DiChloromethyl chloroformate preparation

Methyl chloroforms te, C1C(0)0CH3, prepared from the action of phosgene on methanol, whilst not used alone, was used as a solvent for other toxic materials. Monochloromethyl chloroformate, ClC(0)OCHjCI, is more lachramatory than phosgene, and was compressed in grenades and bombs. The dichlorinated derivative, dichloromethyl... 

Alkynes react with various dichlorocarbene reagents to give 3,3-dichlorocyclopropenes 1, which can be hydrolyzed to cyclopropenones 2 in situ. The carbene reagents used are (A) chloroform, 50% sodium hydroxide, and triethylbenzylammonium chloride (TEBAC) (B) (bromo-dichloromethyl)phenylmercury (C) chloroform and potassium tert-butoxide and (D) chloroform and butyllithium. Although the yields of these reaction generally do not exceed 20%, a variety of cyclopropenones have been prepared by this method. The yields of biscyclo-propenones from diynes are very low. 

In the presence of alkoxides chloroform reacts with secondary amines or azilidines to yield a mixture of aminal esters (486), amide acetals (487) and tris(dialkylamino)methanes (488 equation 224). Predominantly aminal esters (489 equation 225) are formed in the reaction of dichloromethyl ether with aziridines and sodium hydioxi. The heterocyclic aminal ester (491 equatimi 226) was prepared from the perimidine (490) and triethyl orthoformate. ... 

---