29169-64-0

Basic information

• Product Name: (R)-(-)-O-Formylmandeloyl chloride
• Synonyms: FORMYLOXYMANDELOYL CHLORIDE;D-(-)-O-FORMYL MANDELOYL CHLORIDE;D(-)ALPHA-FORMYLOXY-ALPHA-PHENYLACETYLCHLORIDE;R(-)-ALPHA-(FORMYLOXY)PHENYLACETYLCHLORIDE;(R)-alpha-(Chlorocarbonyl)benzyl formate;(-)-O-FORMYL-D-MANDELOYL CHLORIDE;(R)-(-)-O-FORMYLMANDELOYL CHLORIDE;(R)-O-FORMYL-MANDELOYL CHLORIDE
• CAS NO: 29169-64-0
• Molecular Formula: C₉H₇ClO₃
• Molecular Weight: 198.6
• EINECS: 249-478-4
• Product Categories: chiral
• Mol File: 29169-64-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 221 °C(lit.)
• Flash Point: >230 °F
• Appearance: light yellow clear liquid
• Density: 1.290 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.008mmHg at 25°C
• Refractive Index: n20/D 1.523(lit.)
• Storage Temp.: 2-8°C
• BRN: 5404068
• CAS DataBase Reference: (R)-(-)-O-Formylmandeloyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-O-Formylmandeloyl chloride(29169-64-0)
• EPA Substance Registry System: (R)-(-)-O-Formylmandeloyl chloride(29169-64-0)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• F: 10-21
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 29169-64-0(Hazardous Substances Data)

Usage

Description

(R)-(-)-O-Formylmandeloyl chloride is a colorless to light yellow liquid with specific chemical properties that make it suitable for various applications in different industries. It is a chiral compound, which means it has a non-superimposable mirror image, and this characteristic plays a crucial role in its uses.

Uses

Used in Pharmaceutical Industry:
(R)-(-)-O-Formylmandeloyl chloride is used as a chiral resolving agent for the resolution of spirobiindane. This application is significant because the ability to separate chiral compounds is essential in the development of pharmaceuticals, as the different enantiomers of a drug can have different biological activities and effects.
Used in Chemical Synthesis:
(R)-(-)-O-Formylmandeloyl chloride can also be used as an intermediate in the synthesis of various organic compounds. Its unique structure allows it to be a valuable building block for creating complex molecules with specific properties and functions.
Used in Research and Development:
In the field of research and development, (R)-(-)-O-Formylmandeloyl chloride serves as a valuable compound for studying the properties and behavior of chiral molecules. This knowledge can be applied to develop new drugs, materials, and technologies that rely on the unique properties of chiral compounds.

InChI:InChI=1/C9H7ClO3/c10-9(12)8(13-6-11)7-4-2-1-3-5-7/h1-6,8H/t8-/m1/s1

Upstream product

• 29169-63-9 (R)-formiloxy(phenyl)acetic acid 

Downstream Products

• 70371-38-9 (6R)-7t-((R)-2-formyloxy-2-phenyl-acetylamino)-7c-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 62352-28-7 (6R)-7t-((Ξ)-2-formyloxy-2-phenyl-acetylamino)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester 
• 53116-51-1 (6R)-7t-((R)-2-formyloxy-2-phenyl-acetylamino)-3,8-dioxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid 4-nitro-benzyl ester 
• 30034-03-8 cefamandole sodium salt 
• 57268-80-1 Cefamandole nafate 
• 1439390-01-8 C₂₆H₂₄N₆O₆S₂ 
• 52775-40-3 (6R)-7t-((Ξ)-2-hydroxy-2-phenyl-acetylamino)-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 95190-67-3 4-nitrobenzyl (2'R,6R,7R)-3-acetoxymethyl-7-hydroxy(phenyl)acetylaminoceph-3-em-4-carboxylate 
• 95107-28-1 4-nitrobenzyl (5'R,6R,7S)-3-acetoxy-4'-oxo-5'-phenylspiro(1',3'-oxazolidine-2',7-ceph-3-em)-4-carboxylate 
• 95107-15-6 4-nitrobenzyl (3S,5R,5'R,6S)-4'-oxo-5'-phenylspiro(1',3'-oxazolidine-2',6-penicillanate) 
• 95107-12-3 4-nitrobenzyl (2'R,3S,5R,6R)-6-hydroxy(phenyl)acetylaminopenicillanate 
• 95107-24-7 4-nitrobenzyl (5'R,6R,7S)-3-methyl-4'-oxo-5'-phenylspiro(1',3'-oxazolidine-2',7-ceph-3-em)-4-carboxylate 
• 95107-29-2 (5'R,6R,7S)-3-acetoxymethyl-4'-oxo-5'-phenylspiro(1',3'-oxazolidine-2',7-ceph-3-em)-4-carboxylic acid 
• 95107-27-0 (5'R,6R,7S)-3-methyl-4'-oxo-5'-phenylspiro(1',3'-oxazolidine-2',7-ceph-3-em)-4-carboxylic acid 

Relevant articles and documents

Preparation method D - (-) - formyl mandelic acid chloride

D - Mandelic acid is used. Dichloromethane is reacted with little excess of anhydrous formic acid under the catalysis of activated carbon, and a formylation reaction takes place with solid light as a dehydrating agent to obtain a colorless viscous D (-) formyl mandelic acid which is used directly in the next step without purification. The colorless viscous material D (-) formyl mandelic acid is added with dichloromethane, the activated carbon catalyst is added, the light solution is added dropwise, the heat insulation reaction is finished, and the methylene chloride is distilled and recovered, and the colorless and transparent liquid is D (-) formyl mandelic acid chloride. The reaction is mild and environment-friendly, the reaction conversion rate and the product purity can be effectively improved, the production cost is effectively reduced, the operation is simple and convenient, and the industrial production is facilitated.

Spirocyclic Side-chain Derivatives of Penicillin and Cephalosporin

A series of two spirocyclic oxazolidinone derivatives of penicillin and four derivatives of cephalosporin have been prepared, as well as a benzoxazine conjugate of cephalosporin, with the object of freezing the conformation of the 6(7)-amide side-chain bearing a pendant aromatic ring.The antibacterial properties of these derivatives are discussed.