Title: Michler's Base
CAS Registry Number: 101-61-1
CAS Name: 4,4¢-Methylenebis(N,N-dimethylbenzenamine)
Additional Names: 4,4¢-methylenebis(N,N-dimethylaniline); bis(p-dimethylaminophenyl)methane; 4,4¢-tetramethyldiaminodiphenylmethane; tetra-base; Arnold's base
Molecular Formula: C17H22N2
Molecular Weight: 254.37
Percent Composition: C 80.27%, H 8.72%, N 11.01%
Literature References: Prepd by heating dimethylaniline with 40% formaldehyde and concd HCl: Mekel, DE 1026322 (1958 to BASF); Hey, Sanderson, J. Chem. Soc. 1960, 3203; from dimethylaniline + diacetylperoxide: Horner et al., Ann. 626, 1 (1959); from dimethylaniline + tert-butylperbenzoate: Sosnovsky, Yang, J. Org. Chem. 25, 899 (1960).
Properties: Lustrous leaflets, mp 90-91°. Sublimes without decompn. bp 390°; bp0.1 155-157°. Insol in water. Sol in benzene, ether, carbon disulfide, acids; slightly sol in cold alcohol; more sol in hot alcohol.
Melting point: mp 90-91°
Boiling point: bp 390°; bp0.1 155-157°
CAUTION: This substance is reasonably anticipated to be a human carcinogen: Report on Carcinogens, Eleventh Edition (PB2005-104914, 2004) p III-168.
Use: Has been used in manufacture of dyes. As reagent for lead: Dtsch. Med. Wochenschr. 52, 1855 (1926). |