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Merck
CN

447056

(S)-(−)-2-Acetoxypropionyl chloride

97%

Synonym(s):

O-Acetyl-L-lactyl chloride, AP-Cl

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About This Item

Linear Formula:
CH3CH(O2CCH3)COCl
CAS Number:
36394-75-9
Molecular Weight:
150.56
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
24868317
EC Number:
420-610-4
Beilstein/REAXYS Number:
1722943
MDL number:
MFCD00145252

Key Documents

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Product Name

(S)-(−)-2-Acetoxypropionyl chloride, 97%

InChI key

ALHZEIINTQJLOT-VKHMYHEASA-N

InChI

1S/C5H7ClO3/c1-3(5(6)8)9-4(2)7/h3H,1-2H3/t3-/m0/s1

SMILES string

C[C@H](OC(C)=O)C(Cl)=O

assay

97%

form

liquid

optical activity

[α]20/D −31°, c = 4 in chloroform

refractive index

n20/D 1.423 (lit.)

bp

50 °C/5 mmHg (lit.)

density

1.189 g/mL at 25 °C (lit.)

functional group

acyl chloride
ester

Quality Level

100

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Application

Frequently used chiral building block. Also used to resolve a bicyclic α-hydroxylactone and to prepare chiral phosphonates used in an enantiomeric excess assay of unprotected amino acids. Useful chiral derivatizing agent.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B - Skin Sens. 1

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ7563
STBH6600
STBF6190V
STBD0194V
S23137V

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Hulst, R. et al.
Tetrahedron, 50, 11721-11721 (1994)
Kende, A.S. et al.
Journal of the American Chemical Society, 115, 9842-9842 (1993)
Zhu, J. et al.
The Journal of Organic Chemistry, 60, 6389-6389 (1995)
Tetrahedron Asymmetry, 2, 987-987 (1991)
Burlina, F. et al.
Tetrahedron Letters, 35, 8151-8151 (1994)

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