447056

(S)-(−)-2-Acetoxypropionyl chloride

97%

• Synonym(s): O-Acetyl-L-lactyl chloride, AP-Cl
• Linear Formula: CH₃CH(O₂CCH₃)COCl
• CAS Number: 36394-75-9
• Molecular Weight: 150.56
• Beilstein: 1722943
• EC Number: 420-610-4
• MDL number: MFCD00145252
• UNSPSC Code: 12352101
• PubChem Substance ID: 24868317
• NACRES: NA.22

Properties

• 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
• 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

Description

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.

Safety Information

• Pictograms: GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H314,H317
• Precautionary Statements: P261 - P272 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Skin Corr. 1B - Skin Sens. 1
• Storage Class Code: 8A - Combustible corrosive hazardous materials
• WGK: WGK 3
• Flash Point(F): 235.4 °F - closed cup
• Flash Point(C): 113 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves