro-ethane
24298-56-4

2,2-diacetoxy-1,1,1-trichloro-ethane

potassium cyanide
151-50-8

potassium cyanide

A

ethyl acetate
141-78-6

ethyl acetate

B

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

ethanol
64-17-5

ethanol

2,2-diacetoxy-1,1,1-trichloro-ethane
24298-56-4

2,2-diacetoxy-1,1,1-trichloro-ethane

potassium cyanide
151-50-8

potassium cyanide

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

ethanol
64-17-5

ethanol

potassium dichloroacetate
19559-59-2

potassium dichloroacetate

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
With sulfuric acid; potassium chloride
ethanol
64-17-5

ethanol

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
beim Chlorieren;
(E)-1,2-dichloro-1-ethoxy-ethene
42345-82-4

(E)-1,2-dichloro-1-ethoxy-ethene

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
With chlorine at 25℃; dann Behandeln mit Wasser;
ethanol
64-17-5

ethanol

potassium cyanide
151-50-8

potassium cyanide

chloral
75-87-6

chloral

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

ethanol
64-17-5

ethanol

ammonium acetate
631-61-8

ammonium acetate

2-acetoxy-3,3,3-trichloro-propionitrile
86164-43-4

2-acetoxy-3,3,3-trichloro-propionitrile

A

dichloroacetamide
683-72-7

dichloroacetamide

B

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

dichloroacethyl chloride
79-36-7

dichloroacethyl chloride

ethanol
64-17-5

ethanol

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

C4H5Cl2O2(1-)*Cl(1-)*Zn(2+)

C4H5Cl2O2(1-)*Cl(1-)*Zn(2+)

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
With water In tetrahydrofuran
perchloroethylene oxide
16650-10-5

perchloroethylene oxide

ethanol
64-17-5

ethanol

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
at 18 - 25℃; Yield given;
1,1-dichloro-2,2-diethoxy-ethene
54567-93-0

1,1-dichloro-2,2-diethoxy-ethene

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
With hydrogenchloride; water In [D3]acetonitrile
Ethyl trichloroacetate
515-84-4

Ethyl trichloroacetate

A

methylene chloride
74-87-3

methylene chloride

B

dichloromethane
75-09-2

dichloromethane

C

chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

D

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
With hydrogen cation; tetranormalbutyl ammonium fluoride for 0.166667h; Product distribution; Ambient temperature; equilibrium; products determined by GC-MS;
Ethyl trichloroacetate
515-84-4

Ethyl trichloroacetate

A

tetrachloro-succinic acid diethyl ester
3875-96-5

tetrachloro-succinic acid diethyl ester

B

diethyl (Z)-2,3-dichlorobutenedioate
15649-41-9

diethyl (Z)-2,3-dichlorobutenedioate

C

diethyl 2,3-dichlorofumarate
15649-40-8

diethyl 2,3-dichlorofumarate

D

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
With iron(II) chloride In acetonitrile at 25 - 82℃; Rate constant; Thermodynamic data; Product distribution; ΔH(excit.), ΔS(excit.), var. reagent conc., var. reaction time;
N-nitrosoacetanilide
938-81-8

N-nitrosoacetanilide

ethyl dichlorothionoacetate
112260-88-5

ethyl dichlorothionoacetate

A

ethyl (phenylhydrazono)chloroacetate
28663-68-5

ethyl (phenylhydrazono)chloroacetate

B

4-Chloro-2-phenyl-2H-[1,2,3]thiadiazol-5-one
112260-89-6

4-Chloro-2-phenyl-2H-[1,2,3]thiadiazol-5-one

C

diphenyldisulfane
882-33-7

diphenyldisulfane

D

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
In acetone at 20℃; for 20h; Yield given. Yields of byproduct given;
ethyl dichlorothionoacetate
112260-88-5

ethyl dichlorothionoacetate

A

ethyl (phenylhydrazono)chloroacetate
28663-68-5

ethyl (phenylhydrazono)chloroacetate

B

4-Chloro-2-phenyl-2H-[1,2,3]thiadiazol-5-one
112260-89-6

4-Chloro-2-phenyl-2H-[1,2,3]thiadiazol-5-one

C

diphenyldisulfane
882-33-7

diphenyldisulfane

D

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
With N-nitrosoacetanilide In acetone at 20℃; for 20h; Yield given. Yields of byproduct given;
ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

dichloro-acetic acid
79-43-6

dichloro-acetic acid

Conditions
ConditionsYield
With bis(tri-n-butyltin)oxide In benzene at 80℃; for 10h; other esters, other solvents, other temperatures and reaction times;100%
With bis(tri-n-butyltin)oxide In benzene at 80℃; for 10h;100%
With 2,2'-azobis(isobutyronitrile); bis(tri-n-butyltin)oxide In benzene at 80℃; for 1.5h;100 % Spectr.
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

