All Photos(1)
Synonym(s):
α-Acetoxyisobutyryl chloride, 2-Acetoxy-2-methylpropionyl chloride
Linear Formula:
(CH3)2C(OCOCH3)COCl
CAS Number:
Molecular Weight:
164.59
Beilstein:
507772
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
95%
form
liquid
refractive index
n20/D 1.428 (lit.)
bp
55-56 °C/6 mmHg (lit.)
density
1.136 g/mL at 25 °C (lit.)
SMILES string
CC(=O)OC(C)(C)C(Cl)=O
InChI
1S/C6H9ClO3/c1-4(8)10-6(2,3)5(7)9/h1-3H3
InChI key
RBTCRFLJLUNCLL-UHFFFAOYSA-N
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General description
Reaction of 1-chlorocarbonyl-1-methylethyl acetate with 1-aryl ethylene glycols to yield trans chlorohydrin acetates was reported.
Application
1-Chlorocarbonyl-1-methylethyl acetate was used in preparation of α,γ-dichloro alditols.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
Supplementary Hazards
WGK
WGK 3
Flash Point(F)
154.4 °F
Flash Point(C)
68 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Mahesh K Lakshman et al.
Journal of the American Chemical Society, 129(1), 68-76 (2007-01-04)
A diastereoselective synthesis of the nucleoside adducts corresponding to a cis ring-opening of the carcinogen (+/-)-7 beta, 8 alpha-dihydroxy-9 alpha,10 alpha-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene (BaP DE-2) by 2'-deoxyadenosine and 2'-deoxyguanosine is described. The key intermediate (+/-)-10alpha-amino-7beta,8alpha,9alpha-trihydroxy-7,8,9,10-tetrahydrobenzo[a]pyrene was synthesized by a highly diastereoselective dihydroxylation
Efficient synthesis of some dichloroalditols: direct regioselective chlorination of some unprotected alditols by 1-chlorocarbonyl-1-methylethyl acetate.
Benazza M, et al.
Journal of Carbohydrate Chemistry, 13(7), 967-979 (1994)
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