• Name

  2-Chloroacrylonitrile

• EINECS 213-055-2
• CAS No. 920-37-6
• Article Data35
• CAS DataBase
• Density 1.125 g/cm³
• Solubility
• 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
• Hazard Symbols F, T+, T, N
• Synonyms Acrylonitrile, 2-chloro-;2-Propenenitrile, 2-chloro-;2-Chloro-2-propenenitrile;2-chloroprop-2-enenitrile;Chloroacrylonitrile;.alpha.-Chloroacrylonitrile;2-Chloro acrylonitrile;2-Propenonitrile;
• PSA 23.79000
• LogP 1.26248

Synthetic route

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
at 540℃;	A n/a B n/a C 28%
at 540℃;

...Expand

813-74-1

2,2,3-trichloropropionitrile

920-37-6

2-Chloroacrylonitrile

Conditions

Conditions	Yield
With dibutyl ether; magnesium; hydroquinone; magnesium iodide at 150℃;

107-13-1

acrylonitrile

920-37-6

2-Chloroacrylonitrile

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

2-Chloroacrylonitrile Consensus Reports

2-Chloroacrylonitrile Standards and Recommendations

2-Chloroacrylonitrile Specification