10000-20-1 Usage
Chemical Properties
Colourless Oil
Physical properties
bp 118–119°C/9 Torr;55–65°C/0.05 Torr;
n25
D 1.4456.
Uses
1,2-Bis(t-butyldimethylsilyl)hydrazine is a source of latent hydrazine used in the preparation of stable alkyl
and aryl N-silyl hydrazones, gem-dihalides, vinyl halides, and
room temperature Wolff–Kishner reductions.Wolff–Kishner Reduction.A particularly useful reaction of
the N-silyl hydrazones is their use as substrates in the Wolff–
Kishner reaction, where reduction of the corresponding carbonyl
compound can be accomplished at relatively modest temperatures.
This is in marked contrast to the more traditional Wolff–
Kishner reaction, and its Huang–Minlon modification, which
require high temperatures and the use of potassium hydroxide.Room temperature conditions for the Wolff–Kishner reaction,
previously reported by Cram and co-workers, were adapted by
Myers and Furrow to the current N-silyl hydrazone methodology
(eq 4).
Preparation
prepared by reacting t-butyldimethylchlorosilane
with anhydrous hydrazine at 70°C (eq 1), with or
without solvent.
Check Digit Verification of cas no
The CAS Registry Mumber 10000-20-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,0,0 and 0 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 10000-20:
(7*1)+(6*0)+(5*0)+(4*0)+(3*0)+(2*2)+(1*0)=11
11 % 10 = 1
So 10000-20-1 is a valid CAS Registry Number.
InChI:InChI=1/C12H32N2Si2/c1-11(2,3)15(7,8)13-14-16(9,10)12(4,5)6/h13-14H,1-10H3
10000-20-1Relevant articles and documents
Methods for the synthesis of carbon-13 labelled acids and esters
Jordan, Angela C.,Axford, Lorraine C.,Harding, John R.,O'Connell, Yvonne,Simpson, Thomas J.,Willis, Christine L.
, p. 338 - 341 (2007)
Syntheses of isotopically labelled putative biosynthetic intermediates to the natural products monocerin 1, hectochlorin 2 and strobilurin A 3 are described. For the preparation of [9,10-13C2] dihydroisocoumarin 10, a stereoselective aldol condensation of 13C2-acetylated chiral auxiliary 5 was used to assemble the labelled C9-C14 fragment. The preferred approaches to the syntheses of [1,2-13C2]5,5-dichlorohexanoic acid 15 and the N-acetylcysteamine derivative of [1,2-13C2]cinnamic acid 19 involved a Horner-Wadsworth-Emmons chain extension and Knoevenagel reaction, respectively. Copyright
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West,R. et al.
, p. 4648 - 4652 (1966)
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