当前位置: X-MOL 学术Ind. Eng. Chem. Res. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Mechanism for Synthesis of Dibutyl Toluene-2,4-Dicarbamate via Urea Route Catalyzed by γ-Al2O3
Industrial & Engineering Chemistry Research ( IF 3.8 ) Pub Date : January 30, 2014 , DOI: 10.1021/ie403325j
Guirong Wang 1 , Xin Li 1 , Yanji Wang 1 , Xinqiang Zhao 1
Affiliation  

The reaction mechanism for synthesizing dibutyl toluene-2,4-dicarbamate (BTDC) catalyzed by γ-Al2O3 from toluene-2,4-diamine, urea, and n-butyl alcohol has been investigated by means of Fourier transform infrared spectroscopy, liquid chromatograph–mass spectrometry, and experimental observations. The results show that (1) the nitrogen atom of C═NH in the tautomer of urea is absorbed on the acidic site of γ-Al2O3, causing the carbon atom to be charged more positively; (2) toluene-2,4-diamine as a nucleophilic reagent attacks the positively charged carbon atom of C═NH to produce an intermediate, 3-amino-4-methyl phenylurea or 2-methyl-5-amino phenylurea (TU); (3) a nucleophilic C4H9O coming from an n-butyl alcohol molecule attacks the ureido carbon atom in a TU molecule to generate another intermediate, butyl 3-amino-4-methyl-N-phenyl carbamate or butyl 2-methyl-5-amino-N-phenyl carbamate (TMC); and (4) another −NH2 group in a TMC molecule follows the same steps as mentioned above, and then BTDC is obtained.

中文翻译:

机构用于经由尿素路线催化二丁基甲苯-2,4-二氨基甲酸酯的合成的γ-Al 2 ö 3

通过催化的γ-Al合成二丁基甲苯-2,4-二氨基甲酸酯(BTDC)的反应机理2 ö 3从甲苯-2,4-二胺,脲和Ñ丁基醇已由变换红外光谱的傅立叶方法研究,液相色谱-质谱和实验观察。结果表明:(1)C═NH的尿素的互变异构体的氮原子被吸收上的酸性部位的γ-Al 2 ö 3,使其得到多个带正电荷的碳原子; (2)甲苯-2,4-二胺作为亲核试剂攻击C═NH的带正电荷的碳原子,生成中间体3-氨基-4-甲基苯基脲或2-甲基-5-氨基苯基脲(TU);(3)亲核的C 4 H9 ø -从一个未来Ñ丁基醇分子攻击的脲基的碳原子在一个TU分子,以产生另一个中间,丁基3-氨基-4-甲基- ñ -苯基氨基甲酸酯或丁基2-甲基-5-氨基- ñ -氨基甲酸苯酯(TMC); (4)TMC分子中的另一个-NH 2基团按照与上述相同的步骤,得到BTDC。
更新日期:2017-01-31
down
wechat
bug