7751-38-4 Usage
Description
Diisopropyldichlorosilane is an organosilicon compound with the chemical formula (C3H7)2SiCl2. It is a colorless liquid with a pungent odor and is soluble in organic solvents. It is used as a reagent and intermediate in the synthesis of various organosilicon compounds.
Uses
Used in Nucleoside 3',5'-Hydroxy Protection:
Diisopropyldichlorosilane is used as a bifunctional protecting group in nucleoside synthesis for the protection of 3' and 5' hydroxy groups. The reaction of nucleoside with dichlorodiisopropylsilane and imidazole in DMF results in the formation of the protected nucleoside.
Used in Peterson Alkenation Reaction:
Diisopropyldichlorosilane serves as a component in the Peterson alkenation reaction, which is a method for the synthesis of alkenes from alkyl halides and aldehydes or ketones. The reaction involves the formation of a silyl enol ether intermediate, which is then deprotonated to form an alkene.
Used in Silicon Group Protection for Hydroxy Groups:
The use of silicon groups, such as the diisopropylsilyl group, as protection for hydroxy groups has been widely exploited in organic synthesis. Diisopropyldichlorosilane can be used to protect hydroxy groups by forming a silyl ether, which can be later removed under mild conditions to regenerate the hydroxy group.
Preparation
conveniently prepared by the reaction of diisopropylsilane
in carbon tetrachloride with palladium(II) chloride
at 140°C for 8 h in a steel bomb.Washing the residue with
ether and removing the ether by rotary evaporation yields the
product which is purified by distillation to yield a clear colorless
oil.
Check Digit Verification of cas no
The CAS Registry Mumber 7751-38-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,7,5 and 1 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 7751-38:
(6*7)+(5*7)+(4*5)+(3*1)+(2*3)+(1*8)=114
114 % 10 = 4
So 7751-38-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H14Cl2Si/c1-5(2)9(7,8)6(3)4/h5-6H,1-4H3
7751-38-4Relevant articles and documents
Versatile method for introduction of bulky substituents to alkoxychlorosilanes
Masaoka, Shin,Banno, Tadashi,Ishikawa, Mitsuo
, p. 182 - 192 (2007/10/03)
The reactions of various alkoxytrichlorosilanes prepared in situ from tetrachlorosilane and alcohols, with Grignard reagents bearing a bulky substituent such as the isopropyl, sec-butyl, and cyclohexyl group afforded triisopropyl-, tri(sec-butyl)-, and tricyclohexylalkoxysilane in high yields. The reactions of n-butoxytrichlorosilane with these Grignard reagents produced triisopropyl-, tri(sec-butyl)-, and tricyclohexyl(n-butoxy)silane in 94%, 96%, and 92% yields, respectively. Methoxymethyldichlorosilane reacted with the same Grignard reagents to give diisopropyl-, di(sec-butyl)-, and dicyclohexylmethoxymethylsilane in 84%, 83%, and 83% yields. Treatment of methoxydimethylchlorosilane with the Grignard reagents readily afforded isopropyl-, sec-butyl-, and cyclohexylmethoxydimethylsilane in excellent yields. Similar treatment of methoxydimethylchlorosilane with tert-butylmagnesium chloride gave tert-butylmethoxydimethylsilane in 62% yield.
