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ChemicalBook CAS DataBase List Diisobutylamine
110-96-3

Diisobutylamine synthesis

12synthesis methods
Diisobutylamine can be produced by the reaction of ammonia and butanol over a dehydration catalyst at high temperature and pressure (Hawley 1977). Alternatively, ammonia, butanol, and hydrogen can be passed over a dehydrogenation catalyst. In 1976, 18,000 tons of diisobutylamine were produced (Schweizer et al 1978). Diisobutylamine is also naturally present in foods and soil.
As with other secondary amines, diisobutylamine can be nitrosated to form the highly toxic (Olah 1975) N-nitrosodiisobutylamine (Guttenplan 1987; Vlasenko et al 1981; Spiegeholder et al 1978). Thus, nitrosation of commercial preparations of diisobutylamine occurs on standing, presumably by reaction with nitrogen oxides in the air (Spiegelhalder et al 1978) and N-nitrosodiisobutylamine has been found in various fishery products (Kawabata et al 1974) and other foods (Osborne 1972; Telling 1972).
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Yield:110-96-3 98% ,6898-82-4 2%

Reaction Conditions:

with hydrogen at 220;

Steps:

Hydrogenation of iso-butyronitrile (1a)
The conditionalresidence time of hydrogen was 40 s kgcat mol-1,and that of nitrile 1a, 119 s kgcat mol-1. The reaction wasperformed at 220°C. The conversion of nitrile 1a was100%. The selectivity with respect to di-iso-butylamine4a was 98%, and its yield, 98%. Mass spectrum (EI,70 eV), m/e ((Irel, %): 130.0 (16) [M + 1], 128.7 (2) [M],86.0 (100), 57.0 (30), 41.0 (30), 44.0 (19), 42.1 (10).The selectivity with respect to N-iso-butylidene-isobutylamine3a was 2%, and its yield, 2%. Mass spectrum(EI, 70 eV), m/e (Irel, %): 128.0 (34) [M + 1], 126.8 (6)[M], 84.0 (100), 41.0 (57), 56.9 (51), 56.0 (40), 42.0(26), 70.0 (10)

References:

Popov, Yu. V.;Mokhov;Latyshova;Panov;Pletneva, M. Yu. [Russian Journal of Applied Chemistry,2017,vol. 90,# 11,p. 1778 - 1782][Zh. Prikl. Khim. (S.-Peterburg, Russ. Fed.),2017,vol. 90,# 11,p. 1470 - 1474,5]

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