13528-93-3 Usage
Chemical Properties
transparent low melting solid
Physical properties
mp 36–41°C; bp 198°C/734 mmHg.
Uses
Different sources of media describe the Uses of 13528-93-3 differently. You can refer to the following data:
1. 1,2-Bis(chlorodimethylsilyl)ethane is used as Protecting Reagent for Primary Amines. It is also used in Medicine field, electronics industry and polymer material.
2. 1,2-Bis(chlorodimethylsilyl)ethane can be used as a reagent for the protection of primary amines as their tetramethyldisilylazacyclopentane
or Stabase adducts; used in combination
with zinc to form organozinc carbenoids; electrophilic silylating
reagent.Protection of Primary Amines.Few protecting groups exist
for the N,N-diprotection of primary amines. The tetramethyldisilylazacyclopentane
or Stabase adduct (3) is particularly attractive
for this purpose due to its ease of preparation, base stability and
facile removal. This cyclic disilane is easily prepared (eq 1) from
the commercially available title reagent (1).For primary amines
with pKa values between 10 and 11, typical reaction conditions
involve the treatment of a dichloromethane solution of the amine
with (1) in the presence of two equivalents of triethylamine at
room temperature. Subsequent workup with aqueous dihydrogen
phosphate provides (3) in excellent yields.1 Stabase adducts are
quite stable to strongly basic conditions such as n-butyllithium and
s-butyllithium (at ?25°C), lithium diisopropylamide, and Grignard
reagents making it a superb candidate for use in the alkylation
of substrates bearing a primary amine. For example, protected
amino acid derivatives are easily alkylated (eq 2).After formation
of the lithium enolate of the protected ethyl glycinate (4)
under standard conditions, exposure to various alkyl halides or
aldehydes yields alkylation products such as (5).
Check Digit Verification of cas no
The CAS Registry Mumber 13528-93-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,5,2 and 8 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 13528-93:
(7*1)+(6*3)+(5*5)+(4*2)+(3*8)+(2*9)+(1*3)=103
103 % 10 = 3
So 13528-93-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H16Cl2Si2/c1-9(2,7)5-6-10(3,4)8/h5-6H2,1-4H3
13528-93-3Relevant articles and documents
Petrashko et al.
, p. 2300,2302 (1967)
Process for the preparation of halogenated 1,2-disilaethanes
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, (2008/06/13)
A process for the preparation of halogenated 1,2-disilaethanes of the general formula X3?nRnSi—CHR1CHR1—SiRnX3?n??(I) in which R may be identical or different and denotes a hydrogen atom or a monovalent optionally substituted hydrocarbon radical having 1 to 40 carbon atom(s) per radical, R1may be identical or different and denotes a hydrogen atom or a monovalent optionally substituted hydrocarbon radical having 1 to 40 carbon atom(s) per radical, X denotes a halogen atom and n denotes 0, 1 or 2, wherein halogenated 1,2-disilaethenes of the general formula X3?nRnSi—CR1═CR1—SiRnX3?n??(II) in which R, R1, X and n have the meaning stated above therefor, are reacted with hydrogen in the presence of promoting catalysts. The product is produced in high yield and purity.
INVESTIGATION OF THE HYDROSILYLATION OF CHLOROETHYLENES AND THEIR SILYL-SUBSTITUTED DERIVATIVES BY MEANS OF NMR SPECTROSCOPY
Sheludyakov, V. D.,Lakhtin, V. G.,Nosova, V. M.,Stolyarova, O. V.,Kisin, A. V.,et al.
, p. 1146 - 1151 (2007/10/02)
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