447056

Sigma-Aldrich

(S)-(−)-2-Acetoxypropionyl chloride

97%

Synonym(s):
O-Acetyl-L-lactyl chloride, AP-Cl
Linear Formula:
CH3CH(O2CCH3)COCl
CAS Number:
Molecular Weight:
150.56
Beilstein/REAXYS Number:
1722943
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

97%

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.)

SMILES string

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

InChI

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

InChI key

ALHZEIINTQJLOT-VKHMYHEASA-N

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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.

Packaging

5 g in glass bottle

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3265 8 / PGII

WGK Germany

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

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

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