C12H18N4O2(2+)*2Cl(1-)

C12H18N4O2(2+)*2Cl(1-)

Conditions
ConditionsYield
In tetrahydrofuran100%
hexanal
66-25-1

hexanal

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

2-Chloro-3-pentyl-oxirane-2-carboxylic acid ethyl ester
111055-67-5

2-Chloro-3-pentyl-oxirane-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With sodium ethanolate In diethyl ether 0-5 deg C, 1 h; reflux, 3 h;98%
With sodium ethanolate 1.) ether, 30 min, 2.) ether, reflux, 3 h; Multistep reaction;
With base In diethyl ether Darzens condensation;
ethanethiol
75-08-1

ethanethiol

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Bis(ethylthio)essigsaeure-ethylester
20461-95-4

Bis(ethylthio)essigsaeure-ethylester

Conditions
ConditionsYield
With potassium carbonate; Aliquat 336 In toluene for 8h; Ambient temperature;98%
isovaleraldehyde
590-86-3

isovaleraldehyde

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

2-Chloro-3-isobutyl-oxirane-2-carboxylic acid ethyl ester
111055-66-4

2-Chloro-3-isobutyl-oxirane-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With sodium ethanolate In diethyl ether 0-5 deg C, 1 h; reflux, 3 h;98%
With base In diethyl ether Darzens condensation;
1,3-difluoro-5-nitrobenzene
2265-94-3

1,3-difluoro-5-nitrobenzene

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

ethyl 2-chloro-2-(2,6-difluoro-4-nitrophenyl)ethanoate

ethyl 2-chloro-2-(2,6-difluoro-4-nitrophenyl)ethanoate

Conditions
ConditionsYield
With hydrogenchloride In N,N-dimethyl-formamide97%
(2R,3R)-2-benzylamino-3-(4-methylsulfonylphenyl)-propane-1,3-diol
895570-99-7

(2R,3R)-2-benzylamino-3-(4-methylsulfonylphenyl)-propane-1,3-diol

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

thiamphenicol
15318-45-3

thiamphenicol

Conditions
ConditionsYield
Stage #1: (2R,3R)-2-benzylamino-3-(4-methylsulfonylphenyl)-propane-1,3-diol With hydrogenchloride; hydrogen; palladium on activated charcoal In ethanol at 20℃; for 2h;
Stage #2: ethyl 1,1-dichloroacetate With triethylamine In methanol at 30℃; for 6h; Further stages.;
96%
(1R,2S)-1-(4-methylsulfonylphenyl)-2-benzylamino-3-fluoro-1-propanol
895571-10-5

(1R,2S)-1-(4-methylsulfonylphenyl)-2-benzylamino-3-fluoro-1-propanol

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Florfenicol
73231-34-2

Florfenicol

Conditions
ConditionsYield
Stage #1: (1R,2S)-1-(4-methylsulfonylphenyl)-2-benzylamino-3-fluoro-1-propanol With sulfuric acid; hydrogen; palladium on activated charcoal In ethanol at 20℃; for 2h;
Stage #2: ethyl 1,1-dichloroacetate With triethylamine In methanol at 30℃; for 6h; Further stages.;
96%
1H-imidazole
288-32-4

1H-imidazole

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

C10H12N4O2

C10H12N4O2

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In acetonitrile Reagent/catalyst; Solvent; Reflux;93.98%
(1R,2S)-2-amino-1-(4-chlorophenyl)-3-fluoropropan-1-ol

(1R,2S)-2-amino-1-(4-chlorophenyl)-3-fluoropropan-1-ol

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

C11H11Cl3FNO2

C11H11Cl3FNO2

Conditions
ConditionsYield
With triethylamine In methanol at 20℃; for 12h;93%
(2-Benzylamino-ethyl)-phosphinic acid ethyl ester
126227-04-1

(2-Benzylamino-ethyl)-phosphinic acid ethyl ester

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

{2-[Benzyl-(2,2-dichloro-acetyl)-amino]-ethyl}-phosphinic acid ethyl ester

{2-[Benzyl-(2,2-dichloro-acetyl)-amino]-ethyl}-phosphinic acid ethyl ester

Conditions
ConditionsYield
for 12h; Heating;92%
2-Methylbutyraldehyde
96-17-3, 57456-98-1

2-Methylbutyraldehyde

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

(E)-ethyl 4-methylhex-2-enoate
78023-52-6

(E)-ethyl 4-methylhex-2-enoate

Conditions
ConditionsYield
With manganese In tetrahydrofuran for 3h; Heating;92%
With manganese In tetrahydrofuran for 3h; Reflux; Inert atmosphere; optical yield given as %de; stereoselective reaction;92%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With manganese In tetrahydrofuran for 3h; Heating;92%
With manganese In tetrahydrofuran for 3h; Reflux; Inert atmosphere; optical yield given as %de; stereoselective reaction;92%
ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

