2-(2-Chlorophenyl)acetonitrile CAS 2856-63-5
2-(2-Chlorophenyl)acetonitrile Basic information
| Product Name: | 2-(2-Chlorophenyl)acetonitrile |
| Synonyms: | 2-Chlorobenzeneacetonitrile;Acetonitrile, (o-chlorophenyl)-;Benzeneacetonitrile, 2-chloro-;OCCN;O-CHLOROBENZYL CYANIDE;(O-CHLOROPHENYL)ACETONITRILE;2-CHLOROBENZYL CYANIDE;2-CHLOROPHENYLACETONITRILE |
| CAS: | 2856-63-5 |
| MF: | C8H6ClN |
| MW: | 151.59 |
| EINECS: | 220-669-4 |
| Product Categories: | Aromatic Nitriles |
| Mol File: | 2856-63-5.mol |
2-(2-Chlorophenyl)acetonitrile Chemical Properties
| Melting point | 24 °C (lit.) |
| Boiling point | 240-242 °C (lit.) |
| density | 1 |
| refractive index | 1.5425-1.5445 |
| Fp | >110°C |
| storage temp. | Sealed in dry,Room Temperature |
| Water Solubility | Insoluble in water |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| form | powder to lump to clear liquid |
| color | White or Colorless to Light yellow |
| FreezingPoint | 22.0 to 25.0 ℃ |
| BRN | 2043683 |
| Exposure limits | NIOSH: IDLH 25 mg/m3 |
| InChI | 1S/C8H6ClN/c9-8-4-2-1-3-7(8)5-6-10/h1-4H,5H2 |
| InChIKey | MRDUURPIPLIGQX-UHFFFAOYSA-N |
| SMILES | Clc1ccccc1CC#N |
| CAS DataBase Reference | 2856-63-5(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Chlorobenzyl cyanide(2856-63-5) |
Safety Information
| Hazard Codes | T,Xi |
| Risk Statements | 36/37/38-23/24/25 |
| Safety Statements | 45-36/37/39-28B-26-22 |
| RIDADR | 3276 |
| WGK Germany | 3 |
| Hazard Note | Irritant |
| HazardClass | 6.1 |
| PackingGroup | III |
| HS Code | 29269095 |
| Storage Class | 10 - Combustible liquids |
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Chemical Properties | CLEAR SLIGHTLY YELLOW LIQUID AFTER MELTING |
| Uses | 2-Chlorobenzyl cyanide was used in the synthesis of clopidogrel, platelet aggregation inhibitor. |
| Synthesis | 1058649-12-9 10442-39-4 2856-63-5 GENERAL METHODS: A mixture of MOM-ether (1 mmol) and tetrabutylammonium cyanide (2 mmol) was added to [Hmim][NO3] (0.4 mmol) and the reaction was carried out under microwave irradiation (the reaction temperature was maintained at 135 °C and the power at 170 W). The reaction process was monitored by thin-layer chromatography (TLC) and the eluent was hexane/ethyl acetate (5:1). After completion of the reaction, the mixture was extracted with ether (3 × 10 mL). The organic phases were combined and dried with anhydrous Na2SO4, followed by rotary evaporation to remove the solvent to give the crude product. The crude product was purified by neutral alumina column chromatography with hexane/ethyl acetate (5:1, 75 mL) as the eluent to give high purity o-chlorophenylacetonitrile, the spectral data of which were in agreement with those reported in the literature. |
| References | [1] Tetrahedron Letters, 2010, vol. 51, # 25, p. 3274 - 3276 [2] Tetrahedron Letters, 2014, vol. 55, # 32, p. 4424 - 4426 |
2-(2-Chlorophenyl)acetonitrile Preparation Products And Raw materials
| Raw materials | 2-Nitrophenylacetonitrile-->Benzene, 1-chloro-2-[(methoxymethoxy)methyl]--->TETRABUTYLAMMONIUM CYANIDE |
| Preparation Products | Bupropion-->Chlorphoxim-->2-Chlorophenylacetic acid-->METHYL ALPHA-BROMO-2-CHLOROPHENYLACETATE-->2-(2-CHLORO-PHENYL)-ETHANESULFONYL CHLORIDE-->Methyl 2-chlorophenylacetate-->ETHYL 2-(2-CHLOROPHENYL)ACETATE-->2-Chlorophenethylamine-->4-Pyrimidinamine,5-(2-chlorophenyl)--->2-(2-CHLORO-PHENYL)-SUCCINIC ACID-->2-(2-CHLOROPHENYL)ETHANETHIOAMIDE-->4-CYANO-4-(2-CHLOROPHENYL)CYCLOHEXANONE |
