cas 56522-24-8, TERT-BUTYLDIMETHYLSILYL CYANIDE | Articles data ｜lookchem

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56522-24-8

Articles about 56522-24-8Total 7 be found

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Treichel,P.M.,Shaw,D.B.
p. 21 - 30
(1977)
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Trimethylsilyl Cyanide - A Reagent for Umpolung, XX. - On the Regioselectivity of the Addition of Carbonyl Compounds to α,β-Unsaturated Aldehydes after Umpolung
By addition of tBuMe2SiCN to α,β-unsaturated aldehydes 5 the silylated cyanohydrins 6 are produced.Deprotonation of 6 provides allylic anions which can be attached to aldehydes and ketones in α-position (kinetic control) (-> 8) or γ-position (thermodynamic control) (-> 9).In contrast to the Me3Si group which has been applied so far the tBuMe2Si group is stable under the reaction conditions.Therefore, the ratio of α/γ adducts can be tuned from > 95:5 to 5:95 depending on the substitution pattern of 6, the aldehydes and ketones, the reaction time and temperature, and even by some additives.The γ adducts 9 are easily transformed into γ-butyrolactones 27 by acidic hydrolysis. Key Words: Umpolung / Regioselectivity / Substituent effects / Acylation, nucleophilic / Aldehydes, α,β-unsaturated / Trimethylsilyl cyanide
Huenig, Siegfried,Schaefer, Matthias
p. 177 - 190
(2007/10/02)

A Convenient Method for the Synthesis of Alkylsilyl Cyanides Using Potassium or Sodium Cyanide Impregnated on Amberlite XAD Resin
Potassium and sodium cyanide impregnated on Amberlite XAD resin were found to be effective for converting alkylsilyl chloride to the corresponding alkylsilyl cyanide under mild conditions.
Sukata, Kazuaki
p. 2257 - 2258
(2007/10/02)

A SIMPLE PREPARATION OF CYANOSILANES FROM THE CORRESPONDING CHLORODERIVATIVES BY TRANSCYANOGENATION
Quantitative yields of pure cyanosilanes are obtained from the corresponding chlorides by transcyanogenation with cyanotrimethylsilane under catalysis of a small amount KF.This is the most direct method with minimum handling in order to obtain these moisture-sensitive derivatives.
Becu, Chr.,Anteunis, M.J.O
p. 115 - 118
(2007/10/02)

Epoxide Opening with tert-Butyldimethylsilyl Cyanide-Zinc Iodide. Evidence for a Stepwise Process in the Opening of a Sterically Hindered Epoxide
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Gassman, Paul G.,Haberman, Leonard M.
p. 5010 - 5013
(2007/10/02)

Alkylsilyl Cyanides as Silylating Agents
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Mai, Khuong,Patil, Ghanshyam
p. 3545 - 3548
(2007/10/02)

An Expedient Preparation of t-Butyldimethylsilyl Cyanide
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Ru Hwu, Jih,Lazar, James G.,Corless, Peter F.
p. 1020 - 1021
(2007/10/02)

Studies related to the total synthesis of pentostatin. Approaches to the synthesis of (8R)-3,6,7,8-tetrahydroimidazo-[4,5-d][1,3]diazepin-8-ol and N-3 alkyl congeners (1a)
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Baker,Putt,Hollis Showalter
p. 629 - 634
(2007/10/02)

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Chemical Properties

Melting Point: 76-79 °C(lit.)
Boiling Point: 166.4 °C at 760 mmHg
Flash Point:54.5 °C
Density: 0.815 g/cm³
Solubility:sol organic solvents (methylene chloride, THF, chloroform); reacts rapidly with water and protic solvents.
Vapor Pressure: 1.78mmHg at 25°C
Refractive Index: 1.411
BRN: 2234709
PSA: 23.79000
LogP: 2.55768

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