2,3-isopropylidene-glyceraldehyde
15186-48-8

2,3-isopropylidene-glyceraldehyde

ethyl (E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate
64520-58-7

ethyl (E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate

Conditions
ConditionsYield
With chromium dichloride In tetrahydrofuran at 75℃; for 3h; Inert atmosphere; optical yield given as %de; stereoselective reaction;91%
acetophenone
98-86-2

acetophenone

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

2-chloro-3-hydroxy-3-phenyl-butyric acid ethyl ester
91767-65-6

2-chloro-3-hydroxy-3-phenyl-butyric acid ethyl ester

Conditions
ConditionsYield
bronze-coloured C8K; silver(I) acetate; zinc(II) chloride In tetrahydrofuran at -20℃; for 0.666667h;90%
With amalgamated magnesium; diethyl ether
isobutyraldehyde
78-84-2

isobutyraldehyde

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

ethyl 2-chloro-3-isopropyloxirane-2-carboxylate
21806-21-3, 78058-54-5

ethyl 2-chloro-3-isopropyloxirane-2-carboxylate

Conditions
ConditionsYield
With sodium ethanolate In diethyl ether 0-5 deg C, 1 h; reflux, 3 h;90%
With base In diethyl ether Darzens condensation;
With sodium ethanolate In diethyl ether; ethanol at 0℃; for 1h;
3-phenyl-propenal
104-55-2

3-phenyl-propenal

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Conditions
ConditionsYield
With manganese In tetrahydrofuran for 3h; Heating;90%
ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

2,3,4,5-di-O-isopropylidenealdehydo-L-xylose
120522-10-3

2,3,4,5-di-O-isopropylidenealdehydo-L-xylose

ethyl (E)-2,3-dideoxy-4,5:6,7-di-O-isopropylidene-L-xylo-hept-2-enonate
1310802-46-0

ethyl (E)-2,3-dideoxy-4,5:6,7-di-O-isopropylidene-L-xylo-hept-2-enonate

Conditions
ConditionsYield
With chromium dichloride In tetrahydrofuran at 75℃; for 3h; Inert atmosphere; optical yield given as %de; stereoselective reaction;90%
thiophenol
108-98-5

thiophenol

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

ethyl α,α-bis(phenylthio)acetate
20461-96-5

ethyl α,α-bis(phenylthio)acetate

Conditions
ConditionsYield
With potassium carbonate; Aliquat 336 In toluene for 8h; Ambient temperature;89%
isovaleraldehyde
590-86-3

isovaleraldehyde

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

ethyl (E)-5-methylhex-2-enoate
34993-63-0

ethyl (E)-5-methylhex-2-enoate

Conditions
ConditionsYield
With manganese In tetrahydrofuran for 3h; Heating;89%
With manganese In tetrahydrofuran for 3h; Reflux; Inert atmosphere; optical yield given as %de; stereoselective reaction;89%
cyclopentanone
120-92-3

cyclopentanone

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

chloro-(1-hydroxy-cyclohexyl)-acetic acid ethyl ester
114091-86-0

chloro-(1-hydroxy-cyclohexyl)-acetic acid ethyl ester

Conditions
ConditionsYield
bronze-coloured C8K; silver(I) acetate; zinc(II) chloride In tetrahydrofuran at 0℃; for 1h;88%
10-Undecenal
112-45-8

10-Undecenal

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

ethyl (E)-trideca-2,12-dienoate
148118-58-5

ethyl (E)-trideca-2,12-dienoate

Conditions
ConditionsYield
With manganese In tetrahydrofuran for 3h; Heating;88%
With manganese In tetrahydrofuran for 3h; Reflux; Inert atmosphere; optical yield given as %de; stereoselective reaction;88%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

ethyl (E)-3-(4-chlorophenyl)prop-2-enoate
24393-52-0

ethyl (E)-3-(4-chlorophenyl)prop-2-enoate

Conditions
ConditionsYield
With manganese In tetrahydrofuran for 3h; Heating;88%
With manganese In tetrahydrofuran for 3h; Reflux; Inert atmosphere; optical yield given as %de; stereoselective reaction;88%
3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose
23558-05-6

3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

ethyl (E)-[3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco]-heptofuran-5-en-uronate
108788-49-4

ethyl (E)-[3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco]-heptofuran-5-en-uronate

