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Sigma-Aldrich

1-Chlorocarbonyl-1-methylethyl acetate

95%

Synonym(s):

α-Acetoxyisobutyryl chloride, 2-Acetoxy-2-methylpropionyl chloride

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About This Item

Linear Formula:
(CH3)2C(OCOCH3)COCl
CAS Number:
40635-66-3
Molecular Weight:
164.59
Beilstein/REAXYS Number:
507772
EC Number:
255-016-2
MDL number:
MFCD00000708
UNSPSC Code:
12352100
PubChem Substance ID:
24859568
NACRES:
NA.22

Quality Level

100

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.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

supp_hazards

EUH014

wgk_germany

WGK 3

flash_point_f

154.4 °F

flash_point_c

68 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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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)
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

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