Synthesis of chloromethane

Preparation of methyl chloride

Preparation of chloromethane

Preparation of chloromethane

100 grams of anhydrous zinc chloride are dissolved in 200 grams of methyl alcohol and the reaction flask is attached to reflux condenser. The top of reflux condenser is further connected to washing bottle containing water and drying tubes filled with CaCl2.  In the beginning, the reaction mixture is heated gently and later the reaction generates heat by itself. The reaction begins with the evaluation of a vigorous stream of hydrogen chloride yielding chloromethane and some side products – a black tarry mass. The escaping chloromethane gas is washed with water in order to separate from hydrochloric acid and methyl alcohol. Additionally, the obtained chloromethane gas is dried with calcium chloride and condensed in a cold mixture of dry ice and ether. Methyl alcohol dissolves large quantities of chloromethane.

Handbuch der präparativen chemie, by Ludwig Vanilo, 1922, 33.

Preparation of methyl chloride

Preparation of methyl chloride

40.5 ml of methanol are added during 30 min to a stirred mixture of 140.6 g of benzoyl chloride, 18 g of dimethylformamide and 1 g of pyridine at 20-25° C. Methyl chloride (17.81 g, 81 %) is evolved in a steady stream.

Preparative Organic Chemistry, by Weygand/Hilgetag, 227, (1972).

IUPAC Name

chloromethane

InChI

InChI=1S/CH3Cl/c1-2/h1H3

InChI Key

NEHMKBQYUWJMIP-UHFFFAOYSA-N

Canonical SMILES

CCl

MeSH Synonyms

Chloride, Methyl, Chloromethane, Methyl Chloride

Depositor-Supplied Synonyms

Chloromethane, METHYL CHLORIDE, Methane, chloro-, Monochloromethane, Artic, Methylchloride, 74-87-3, Clorometano, Methylchlorid, Chloor-methaan, Metylu chlorek, Chlor-methan, Cloruro di metile, RCRA waste number U045, Refrigerant R40, Chlorure de methyle, Chloromethane solution, Freon 40, CH3Cl, R 40, Caswell No. 557, Clorometano [Italian], Chlor-methan [German], Methylchlorid [German], Chloor-methaan [Dutch], Metylu chlorek [Polish], RCRA waste no. U045, Cloruro di metile [Italian], Chlorure de methyle [French], UNII-A6R43525YO, CCRIS 1124, HSDB 883, CHEBI:36014, NEHMKBQYUWJMIP-UHFFFAOYSA-N, JandaJel(TM)-Cl, EINECS 200-817-4, UN1063, EPA Pesticide Chemical Code 053202, R-40, AI3-01707, methyl-chloride, JandaJel™-Cl, AC1O5DVN, AC1L1MA6, 48622_SUPELCO, 294799_ALDRICH, 295507_ALDRICH, 339725_ALDRICH, 524530_ALDRICH, 524549_ALDRICH, 524557_ALDRICH, CHEMBL117545, 66222_FLUKA, CTK2H7703, InChI=1/CH3Cl/c1-2/h1H, MolPort-001-759-971, A6R43525YO, StratoSpheres™ PL-CMS resin, LS-1633, UN 1063, Methyl chloride, or Refrigerant gas R 40, FT-0628715, LT02467777, C19446, 3B4-1358, Merrifield inverted exclamation mark s peptide resin, Merrifield inverted exclamation markas peptide resin, Chloromethylated divinylbenzene cross-linked polystyrene, Methyl chloride, or Refrigerant gas R 40 [UN1063] [Flammable gas], Methyl chloride, or Refrigerant gas R 40 [UN1063] [Flammable gas], 2108-20-5, 55844-94-5

Removed Synonyms

Chloromethylene, Merrifield resin, Chloride, Methyl, (Chloromethyl)polystyrene, Chloromethylated polystyrene, Chloromethane on Rasta Resin, CID6327, c0599, Chloromethylated styrene-divinylbenzene resin, Chloromethylated stryene/divinylbenzene copolymer, D008737, Copolymer of styrene and divinylbenzene, chloromethylated, Poly(styrene-co-vinylbenzyl chloride-co-divinylbenzene), Polystyrene crosslinked with divinylbenzene, chloromethylated, 1111-89-3, 9036-15-1

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