10000-20-1 Usage
Description
1,2-BIS-(TERT-BUTYLDIMETHYLSILYL)HYDRAZINE, also known as a source of latent hydrazine, is a chemical compound with the molecular formula (t-BuMe2Si)2N-NH. It is a colorless oil with specific boiling points and refractive indices. 1,2-BIS-(TERT-BUTYLDIMETHYLSILYL)HYDRAZINE is widely utilized in various chemical reactions and processes due to its unique properties and reactivity.
Uses
1,2-BIS-(TERT-BUTYLDIMETHYLSILYL)HYDRAZINE is used as a reagent for the preparation of stable alkyl and aryl N-silyl hydrazones, which are essential in various chemical syntheses and reactions.
Used in Organic Synthesis:
1,2-BIS-(TERT-BUTYLDIMETHYLSILYL)HYDRAZINE is used as a precursor for the synthesis of gem-dihalides and vinyl halides, which are crucial intermediates in the production of various organic compounds.
Used in Wolff–Kishner Reduction:
1,2-BIS-(TERT-BUTYLDIMETHYLSILYL)HYDRAZINE is used as a substrate in the Wolff–Kishner reaction, a significant chemical process for the conversion of carbonyl compounds to methylene groups. 1,2-BIS-(TERT-BUTYLDIMETHYLSILYL)HYDRAZINE allows the reaction to be carried out at relatively modest temperatures, contrasting with the traditional Wolff–Kishner reaction, which requires high temperatures and the use of potassium hydroxide.
Used in Room Temperature Wolff–Kishner Reduction:
1,2-BIS-(TERT-BUTYLDIMETHYLSILYL)HYDRAZINE enables the Wolff–Kishner reduction to be performed under room temperature conditions, as adapted by Myers and Furrow from the method previously reported by Cram and co-workers. This modification offers a more accessible and safer approach to the reduction process.
Physical Properties:
1,2-BIS-(TERT-BUTYLDIMETHYLSILYL)HYDRAZINE has a boiling point of 118–119°C at 9 Torr and 55–65°C at 0.05 Torr. Its refractive index (n25D) is 1.4456, which is an essential characteristic for its identification and handling in various applications.
Chemical Properties:
As a colorless oil, 1,2-BIS-(TERT-BUTYLDIMETHYLSILYL)HYDRAZINE exhibits unique chemical properties that make it a valuable compound in the field of organic chemistry. Its reactivity and stability contribute to its widespread use in various chemical reactions and processes.
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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