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Dichloroacetyl chloride
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  • Name Dichloroacetyl chloride
  • EINECS201-199-9
  • CAS No. 79-36-7
  • Density1.581 g/cm3
  • PSA17.07000
  • LogP1.55550
  • Solubilitymay decompose in water
  • Melting Point< 25oC
  • FormulaC2HCl3O
  • Boiling Point107.5 °C at 760 mmHg
  • Molecular Weight147.388
  • Flash Point31.8 °C
  • Transport InformationUN 1765 8/PG 2
  • Appearancecolourless to light yellow fuming liquid
  • Safety9-26-45-61
  • Risk Codes35-50
  • Molecular Structure
    Molecular Structure of 79-36-7 (2,2-Dichloroacetyl chloride)
  • Hazard SymbolsCorrosiveC, DangerousN
  • SynonymsCorrosiveC, DangerousN
  • Article Data86

Dichloroacetyl chloride Synthetic route

79-01-6

Trichloroethylene

79-36-7

dichloroacethyl chloride

Conditions
ConditionsYield
With tributyl borane; oxygen at 80℃; under 2280.15 Torr; for 11h; Reagent/catalyst;90%
With oxygen; chlorine at 40 - 50℃; Irradiation.im UV-Licht;
With oxygen Irradiation.beim Behandeln des erhaltenen Gemisches aus Dichloracetylchlorid und Trichloraethylenoxyd mit wenig Dimethylamin oder anderen sekundaeren oder tertiaeren Aminen;
15849-83-9, 75231-38-8, 75231-39-9

ethylphenylphosphinous chloride

76-03-9

trichloroacetic acid

A

79-36-7

dichloroacethyl chloride

B

1499-22-5

ethylphenylphosphinic chloride

Conditions
ConditionsYield
for 1h; Ambient temperature; argon atmosphere;A 88%
B 50%
Ambient temperature;A 88%
B 50%
686-69-1

diethylchlorophosphine

76-03-9

trichloroacetic acid

A

79-36-7

dichloroacethyl chloride

B

1112-37-4

diethylphosphinic chloride

Conditions
ConditionsYield
for 1h; Ambient temperature;A 87%
B 60%
6587-98-0, 62621-04-9, 62621-07-2

ethyl ester of ethylphenylthiophosphinic acid

76-03-9

trichloroacetic acid

A

79-36-7

dichloroacethyl chloride

B

41880-03-9

S-ethyl dichlorothiolacetate

C

1499-22-5

ethylphenylphosphinic chloride

D

33626-88-9

S-ethyl ethylphenylphosphinothioate

Conditions
ConditionsYield
for 1h; Ambient temperature; argon atmosphere;A 64%
B 60%
C n/a
D n/a
...Expand
7623-09-8

2-chloropropionyl chloride

86428-01-5

tropone azine

A

79-36-7

dichloroacethyl chloride

B

3,3'-Dimethyl-[1,1']bi[cyclohepta[b]pyrrolyl]-2,2'-dione

C

3-Chloro-3,3'-dimethyl-3,3a-dihydro-[1,1']bi[cyclohepta[b]pyrrolyl]-2,2'-dione

Conditions
ConditionsYield
With triethylamine In dichloromethane at 40℃; for 21h;A 9%
B 22%
C 38%
79-43-6

dichloro-acetic acid

79-36-7

dichloroacethyl chloride

Conditions
ConditionsYield
Stage #1: dichloro-acetic acid With chloroform; oxygen; N,N-dimethyl-formamide at 30℃; for 3h; Irradiation;
Stage #2: at 30℃; for 2h;		7%
With thionyl chloride
With zinc(II) chloride; phosphorus trichloride
463-51-4

Ketene

79-36-7

dichloroacethyl chloride

Conditions
ConditionsYield
With dichloromethane; chlorine at -50℃;
463-51-4

Ketene

A

79-36-7

dichloroacethyl chloride

B

79-04-9

chloroacetyl chloride

Conditions
ConditionsYield
With chlorine in der Gasphase;
75-44-5

phosgene

79-43-6

dichloro-acetic acid

79-36-7

dichloroacethyl chloride

Conditions
ConditionsYield
With anionenexchanger at 130℃;
79-01-6

Trichloroethylene

A

79-36-7

dichloroacethyl chloride

B

75-87-6

chloral

Conditions
ConditionsYield
With oxygen Umsetzung der bis 107grad siedenden Anteile des Reaktionsprodukts mit Metallchloriden wie SbCl5,FeCl3 oder AlCl3;

