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Basic Information
| CAS No.: | 140-53-4 |
|---|---|
| Name: | 4-Chlorobenzyl cyanide |
| Molecular Structure: | |
|
|
|
| Formula: | C8H6ClN |
| Molecular Weight: | 151.595 |
| Synonyms: | Benzeneacetonitrile, 4-chloro-;4-Chlor-benzyl-cyanid [German];p-Chlorophenylacetonitrile;2-(4-Chlorophenyl)acetonitrile;(4-chlorophenyl)acetonitrile;(p-chlorophenyl)acetonitrile;4-chlorophenylacetonitrile;Acetonitrile, (p-chlorophenyl)-;4-Chloro Phenyl Acetonitrile;(4-Chlorophenyl)acetonitrilep-Chlorobenzyl cyanide;4-chloro benzyl cyanide;4-Cyanobenzylchloride; |
| EINECS: | 205-418-9 |
| Density: | 1.188 g/cm3 |
| Melting Point: | 25-28 °C(lit.) |
| Boiling Point: | 266 °C at 760 mmHg |
| Flash Point: | 107.7 °C |
| Appearance: | clear colorless to yellowish liquid after melting |
| Hazard Symbols: |
 T, Xi
|
| Risk Codes: | 23/24/25-36/37/38 |
| Safety: | 26-36/37/39-45-28B |
| Transport Information: | UN 2811 6.1/PG 3 |
| PSA: | 23.79000 |
| LogP: | 2.40608 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| With benzyl alcohol; ethanol; N-benzyl-N,N,N-triethylammonium chloride at 80℃; for 2h; | 99% |
- 1679-18-1
4-Chlorophenylboronic acid
- 6011-14-9
2-aminoacetonitrile hydrochloride
- 140-53-4
p-chlorobenzyl cyanide
Conditions
| Conditions | Yield |
|---|---|
| With sodium nitrite In water; toluene at 50℃; for 24h; Schlenk technique; | 99% |
- 139109-51-6
3-(4-chloro-phenyl)-2-hydroxyimino-propionic acid
- 140-53-4
p-chlorobenzyl cyanide
Conditions
| Conditions | Yield |
|---|---|
| With 1,1'-carbonyldiimidazole In benzene 1.) r.t., 15 min, 2.) 68-70 deg C, 1 h; | 94% |
| With 1,1'-oxalyldiimidazole In benzene 1.) r.t., 15 min, 2.) 68-70 deg C, 1 h; | 93% |
Conditions
| Conditions | Yield |
|---|---|
| With titanium tetrachloride; tetraethylammonium tosylate In N,N-dimethyl-formamide electroreduction - 4 mA/cm2; | 91% |
Conditions
| Conditions | Yield |
|---|---|
| With tin(ll) chloride at 95℃; for 7h; Concentration; Temperature; | 91% |
- 14856-74-7
4-chlorobenzyltrimethylsilyl ether
- 10442-39-4
tetra-n-butylammonium cyanide
- 140-53-4
p-chlorobenzyl cyanide
Conditions
| Conditions | Yield |
|---|---|
| With triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 20℃; for 0.0833333h; | 90% |
- 10442-39-4
tetra-n-butylammonium cyanide
- 873-76-7
para-Chlorobenzyl alcohol
- 140-53-4
p-chlorobenzyl cyanide
Conditions
| Conditions | Yield |
|---|---|
| With triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 20℃; | 90% |
- 1200-16-4
1-chloro-4-[(methoxymethoxy)methyl]benzene
- 10442-39-4
tetra-n-butylammonium cyanide
- 140-53-4
p-chlorobenzyl cyanide
Conditions
| Conditions | Yield |
|---|---|
| With 1-methyl-3H-imidazolium nitrate at 135 - 140℃; for 0.075h; Microwave irradiation; | 88% |
| With 1-(n-butyl)-3-methylimidazolium tetrachloroindate at 135 - 140℃; for 0.0833333h; Microwave irradiation; Neat (no solvent); chemoselective reaction; | 84% |
Conditions
| Conditions | Yield |
|---|---|
| In dimethyl sulfoxide | 87.4% |
| In dimethyl sulfoxide at 45 - 50℃; for 5h; |
- 2942-58-7
diethyl cyanophosphonate
- 910212-97-4
4-chlorobenzyl diphenylphosphinite
- 140-53-4
p-chlorobenzyl cyanide
Conditions
| Conditions | Yield |
|---|---|
| With 2,6-dimethyl-1,4-benzoquinone In chloroform at 20℃; for 24h; | 86% |
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4-Chlorobenzyl cyanide
Chemistry
The molecular formula of 4-Chlorobenzyl cyanide(140-53-4) is C8H6ClN and its formula weight is 151.59.
