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79-04-9

Basic Information
CAS No.: 79-04-9
Name: Acetyl chloride,2-chloro-
Article Data: 116
Cas Database
Molecular Structure:
Molecular Structure of 79-04-9 (Acetyl chloride,2-chloro-)
Formula: C2H2Cl2O
Molecular Weight: 112.943
Synonyms: Chloroethanoylchloride;Acetylchloride, chloro- (6CI,8CI,9CI);Chloroacetic acidchloride;Chloroacetic chloride;Monochloroacetyl chloride;
EINECS: 201-171-6
Density: 1.386 g/cm3
Melting Point: -22 °C(lit.)
Boiling Point: 106 °C at 760 mmHg
Flash Point: 34 °C
Solubility: Reacts with water
Appearance: clear colorless liquid
Hazard Symbols: ToxicT,DangerousN,CorrosiveC
Risk Codes: 14-23/24/25-35-48/23-50
Safety: 9-26-36/37/39-45-61-7/8
Transport Information: UN 1752 6.1/PG 1
PSA: 17.07000
LogP: 0.99060
Synthetic route
27843-27-2

2-chloro-3,3-dimethyl-1-butene

A

4707-95-3

tert-butyl phosphinyl dichloride

B

79-04-9

chloroacetyl chloride

C

phosphoryl chloride

phosphoryl chloride

Conditions
ConditionsYield
With oxygen; phosphorus trichloride at -10 - 10℃;A 90%
B n/a
C n/a
With oxygen; phosphorus trichloride at -10 - 10℃; Product distribution; Mechanism;A 90%
B n/a
C n/a
75-36-5

acetyl chloride

79-04-9

chloroacetyl chloride

Conditions
ConditionsYield
With chlorine at 55℃; under 750.075 - 1500.15 Torr; Temperature;89.59%
With chlorine im Sonnenlicht;
With iodine durch Chlorieren;
With tetrachloromethane; chlorine Irradiation.im Licht der Quarzlampe;
79-11-8

chloroacetic acid

79-04-9

chloroacetyl chloride

Conditions
ConditionsYield
With thionyl chloride In N,N-dimethyl-formamide at 20℃; for 24h;70%
With phosphorus trichloride
With thionyl chloride
173063-66-6

cis/trans-3,5-Bis-(chloromethyl)-3-fluoro-5-methyl-1,2,4-trioxolane

A

78-95-5

chloroacetone

B

79-04-9

chloroacetyl chloride

C

Chloro-acetic acid 1,2-dichloro-1-methyl-ethyl ester

Conditions
ConditionsYield
With triphenylphosphine In chloroform-d1A 28 % Spectr.
B 23 % Spectr.
C 33%
463-51-4

Ketene

79-04-9

chloroacetyl chloride

Conditions
ConditionsYield
With nitrosylchloride
With chlorine in der Gasphase;
With tetrachloromethane; chlorine
With sulfur dioxide; chlorine
With diethyl ether; chlorine
463-51-4

Ketene

A

79-36-7

dichloroacethyl chloride

B

79-04-9

chloroacetyl chloride

Conditions
ConditionsYield
With chlorine in der Gasphase;
463-51-4

Ketene

A

6061-03-6

nitroacetyl chloride

B

79-04-9

chloroacetyl chloride

Conditions
ConditionsYield
With diethyl ether; Nitryl chloride Kuehlung mit CO2-Alkohol;
540-59-0

1,2-Dichloroethylene

79-04-9

chloroacetyl chloride

Conditions
ConditionsYield
With sulfuric acid; oxygen
With bromine; oxygen
75-35-4

1,1-Dichloroethylene

79-04-9

chloroacetyl chloride

Conditions
ConditionsYield
With tetrachloromethane; oxygen; chlorine Irradiation.unter UV-Bestrahlung;
With oxygen; chlorine Irradiation.unter UV-Bestrahlung , ohne Loesungsmittel;
With oxygen; chlorine; chloroacetyl chloride Irradiation.unter UV-Bestrahlung;
42345-82-4

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

79-04-9

chloroacetyl chloride

Conditions
ConditionsYield
With hydrogenchloride und nachtraegliches Erhitzen;
With hydrogenchloride
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  • 1979-4-9          C2H2Cl2O            Chloroacetyl chloride

  • Casno:

    79-04-9

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Specification

The Chloroacetyl chloride, with the CAS registry number 79-04-9 and EINECS registry number 201-171-6, has the systemtic name of chloroacetyl chloride. It is a kind of clear colourless liquid, and belongs to the following product categories: Pharmaceutical Intermediates; Halogen compounds; Organics; Acid Halides; Carbonyl Compounds; Organic Building Blocks. And the molecular formula of this chemical is C2H2Cl2O.

The physical properties of Chloroacetyl chloride are as followings: (1)ACD/LogP: 0.69; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.69; (4)ACD/LogD (pH 7.4): 0.69; (5)ACD/BCF (pH 5.5): 1.97; (6)ACD/BCF (pH 7.4): 1.97; (7)ACD/KOC (pH 5.5): 56.51; (8)ACD/KOC (pH 7.4): 56.51; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.43; (14)Molar Refractivity: 21.04 cm3; (15)Molar Volume: 81.4 cm3; (16)Polarizability: 8.34×10-24cm3; (17)Surface Tension: 31.9 dyne/cm; (18)Density: 1.386 g/cm3; (19)Flash Point: 34 °C; (20)nthalpy of Vaporization: 34.49 kJ/mol; (21)Boiling Point: 106 °C at 760 mmHg; (22)Vapour Pressure: 28.8 mmHg at 25°C.

Preparation and uses: It can be produced by the carbonylation of methylene chloride, oxidation of vinylidene chloride, or the addition of chlorine to ketene in industrial. And it may also be prepared from chloroacetic acid and thionyl chloride, phosphorus pentachloride, or phosgene. It is usually used as an intermediate in the production of alachlor and butachlor, and it is also used as a tear gas.

You should be cautious while dealing with this chemical. It reacts violently with water, and toxic by inhalation, in contact with skin and if swallowed. It may cause severe burns, and has risk of serious damage to health by prolonged exposure through inhalation. It is also very toxic to aquatic organisms. Therefore, you had better take the following instructions: Keep container in a well-ventilated place; Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible); Keep container tightly closed and dry; Avoid release to the environment. Refer to special instructions safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: C(C(=O)Cl)Cl
(2)InChI: InChI=1S/C2H2Cl2O/c3-1-2(4)5/h1H2
(3)InChIKey: VGCXGMAHQTYDJK-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LC50 inhalation 1300ppm/2H (1300ppm)   "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 5, Pg. 123(89), 1986.
mouse LD50 intravenous 32mg/kg (32mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04538,
mouse LD50 oral 220mg/kg (220mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 54(2), Pg. 90, 1989.
rabbit LDLo skin 316mg/kg (316mg/kg)   "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 5, Pg. 123(89), 1986.
rat LC50 inhalation 660ppm/1H (660ppm)   National Technical Information Service. Vol. OTS0555574,
rat LD50 oral 208mg/kg (208mg/kg)   "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 5, Pg. 123(89), 1986.
rat LD50 skin 662mg/kg (662mg/kg) SKIN AND APPENDAGES (SKIN): CORROSIVE: AFTER TOPICAL EXPOSURE Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 54(2), Pg. 90, 1989.