Mono- versus Dialkylation of Phenylacetonitrile with Alkyl Halides by Alkali Amides in Liquid Ammonia. Exclusive Monoalkylation with α-Phenylethyl and Benzhydryl Chlorides1

1956 ◽  
Vol 78 (2) ◽  
pp. 494-497 ◽  
Author(s):  
Charles R. Hauser ◽  
Wallace R. Brasen
Keyword(s):  
Liquid Ammonia ◽  
Alkyl Halides

Reactions of aliphatic halides with solutions of alkali metals in liquid ammonia: I. Experiments with alkyl halides

2010 ◽  
Vol 81 (12) ◽  
pp. 1033-1052 ◽  
Author(s):  
A. Beverloo ◽  
M. C. Dieleman ◽  
P. E. Verkade ◽  
K. S. de Vries ◽  
B. M. Wepster
Keyword(s):  
Alkali Metals ◽  
Liquid Ammonia ◽  
Alkyl Halides

Organophosphorus compounds. V. Dialkyl alkylphosphonates from alkyl halides and sodium dialkyl phosphonates in liquid ammonia

1965 ◽  
Vol 18 (2) ◽  
pp. 163 ◽  
Author(s):  
A Meisters ◽  
JM Swan
Keyword(s):  
Carbon Tetrachloride ◽  
Good Yield ◽  
Benzyl Chloride ◽  
Liquid Ammonia ◽  
Organophosphorus Compounds ◽  
Alkyl Halides ◽  
Ethyl Bromide ◽  
Equivalent Quantity ◽  
Dialkyl Phosphonates

Liquid ammonia is a useful solvent for the reaction of various alkyl halides with sodium dialkyl phosphonates. In this medium ethyl bromide, amyl bromide, octyl bromide, ally1 chloride, and benzyl chloride give the corresponding dialkyl alkylphosphonates in good yield. In other cases, alternative products are formed. Thus sodium diethyl phosphonate reacts with carbon tetrachloride or chloroform in liquid ammonia to give diethyl phosphoramidate; dibromomethane gives diethyl methylphosphonate and an equivalent quantity of diethyl phosphoramidate. p-Nitrobenzyl bromide gives mainly 1,2-di(p-nitrophenyl)ethane, 1-bromooct-1-yne is reduced to oct-1-yne, and 3-bromoprop-1-yne gives mainly propyne together with some diethyl prop-l- ynylphosphonate.

Synthese gemischtsubstituierter Triorganobismutane / Synthesis of Mixed Substituted Triorganobismuthanes

1985 ◽  
Vol 40 (11) ◽  
pp. 1476-1480 ◽  
Author(s):  
Markus Wieber ◽  
Ingbert Sauer
Keyword(s):  
Liquid Ammonia ◽  
Methylene Chloride ◽  
Alkyl Halides ◽  
Aryl Halides ◽  
Subsequent Reaction

Sodium dimethylbismuthide, generated from dimethylbismuth bromide and sodium in liquid ammonia, was treated with alkyl halides to produce dimethylalkylbismuthanes, Me2Bi(alk) (alk = C2H5, n-C3H7, n-C4H9, C3H5, i-C3H7) as thermolabile liquids in yields ranging from 70 to 90%. With methylene chloride bis(dimethylbismutho)methane, (Me2Bi)2CH2, was obtained. Aryldimethylbismuthanes, (aryl)BiMe2, were prepared by treating dimethylbismuth bromide in THF with elemental lithium (-78 °C) and subsequent reaction with aryl halides (aryl = 4-C6H4CH3, 4-C6H4OCH3, 2,4,6-C6H2(CH3)3). At 90 °C in an N2-stream, the thermolabile compounds react quantitatively to form diarylmethylbismuthanes, (aryl)2BiMe and Me3Bi.

Darstellung von Alkylmethylphenylphosphanen nach der Methode von Hewertson und Watson / Preparation of Alkylmethylphenylphosphines by the Method of Hewertson and Watson

1988 ◽  
Vol 43 (3) ◽  
pp. 295-298 ◽  
Author(s):  
Werner Wolfsberger
Keyword(s):  
Nmr Spectra ◽  
Liquid Ammonia ◽  
Alkyl Halides ◽  
Trimethylsilyl Azide ◽  
Elemental Analyses

The reaction of C6H5(CH3)PNa with some alkyl halides in liquid ammonia was studied. The resulting phosphines were characterized by elemental analyses, NMR spectra, and by the reaction with trimethylsilyl azide giving trimethylsilylimino triorganophosphoranes.

Dimeric Olefins versus Amines from α-Aryl Alkyl Halides with Alkali Amides in Liquid Ammonia. Intermediate Dimeric Halides and Their Dehydrohalogenation. Imines from Amines1

1956 ◽  
Vol 78 (8) ◽  
pp. 1653-1658 ◽  
Author(s):  
Charles R. Hauser ◽  
Wallace R. Brasen ◽  
Philip S. Skell ◽  
Simon W. Kantor ◽  
Alex E. Brodhag
Keyword(s):  
Liquid Ammonia ◽  
Alkyl Halides

Vitamin B12-based elimination of alkyl halides

2020 ◽  
Author(s):  
Julian West ◽  
Alexandros S Pollatos ◽  
Radha Bam
Keyword(s):  
Vitamin B12 ◽  
Alkyl Halides

Ammonolysis of titanium tetrachloride in liquid ammonia

1976 ◽  
Vol 73 ◽  
pp. 849-851 ◽  
Author(s):  
Thomas Kottarathil ◽  
Gérard Lepoutre
Keyword(s):  
Liquid Ammonia ◽  
Titanium Tetrachloride
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