Conditions
ConditionsYield
With chromium dichloride In tetrahydrofuran at 75℃; for 3h; Inert atmosphere; optical yield given as %de; stereoselective reaction;87%
pentanal
110-62-3

pentanal

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

Ethyl 2-chloro-2,3-epoxyheptanoate
111055-65-3

Ethyl 2-chloro-2,3-epoxyheptanoate

Conditions
ConditionsYield
With sodium ethanolate In diethyl ether 0-5 deg C, 1 h; reflux, 3 h;86%
With sodium ethanolate 1.) ether, 30 min, 2.) ether, reflux, 3 h; Multistep reaction;
With base In diethyl ether Darzens condensation;
ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

ethyl 2-chloro-2-deuterioacetate
125951-38-4

ethyl 2-chloro-2-deuterioacetate

Conditions
ConditionsYield
With tributyltin deuteride for 24h; Ambient temperature;86%
2-acetyl-2-cyclohexen-1-one
52784-38-0

2-acetyl-2-cyclohexen-1-one

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

3-Methyl-4-oxo-4,5,6,7-tetrahydro-isobenzofuran-1-carboxylic acid ethyl ester

3-Methyl-4-oxo-4,5,6,7-tetrahydro-isobenzofuran-1-carboxylic acid ethyl ester

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 3h;86%
phenylacetylene
536-74-3

phenylacetylene

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

1,1-dichloro-4-phenylbut-3-yn-2-one
52293-00-2

1,1-dichloro-4-phenylbut-3-yn-2-one

Conditions
ConditionsYield
Stage #1: phenylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: ethyl 1,1-dichloroacetate With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at 20℃; for 2h; Further stages.;
85%

Acetic acid,2,2-dichloro-, ethyl ester Specification

The Acetic acid,2,2-dichloro-, ethyl ester with CAS registry number of 535-15-9 is also known as Acetic acid, dichloro-, ethyl ester. The IUPAC name is Ethyl 2,2-dichloroacetate. It belongs to product categories of C2 to C5; Carbonyl Compounds; Esters. Its EINECS registry number is 208-611-6. In addition, the formula is C4H6Cl2O2 and the molecular weight is 157. What's more, This chemical can be used as solvent and medicine synthesis intermediates.

Physical properties about Acetic acid,2,2-dichloro-, ethyl ester are: (1)ACD/LogP: 1.52; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.52; (4)ACD/LogD (pH 7.4): 1.52; (5)ACD/BCF (pH 5.5): 8.45; (6)ACD/BCF (pH 7.4): 8.45; (7)ACD/KOC (pH 5.5): 160.34; (8)ACD/KOC (pH 7.4): 160.34; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 26.3Å2; (13)Index of Refraction: 1.441; (14)Molar Refractivity: 32.01 cm3; (15)Molar Volume: 121.1 cm3; (16)Polarizability: 12.69×10-24cm3; (17)Surface Tension: 32.9 dyne/cm; (18)Density: 1.295 g/cm3; (19)Flash Point: 55.6 °C; (20)Enthalpy of Vaporization: 38.8 kJ/mol; (21)Boiling Point: 151.1 °C at 760 mmHg; (22)Vapour Pressure: 3.72 mmHg at 25 °C.

Preparation of Acetic acid,2,2-dichloro-, ethyl ester: it is prepared by reaction of dichloroacetic acid with ethanol. The reaction needs reagents P2O5, CuSO4, Na2SO4 and other condition of heating for 2 hours. The yield is about 40%.

Acetic acid,2,2-dichloro-, ethyl ester is prepared by reaction of dichloroacetic acid with ethanol.

Uses of Acetic acid,2,2-dichloro-, ethyl ester: it is used to produce a-Chlor-cyclohexyl-essigsaeureaethylester by reaction with Cyclohexene. The reaction occurs with reagents Na2S2O4, NaHCO3 and solvent dimethylsulfoxide at 75 °C for 7 hours. The yield is about 65%.

Acetic acid,2,2-dichloro-, ethyl ester is used to produce a-Chlor-cyclohexyl-essigsaeureaethylester by reaction with Cyclohexene.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes and respiratory system. This chemical is Harmful by inhalation and in contact with skin. During using it, wear suitable protective clothing and do not breathe gas/fumes/vapour/spray. In case of contact with eyes, rinse immediately with plenty of water and seek medicl advice.

You can still convert the following datas into molecular structure: 
1. SMILES: ClC(Cl)C(=O)OCC
2. InChI: InChI=1/C4H6Cl2O2/c1-2-8-4(7)3(5)6/h3H,2H2,1H3
3. InChIKey: IWYBVQLPTCMVFO-UHFFFAOYAQ
4. Std. InChI: InChI=1S/C4H6Cl2O2/c1-2-8-4(7)3(5)6/h3H,2H2,1H3
5. Std. InChIKey: IWYBVQLPTCMVFO-UHFFFAOYSA-N

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