Reaction of Lithium Acylate -Carbanions with Carbon Tetrachloride

被引：2

作者：

Zorin, A. V. ^{[1
]}

Zaynashev, A. T. ^{[1
]}

Zorin, V. V. ^{[1
]}

机构：

[1] Ufa State Petr Technol Univ, Ul Kosmonavtov 1, Ufa 450062, Bashkortostan, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 55卷 / 01期

关键词：

dicarboxylic acids; lithium acylate -carbanions; metalation; oxidative coupling; electron transfer; carbon tetrachloride; chlorination; -chlorocarboxylic acids; ALPHA-CARBANIONS;

D O I：

10.1134/S1070428019010068

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Metalation of acetic, butanoic, or 2-methylpropanoic acid with lithium diisopropylamide in tetrahydrofuran under argon gave the corresponding lithium acylate -carbanions which reacted with carbon tetrachloride at 20-25 degrees C for 2 h to afford butanedioic acid or its 2,3-diethyl and 2,2,3,3-tetramethyl derivatives, as well as the corresponding -chlorocarboxylic acids and chloroform. A radical mechanism was proposed for the formation of dicarboxylic and -chlorocarboxylic acids.

引用

页码：42 / 46

页数：5

共 50 条

[41] Membrane disordering induced by chloroform and carbon tetrachloride [J].

Mishima, K ;

Watanabe, H ;

Kaneko, S ;

Ogihara, T .

COLLOIDS AND SURFACES B-BIOINTERFACES, 2003, 28 (04) :307-312

[42] The surface and tribological chemistry of carbon tetrachloride on iron [J].

Lara, J ;

Tysoe, WT .

TRIBOLOGY LETTERS, 1999, 6 (3-4) :195-198

[43] Sonolysis of trichloroethylene and carbon tetrachloride in aqueous solution [J].

Lee, Minju ;

Oh, Jeill .

ULTRASONICS SONOCHEMISTRY, 2010, 17 (01) :207-212

[44] Fluorescence quenching of anthrylvinyl acetate by carbon tetrachloride [J].

Naik, Anil B. ;

Naik, L. R. ;

Kadadevarmath, J. S. ;

Pal, H. ;

Rao, V. Jayathirtha .

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2010, 214 (2-3) :145-151

[45] Oxidation of magnesium with carbon tetrachloride in aprotic solvents [J].

S. V. Panteleev ;

I. V. Spirina ;

S. V. Maslennikov ;

O. G. Mishchenko .

Russian Journal of General Chemistry, 2011, 81

[46] Postulated carbon tetrachloride mode of action: A review [J].

Manibusan, Mary K. ;

Odin, Marc ;

Eastmond, David A. .

JOURNAL OF ENVIRONMENTAL SCIENCE AND HEALTH PART C-ENVIRONMENTAL CARCINOGENESIS & ECOTOXICOLOGY REVIEWS, 2007, 25 (03) :185-209

[47] Study on the laser flash photolysis of carbon tetrachloride [J].

Pan, DX ;

Yu, Y ;

Dong, WB ;

Zheng, L ;

Lu, Y ;

Yao, SD ;

Hou, HQ .

ACTA PHYSICO-CHIMICA SINICA, 2004, 20 (09) :1099-1103

[48] The surface and tribological chemistry of carbon tetrachloride on iron [J].

J. Lara ;

W.T. Tysoe .

Tribology Letters, 1999, 6 :195-198

[49] Lobar variation of carbon tetrachloride hepatotoxicity in the rat [J].

Low, D ;

Thomas, NW ;

Fry, JR .

TOXICOLOGY LETTERS, 1995, 81 (01) :1-4

[50] Reductive dechlorination of carbon tetrachloride by bioreduction of nontronite [J].

Bae, Sungjun ;

Joo, Ji Bong ;

Lee, Woojin .

JOURNAL OF HAZARDOUS MATERIALS, 2017, 334 :104-111

← 1 2 3 4 5 →