Carbitol decomposition

Cyclopropanecarboxaldehyde p-tosylhydrazone (157) reacts with 0.8 equivalent of sodium methoxide in an aprotic solvent (triglyme) or with 1.1 equivalent of NaOMe in ethylene glycol at 180°C to give bicyclo[1.1.0]butane (57-90 %) as a major product along with cyclobutene, 1,3-butadiene, acetylene and ethylene. On the other hand, decomposition by 1.1 equivalent NaOMe in triethylcarbinol gives mainly cyclobutene (95 %) and decomposition by excess of sodium methoxide in diethyl carbitol gives cyclobutene (41%) and 1,3-butadiene (39%) (equation 109) . 

Rate of decomposition of Ph3CN3(X=H) in dibutyl carbitol defined as 1-00. 

METHYL CARBITOL ACETATE (629-38-9) Combustible liquid (flash point 180°F/98°C). Moisture may cause decomposition with formation of acetic acid. Reacts violently with strong oxidizers, permanganates, peroxides, ammonium persulfate, bromine dioxide, calcium chlorate, chlorosulfonic acid, oleum, sulfuric acid, nitric acid, perchloric acid, and other strong acids. Incompatible with acyl halides, aliphatic amines, alkalis, boranes, isocyanates, nitrates. May form shock-sensitive mixtures with silver, cobalt, chlorinated hydrocarbons, nitromethane, chromium compounds. Attacks some plastics, rubber, and coatings. Attacks copper, brass, zinc. 

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