(R)-(-)-O-Formylmandeloyl chloride

Pharmaceutical Materials 2025-03-02

CAS Number: 29169-64-0

Molecular Formula: C9H7ClO3

Molecular Weight: 198.60 g/mol

Appearance: Light yellow transparent liquid

Boiling Point: 221°C (lit.)

Density: 1.290 g/mL at 20°C (lit.)

Usage: Used as a chemical reagent and intermediate in pharmaceutical synthesis.

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Attribute Information
Chemical Name (R)-(-)-O-Formylmandeloyl chloride
CAS Number 64178-66-7
Synonyms (R)-(-)-2-(Formyloxy)-3-phenylpropionyl chloride; (R)-(-)-α-(Chlorocarbonyl)-β-phenylglyceraldehyde acetate
Molecular Formula C10H9ClO3
Molecular Weight 212.63 g/mol
Appearance White to off-white crystalline solid
Melting Point 62-64 °C
Boiling Point 294.6 °C (estimated)
Density 1.3 g/cm³ (estimated)
Chirality (R)-(-)-configuration
Chemical Structure Contains a chloride group, a formate ester, and a phenyl ring
Solubility Soluble in organic solvents such as dichloromethane, ethyl acetate, and acetone; insoluble in water
Uses Used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is also employed in the preparation of chiral ligands and catalysts.
Synthesis Methods Prepared by the reaction of (R)-(-)-mandelic acid with chloroformates or thionyl chloride in the presence of a base.
Health Effects May cause irritation to skin, eyes, and respiratory tract. Ingestion and inhalation may be harmful.
Environmental Considerations Handle and dispose of (R)-(-)-O-Formylmandeloyl chloride according to local environmental regulations.
Safety Precautions Wear appropriate protective clothing, gloves, and eye protection. Store in a cool, dry place, away from heat, sparks, and open flames. Keep away from oxidizing agents and incompatible materials.