The density of 4-Chlorobenzyl cyanide(140-53-4) is 1.19 g/mL at 20 °C(lit.) and it has a melting point of 25-28 °C(lit.). The boiling point is 265-267 °C(lit.). The refractive index is about 1.543. Its flash point is 230 °F and the vapor pressure is 1.0 (20 °C).
4-Chlorobenzyl cyanide(140-53-4) has the property of being dissolved in acetone and ethanol.
The chemical synonyms of 4-Chlorobenzyl cyanide(140-53-4) are (4-CHLOROPHENYL)ACETONITRILE;4-CHLOROBENZYL CYANIDE;CHLOROBENZYLCYANIDE-4;LABOTEST-BB LT00891700;TIMTEC-BB SBB004060;PCCN;P-CHLOROBENZYL CYANIDE;P-CHLOROPHENYLACETONITRILE
The molecular structure of 4-Chlorobenzyl cyanide(140-53-4):
The density of 4-Chlorobenzyl cyanide(140-53-4) is 1.19 g/mL at 20 °C(lit.) and it has a melting point of 25-28 °C(lit.). The boiling point is 265-267 °C(lit.). The refractive index is about 1.543. Its flash point is 230 °F and the vapor pressure is 1.0 (20 °C).
4-Chlorobenzyl cyanide(140-53-4) has the property of being dissolved in acetone and ethanol.
The chemical synonyms of 4-Chlorobenzyl cyanide(140-53-4) are (4-CHLOROPHENYL)ACETONITRILE;4-CHLOROBENZYL CYANIDE;CHLOROBENZYLCYANIDE-4;LABOTEST-BB LT00891700;TIMTEC-BB SBB004060;PCCN;P-CHLOROBENZYL CYANIDE;P-CHLOROPHENYLACETONITRILE
The molecular structure of 4-Chlorobenzyl cyanide(140-53-4):
Uses
Used as intermediates of pyrimethamine and for the synthesis of medicine and dyes.
Toxicity Data With Reference
| 1. | ipr-mus LD50:27 mg/kg | PCBPBS Pesticide Biochemistry and Physiology. 2 (1972),95. | ||
| 2. | ivn-mus LD50:56 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#07883 . |
LD50/LC50: RTECS:
CAS# 140-53-4: Oral, rat: LD50 = 50 mg/kg;
Carcinogenicity: 4-Chlorobenzyl cyanide - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
Other: The toxicological properties have not been fully investigated. See actual entry in RTECS for complete information.
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Poison by intravenous and intraperitoneal routes. When heated to decomposition it emits toxic vapors of NOx and Cl−.
Hazard Codes T,Xi
Risk Statements 23/24/25-36/37/38
Safety Statements 26-36/37/39-45-28B
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS AL8250000
Hazard Note Irritant/Toxic
HazardClass 6.1
PackingGroup II
HS Code 29269095
Hazard Codes T,Xi
Risk Statements 23/24/25-36/37/38
Safety Statements 26-36/37/39-45-28B
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS AL8250000
Hazard Note Irritant/Toxic
HazardClass 6.1
PackingGroup II
HS Code 29269095
Specification
Chemical Stability: Stable under normal temperatures and pressures.
Conditions to Avoid: Incompatible materials, temperatures above 40°C.
Incompatibilities with Other Materials: Strong oxidizing agents, strong reducing agents, strong acids, strong bases.
Hazardous Decomposition Products: Hydrogen chloride, hydrogen cyanide, nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported.
Conditions to Avoid: Incompatible materials, temperatures above 40°C.
Incompatibilities with Other Materials: Strong oxidizing agents, strong reducing agents, strong acids, strong bases.
Hazardous Decomposition Products: Hydrogen chloride, hydrogen cyanide, nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported.