4-Chlorobenzyl cyanide CAS 140-53-4
Introduction：Basic information about 4-Chlorobenzyl cyanide CAS 140-53-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
4-Chlorobenzyl cyanide Basic information
| Product Name: | 4-Chlorobenzyl cyanide |
| Synonyms: | 4-Chlorobenzyl cyanide, 98+% 100GR;4-CHLOROBENZYL CYANIDE FOR SYNTHESIS;The effects of acetonitrile;(4-Chlorophenyl)acetonitrile 96%;(4-CHLOROPHENYL)ACETONITRILE;4-CHLOROBENZYL CYANIDE;CHLOROBENZYLCYANIDE-4;LABOTEST-BB LT00891700 |
| CAS: | 140-53-4 |
| MF: | C8H6ClN |
| MW: | 151.59 |
| EINECS: | 205-418-9 |
| Product Categories: | Aromatic Nitriles |
| Mol File: | 140-53-4.mol |
4-Chlorobenzyl cyanide Chemical Properties
| Melting point | 25-28 °C(lit.) |
| Boiling point | 265-267 °C(lit.) |
| density | 1.19 g/mL at 20 °C(lit.) |
| refractive index | n |
| Fp | >230 °F |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | 0.3g/l |
| form | Liquid After Melting |
| color | Clear colorless to yellow |
| BRN | 971171 |
| Exposure limits | NIOSH: IDLH 25 mg/m3 |
| InChI | 1S/C8H6ClN/c9-8-3-1-7(2-4-8)5-6-10/h1-4H,5H2 |
| InChIKey | IVYMIRMKXZAHRV-UHFFFAOYSA-N |
| SMILES | Clc1ccc(CC#N)cc1 |
| CAS DataBase Reference | 140-53-4(CAS DataBase Reference) |
| NIST Chemistry Reference | Benzeneacetonitrile, 4-chloro-(140-53-4) |
| EPA Substance Registry System | Benzeneacetonitrile, 4-chloro- (140-53-4) |
Safety Information
| 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 |
| TSCA | TSCA listed |
| HazardClass | 6.1 |
| PackingGroup | II |
| HS Code | 29269095 |
| Storage Class | 6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials |
| Hazard Classifications | Acute Tox. 2 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Chemical Properties | clear colorless to yellowish liquid after melting. Soluble in acetone and ethanol. |
| Uses | 4-Chlorobenzyl cyanide is an intermediate for the preparation of 3-methyl-2-(4-chlorophenyl)butyric acid, which can be used to prepare pyrethroid insecticides such as fenvalerate and deltamethrin, and can be used in medicine Industrial preparation of pyrimethamine. |
| Preparation | 4-Chlorobenzyl cyanide is obtained by the reaction of 4-Chlorobenzyl chloride with sodium cyanide. Add 4-Chlorobenzyl chloride and Benzyldodecyldimethylammonium bromide into the reaction pot, heat to 100°C, slowly add sodium cyanide aqueous solution, and react at 100-104°C for 5h (add sodium cyanide for 3h, keep warm for 2h). Then add water to dissolve sodium chloride, and separate the water layer to obtain the crude benzyl chloride cyanide, which is distilled under reduced pressure to collect 160 (2.66kPa) fractions to obtain the finished product of 4-Chlorobenzyl cyanide. The yield is above 81%. |
| Definition | ChEBI: 4-Chlorobenzyl cyanide is a nitrile that is acetonitrile in which one of the hydrogens has been replaced by a p-chlorophenyl group. It is a member of monochlorobenzenes and a nitrile. It derives from an acetonitrile. |
| Synthesis | 4251-65-4 140-53-4 Microwave radiation synthesis procedure: p-chlorophenylacetaldehyde (0.106 g, 1 mmol), hydroxylamine hydrochloride (0.083 g, 1.2 mmol) and catalyst (15 mol%) were mixed in a microwave reactor and the reaction was carried out by radiation at 140°C for 10 min. The reaction process was monitored by thin layer chromatography (TLC). After completion of the reaction, the reaction mixture was cooled to room temperature. The products were extracted using ethyl acetate (EtOAc). Subsequently, EtOAc was removed by rotary evaporator to obtain a solid product. The solid product was further purified by silica gel column chromatography. Finally, the purified p-chlorobenzeneacetonitrile was confirmed by gas chromatography-mass spectrometry (GC-MS) and nuclear magnetic resonance hydrogen spectroscopy (1H NMR) for characterization. |
| References | [1] Synthesis (Germany), 2013, vol. 45, # 23, p. 3295 - 3299 [2] European Journal of Organic Chemistry, 2017, vol. 2017, # 16, p. 2379 - 2384 |
4-Chlorobenzyl cyanide Preparation Products And Raw materials
| Raw materials | Sodium cyanide-->4-Chlorotoluene-->4-Chlorobenzyl chloride-->Benzyldodecyldimethylammonium bromide-->Benzene, 1-chloro-4-[(methoxymethoxy)methyl]--->Cyanamide-->(4-CHLORO-PHENYL)-ACETALDEHYDE-->TETRABUTYLAMMONIUM CYANIDE-->Hydroxylamine hydrochloride |
| Preparation Products | Fenvalerate-->Permethrin-->Myclobutanil-->2-(4-CHLOROPHENYL)-3-METHYLBUTYRONITRILE-->VALERATE-->brofenvalerate-->2-(4-Chlorophenyl)-3-methylbutyric acid-->Sibutramine-->4-Hydroxyphenylacetamide-->2-(4-CHLORO-PHENYL)-ETHANESULFONYL CHLORIDE-->2-(4-CHLOROPHENYL)-HEXANENITRILE-->4-Chlorophenethylamine-->Pyrimethamine-->2-(4-CHLOROPHENYL)INDANE-1,3-DIONE-->1-(4-CHLOROPHENYL)-1-CYCLOPROPANECARBOXYLIC ACID-->5-(4-CHLOROPHENYL)PYRIMIDIN-4-AMINE-->Isopropyl(4-chlorophenyl)acetyl chloride-->2H-Pyran-3-carbonitrile, 3-(4-chlorophenyl)tetrahydro--->2-(4-CHLOROPHENYL)-2-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]ACETONITRILE |
