Liquid Phase Amination of 1-Bromobutane under High Temperature and High Pressure

• Published in: Journal of The Japan Petroleum Institute Vol. 43; no. 2; pp. 127 - 134
• Main Authors: YOKOYAMA, Chiaki, MABUCHI, Yoshinori, SHIBASAKI-KITAKAWA, Naomi, TAKAHASHI, Shinji
• Format: Journal Article
• Language: English
• Published: Tokyo The Japan Petroleum Institute 01.03.2000; Sekiyu Gakkai
• Subjects: 1-Bromobutane; Aliphatic compounds; Amination; Amine; Chemistry; Exact sciences and technology; High pressure; Kinetics; Nitrogen compound; Organic chemistry; Preparations and properties; Temperature effect; Bromocarbon; Liquid phase; Under pressure; Ammonia; Amination; Kinetics; Kinetic parameter; Aqueous solution; Chemical synthesis; Primary amine; Activation energy; Secondary amine
• ISSN: 0582-4664
• DOI: 10.1627/jpi1958.43.127

The amination of 1-bromobutane in an aqueous ammonia solution of 50wt% ammonia using a high-pressure coiled-tube flow reactor was examined. The temperature range studied was from 343 to 403K and the reaction pressure was 13MPa. The major reaction products were n-butylamine and di-n-butylamine, but higher amines, such as tri-n-butylamine, were detected only in trace amounts. Based on a second order consecutive reaction model for the formation of n-butylamine and di-n-butylamine, the reaction rate of amination of 1-bromobutane was determined. Arrhenius parameters for the rate constant of the first reaction step to form n-butylamine were found to have an activation energy of 87.9kJ/mol and pre-exponential factor of 1.03×109mol/(dm3 s), and those for the second reaction step to form di-n-butylamine were found to have the activation energy of 84.3kJ/mol and pre-exponential factor of 4.30×109mol/(dm3 s).