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46052

Sigma-Aldrich

2,2,2-Trichloroethyl acetate

≥98.0% (GC)

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About This Item

Linear Formula:
CH3COOCH2CCl3
CAS Number:
625-24-1
Molecular Weight:
191.44
Beilstein/REAXYS Number:
1757888
MDL number:
MFCD00142742
UNSPSC Code:
12352100
PubChem Substance ID:
57650678
NACRES:
NA.22

assay

≥98.0% (GC)

refractive index

n20/D 1.457

density

1.401 g/mL at 20 °C (lit.)

SMILES string

CC(=O)OCC(Cl)(Cl)Cl

InChI

1S/C4H5Cl3O2/c1-3(8)9-2-4(5,6)7/h2H2,1H3

InChI key

XHAXVDWUMCHTCY-UHFFFAOYSA-N

General description

2,2,2-Trichloroethyl acetate is used as acetyl donor in anhydrous, enzyme-catalyzed enantioselective acetylations.[1][2][3][4]

Application

2,2,2-Trichloroethyl acetate may be used in the enzyme catalyzed synthesis of enantiomerically pure prostaglandin intermediate, (1S,4R)-(-)-4-hydroxy-2-cyclopentenyl acetate.[5]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Synthesis of (1S, 4R)-(-)-4-Hydroxy-2-cyclopentenyl Acetate by a Highly Enantioselective Enzyme-Catalyzed Transesterification in Organic Solvents
Theil F, et al.
Synthesis, 07, 540-541 (1988)
M.A. Djadchenko et al.
Journal of the Chemical Society. Perkin Transactions 1, 2001-2001 (1989)
F. Theil et al.
Synthesis, 540-540 (1988)
G. Carrea et al.
Journal of the Chemical Society. Perkin Transactions 1, 1057-1057 (1989)
M. Therisod et al.
Journal of the American Chemical Society, 108, 5638-5638 (1986)

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