Dichloroacetyl chloride Chemical Properties

Molecular Structure of Dichloroacetyl chloride (CAS NO.79-36-7):

IUPAC Name: 2,2-Dichloroacetyl chloride
Canonical SMILES: C(C(=O)Cl)(Cl)Cl
InChI: InChI=1S/C2HCl3O/c3-1(4)2(5)6/h1H
InChIKey: FBCCMZVIWNDFMO-UHFFFAOYSA-N
Molecular Weight: 147.38774 [g/mol]
Molecular Formula: C2HCl3O
XLogP3-AA: 2.1
H-Bond Donor: 0
H-Bond Acceptor: 1
Appearance: colourless to light yellow fuming liquid
Melting Point: < 25 °C
EINECS: 201-199-9 
Index of Refraction: 1.466
Molar Refractivity: 25.85 cm3
Molar Volume: 93.1 cm3
Surface Tension: 36.7 dyne/cm
Density: 1.581 g/cm3
Flash Point: 31.8 °C
Enthalpy of Vaporization: 34.63 kJ/mol
Boiling Point: 107.5 °C at 760 mmHg
Vapour Pressure: 27 mmHg at 25 °C
Water Solubility: MAY DECOMPOSE
Sensitive: Moisture Sensitive
Stability: Stable. Combustible. Incompatible with water, alcohols and oxidizing agents. Fumes in air.
Product Categories: Pharmaceutical Intermediates; Organics; Acid Halides; Carbonyl Compounds; Organic Building Blocks
Classification Code: Mutation data; Skin / Eye Irritant; Tumor data 

Dichloroacetyl chloride Uses

 Dichloroacetyl chloride (CAS NO.79-36-7) is used as organic synthesis and pesticides, pharmaceutical intermediates, sheep felt fulling finishing, bleaching, bleaching, preservation, sterilization, disinfection and so on.

Dichloroacetyl chloride Toxicity Data With Reference

1.    

skn-rbt 2 mg/24H SEV

     85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,571.
2.    

eye-rbt 50 µg open SEV

     AMIHBC    AMA Archives of Industrial Hygiene and Occupational Medicine. 4 (1951),119.
3.    

orl-rat LD50:2460 mg/kg

     AMIHBC    AMA Archives of Industrial Hygiene and Occupational Medicine. 4 (1951),119.
4.    

ihl-rat LCLo:2000 ppm/4H

     AMIHBC    AMA Archives of Industrial Hygiene and Occupational Medicine. 4 (1951),119.
5.    

skn-rbt LD50:650 mg/kg

     AMIHBC    AMA Archives of Industrial Hygiene and Occupational Medicine. 4 (1951),119.

Dichloroacetyl chloride Consensus Reports

Reported in EPA TSCA Inventory.

Dichloroacetyl chloride Safety Profile

Questionable carcinogen with experimental tumorigenic data. Moderately toxic by ingestion, inhalation, and skin contact. Corrosive to the skin, eyes, and mucous membranes. Combustible when exposed to heat or flame. When heated to decomposition it emits toxic fumes of Cl−.
Safety Information of Dichloroacetyl chloride (CAS NO.79-36-7):
Hazard Codes: C,N
Risk Statements: 35-50
R35:Causes severe burns ;
R50:Very Toxic to aquatic organisms ;
Safety Statements: 9-26-45-61
S9:Keep container in a well-ventilated place ;
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice ;
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) ;
S61:Avoid release to the environment. Refer to special instructions safety data sheet ;
RIDADR: UN 1765 8/PG 2
WGK: Germany  2
RTECS: AO6650000
F: 19-21
Hazard Note: Corrosive/Moisture Sensitive
HazardClass: 8
PackingGroup: II

Dichloroacetyl chloride Standards and Recommendations

DOT Classification:  8; Label: Corrosive

Dichloroacetyl chloride Specification

 Dichloroacetyl chloride (CAS NO.79-36-7), its Synonyms are 2,2-Dichloroacetyl chloride ; alpha,alpha-Dichloroacetyl chloride ; Chlorid kyseliny dichloroctove ; Chlorure de dichloracetyle ; Acetyl chloride, 2,2-dichloro- .

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