ORGANOLITHIUM REAGENTS
Procedure in the Synthesis of Ethyllithium in an Atmosphere of Argon
Russian.Chem.BUll
Vol.13(5) 1962 pp.800-804
DOI: 10.1007/BF00846494
http://www.springerlink.com/content/g272r184510011q1/
Talalaeva,T;Kocheshkov,K
Summary
The procedure in the synthesis of ethyllithium in an atmosphere of argon is described.
The Pyrolysis of Unsolvated Alkyllithium Compounds
Glaze,William;Lin,Jacob;Felton,E
J. Org. Chem.
Vol.31(8 ) 1966 pp.2643–2645
DOI: 10.1021/jo01346a044
http://pubs.acs.org/doi/abs/10.1021/jo01346a044
Abstract
The rates of thermal decomposition of unsolvated ethyl-, n-butyl, isopropyl- , and sec-butyllithium have been investigated at several temperatures in the range 82-130'C. The rate constants for olefin product formation, obtained manometrically, indicate the following order of stability: ethyl ~ n-butyl > isopropyl > sec-butyl. Activation parameters in each case are ca. 25kcal (?H*) and -10 to -16 cal deg-1 (?S*). The factors which distinguish the system from the decomposition in hydrocarbon solution are discussed.
Preparation of Organolithium Reagents
Perrine,T;Rapoport,Henry
Anal. Chem.
Vol.20(7) 1948 pp.635–636
DOI: 10.1021/ac60019a011
http://pubs.acs.org/doi/abs/10.1021/ac60019a011
Abstract
An improved procedure for the preparation of methl-1-, ethyl-, isopropyl-, n-amyl-, and phenyllithium is presented. Advantages of the procedure are due chiefly to the use of lithium sand and an apparatus of special design which allows all operations to be carried out in an inert atmosphere of 98% helium. The general assembly and details of construction of the apparatus are shown.
Notes - t-Butyllithium
Bartlett,Paul;Swain,C;Woodward,Robert
J. Am. Chem. Soc., 1941, 63 (11), pp 3229–3230
DOI: 10.1021/ja01856a501
http://pubs.acs.org/doi/abs/10.1021/ja01856a501
Abstract
In a number of cases organollithium compounds are found to be much less subject to hindrance in reactions involving addition to the carbonyl group than are the corresponding Grignard reagents. The inaccessibility and theoretical interest of tri-t-butylcarbinol prompted us to investigate t-butyllithium, which had not been reported at the time of this work, and to compare it with t-butylmagnesium chloride in its reaction with hexamethylacetone. We find that, like the Grignard reagent, t-butyllithium produces with hexamethyleneacetone only reduction and no addition.
Procedure in the Synthesis of Ethyllithium in an Atmosphere of Argon
Russian.Chem.BUll
Vol.13(5) 1962 pp.800-804
DOI: 10.1007/BF00846494
http://www.springerlink.com/content/g272r184510011q1/
Talalaeva,T;Kocheshkov,K
Summary
The procedure in the synthesis of ethyllithium in an atmosphere of argon is described.
The Pyrolysis of Unsolvated Alkyllithium Compounds
Glaze,William;Lin,Jacob;Felton,E
J. Org. Chem.
Vol.31(8 ) 1966 pp.2643–2645
DOI: 10.1021/jo01346a044
http://pubs.acs.org/doi/abs/10.1021/jo01346a044
Abstract
The rates of thermal decomposition of unsolvated ethyl-, n-butyl, isopropyl- , and sec-butyllithium have been investigated at several temperatures in the range 82-130'C. The rate constants for olefin product formation, obtained manometrically, indicate the following order of stability: ethyl ~ n-butyl > isopropyl > sec-butyl. Activation parameters in each case are ca. 25kcal (?H*) and -10 to -16 cal deg-1 (?S*). The factors which distinguish the system from the decomposition in hydrocarbon solution are discussed.
Preparation of Organolithium Reagents
Perrine,T;Rapoport,Henry
Anal. Chem.
Vol.20(7) 1948 pp.635–636
DOI: 10.1021/ac60019a011
http://pubs.acs.org/doi/abs/10.1021/ac60019a011
Abstract
An improved procedure for the preparation of methl-1-, ethyl-, isopropyl-, n-amyl-, and phenyllithium is presented. Advantages of the procedure are due chiefly to the use of lithium sand and an apparatus of special design which allows all operations to be carried out in an inert atmosphere of 98% helium. The general assembly and details of construction of the apparatus are shown.
Notes - t-Butyllithium
Bartlett,Paul;Swain,C;Woodward,Robert
J. Am. Chem. Soc., 1941, 63 (11), pp 3229–3230
DOI: 10.1021/ja01856a501
http://pubs.acs.org/doi/abs/10.1021/ja01856a501
Abstract
In a number of cases organollithium compounds are found to be much less subject to hindrance in reactions involving addition to the carbonyl group than are the corresponding Grignard reagents. The inaccessibility and theoretical interest of tri-t-butylcarbinol prompted us to investigate t-butyllithium, which had not been reported at the time of this work, and to compare it with t-butylmagnesium chloride in its reaction with hexamethylacetone. We find that, like the Grignard reagent, t-butyllithium produces with hexamethyleneacetone only reduction and no addition.
Talalaeva.Kocheshkov.Procedure.in.the.Synthesis.of.Ethyllithium.in.an.Atmosphere.of.Argon.pdf