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2-Chloroacrylonitrile

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Name

2-Chloroacrylonitrile

EINECS 213-055-2
CAS No. 920-37-6 Density 1.125 g/cm3
PSA 23.79000 LogP 1.26248
Solubility N/A Melting Point -65 °C(lit.)
Formula C3H2ClN Boiling Point 89.5 °C at 760 mmHg
Molecular Weight 87.5086 Flash Point 6.7 °C
Transport Information UN 3383 6.1/PG 1 Appearance colorless to light yellow liquid
Safety 53-26-36/37/39-45-61-28A-16-1 Risk Codes 45-24-26/28-34-43-50-40-36/37/38-28-23/24-11
Molecular Structure Molecular Structure of 920-37-6 (2-Chloroacrylonitrile) Hazard Symbols FlammableF, VeryT+, ToxicT, DangerousN
Synonyms

Acrylonitrile, 2-chloro-;2-Propenenitrile, 2-chloro-;2-Chloro-2-propenenitrile;2-chloroprop-2-enenitrile;Chloroacrylonitrile;.alpha.-Chloroacrylonitrile;2-Chloro acrylonitrile;2-Propenonitrile;

Article Data 35

2-Chloroacrylonitrile Synthetic route

Conditions
ConditionsYield
In dimethyl sulfoxide at 80℃; for 24h;86%
With methanol; sodium acetate
With sulfuric acid
With toluene-4-sulfonic acid
With di(2-ethylhexyl)amine hydrochloride

Conditions
ConditionsYield
With hydroquinone; 2-Chloroacrylonitrile In toluene at 0℃; Heating;77%

A

B

871-29-4, 3721-37-7, 3721-38-8

trans-β-chloroacrylonitrile

C

920-37-6

2-Chloroacrylonitrile

Conditions
ConditionsYield
at 540℃;A n/a
B n/a
C 28%
at 540℃;
813-74-1

2,2,3-trichloropropionitrile

920-37-6

2-Chloroacrylonitrile

Conditions
ConditionsYield
With dibutyl ether; magnesium; hydroquinone; magnesium iodide at 150℃;
107-13-1

acrylonitrile

920-37-6

2-Chloroacrylonitrile

Conditions
ConditionsYield
With chlorine; pyrographite at 300℃;
In sodium bicarbonate
151-50-8

potassium cyanide

2601-89-0

2,3-dichloropropionitrile

920-37-6

2-Chloroacrylonitrile

Conditions
ConditionsYield
With chloroform
90272-99-4

(2-Chlor-2-cyan-ethyl)-(4-nitro-phenyl)-sulfid

A

1849-36-1

para-nitrobenzenethiol

B

920-37-6

2-Chloroacrylonitrile

Conditions
ConditionsYield
Trimethylenediamine In water; dimethyl sulfoxide at 25℃; Rate constant; elimination;
In water-d2; dimethyl sulfoxide at 25℃; Rate constant; 1,3-diaminopropane buffer, elimination;

C10H10ClN2O2S(1+)*BF4(1-)

A

701-57-5

1-methylthio-4-nitro-benzene

B

920-37-6

2-Chloroacrylonitrile

Conditions
ConditionsYield
With potassium chloride; 1,3-propanediamine*H+ In water at 25℃; Rate constant; Mechanism; var. primary amines and hydroxide anion; effect of catalyst basicity and leaving group basicity on the rate;

C9H6(2)HClN2O2S

A

C6H4(2)HNO2S

B

920-37-6

2-Chloroacrylonitrile

Conditions
ConditionsYield
In water; dimethyl sulfoxide at 25℃; Rate constant; 1,3-diaminopropane buffer, elimination;

2-Chloroacrylonitrile Consensus Reports

Reported in EPA TSCA Inventory. Cyanide and its compounds are on the Community Right-To-Know List.

2-Chloroacrylonitrile Standards and Recommendations

DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans

2-Chloroacrylonitrile Specification

  The cas register number of 2-Chloroacrylonitrile is 920-37-6,its IUPAC name is 2-chloroprop-2-enenitrile . It also can be called as 2-Chloro-2-propenenitrile ; Chloroacrylonitrile ; 2-Propenenitrile, 2-chloro- ; Acrylonitrile, 2-chloro- .It is a clear, yellow liquid, a highly flammable.It readily polymerizes, and copolymerizes with other unsaturated monomers. If inhalation or contact with material may irritate or burn skin and eyes, and if happen to meet fire may produce irritating, corrosive and/or toxic gases. Its vapors may cause dizziness or suffocation. And if runoff from fire control or dilution water may cause pollution.

  2-Chloroacrylonitrile belongs to the product categories like Boron, Nitrile, Thio,TM-Cpds;Aliphatics;Nitriles;C1 to C5;Cyanides/Nitriles;Nitrogen Compounds.Its vapour pressure is 58.4 mmHg at 25°C and enthalpy of vaporization is 32.96 kJ/mol.

  Toxicity of 2-Chloroacrylonitrile as following:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LC50 inhalation 105mg/m3/2H (105mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 27(2), Pg. 52, 1983.
mouse LD50 intraperitoneal 10mg/kg (10mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: TREMOR
National Technical Information Service. Vol. OTS0555346,
mouse LD50 intravenous 100mg/kg (100mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02164,
mouse LD50 oral 25mg/kg (25mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0555346,
rat LCLo inhalation 304mg/m3/6H (304mg/m3) VASCULAR: REGIONAL OR GENERAL ARTERIOLAR OR VENOUS DILATION

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0555346,
rat LD50 intraperitoneal 10mg/kg (10mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

VASCULAR: REGIONAL OR GENERAL ARTERIOLAR OR VENOUS DILATION

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. OTS0555346,
rat LD50 oral 25mg/kg (25mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

VASCULAR: REGIONAL OR GENERAL ARTERIOLAR OR VENOUS DILATION

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0555346,

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