54885-10-8

Basic information

• Product Name: 3-phenyloxirane-2-carboxylic acid
• Synonyms: Glycidic acid, 3-phenyl-, trans-; trans-3-Phenylglycidic acid
• CAS NO: 54885-10-8
• Molecular Formula: C₉H₇O₃*Na
• Molecular Weight: 164.158
• Mol File: 54885-10-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 346.8°C at 760 mmHg
• Flash Point: 147.2°C
• Density: 1.359g/cm³
• Vapor Pressure: 2.13E-05mmHg at 25°C
• Refractive Index: 1.601
• CAS DataBase Reference: 3-phenyloxirane-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-phenyloxirane-2-carboxylic acid(54885-10-8)
• EPA Substance Registry System: 3-phenyloxirane-2-carboxylic acid(54885-10-8)

Safety Data

• Hazardous Substances Data: 54885-10-8(Hazardous Substances Data)

Upstream product

• 121-39-1 ethyl 3-phenylglycidate 
• 2272-55-1 ethyl trans-3-phenyl-1-oxirane-2-carboxylate 
• 105-48-6 isopropyl chloroacetate 
• 100-52-7 benzaldehyde 
• 65017-34-7 isopropyl 3-phenyloxirane-2-carboxylate 
• 27593-40-4 tert-butyl 3-phenyloxirane-2-carboxylate 
• 105-39-5 chloroacetic acid ethyl ester 
• 121-39-1 ethyl cis-3-phenylglycidate 

Downstream Products

• 70651-16-0 (RS,RS)-2-hydroxy-3-morpholin-4-yl-3-phenyl-propionic acid 
• 127053-48-9 Methyl (2R^*,3R^*)-3-phenyl-1H-aziridine-2-carboxylate 
• 129866-73-5 (2R,3R)-3-Phenyl-1-(3,3,3-trifluoro-2-methoxy-2-phenyl-propionyl)-aziridine-2-carboxylic acid methyl ester 
• 119628-74-9 trans-(4S^*,5R^*)-2,2,2,4-Tetraphenyl-5-methoxycarbonyl-1,3,2-oxazaphospholidine 
• 99458-15-8 Methyl (2R,3S)-(+)-2-hydroxy-3-azido-3-phenyl-propionate 
• 127053-48-9 rac Methyl (2R^*,3S^*)-3-phenyl-1H-aziridine-2-carboxylate 
• 129939-53-3 Methyl (2R,3R)-3-phenyl-1H-aziridine-2-carboxylate 
• 129939-54-4 methyl (2S,3S)-(+)-3-phenyl-1H-aziridine-2-carboxylate 
• 121-39-1 ethyl cis-3-phenylglycidate 
• 129866-72-4 Methyl (2S,3R)-(-)-2-hydroxy-3-azido-3-phenyl-propionate 
• 129866-73-5 (2S,3S)-3-Phenyl-1-(3,3,3-trifluoro-2-methoxy-2-phenyl-propionyl)-aziridine-2-carboxylic acid methyl ester 
• 119628-74-9 trans-(4R,5S)-2,2,2,4-Tetraphenyl-5-methoxycarbonyl-1,3,2-oxazaphospholidine 
• 119628-74-9 trans-(4S,5R)-2,2,2,4-Tetraphenyl-5-methoxycarbonyl-1,3,2-oxazaphospholidine 
• 119628-74-9 cis-(4S^*,5S^*)-2,2,2,4-Tetraphenyl-5-methoxycarbonyl-1,3,2-oxazaphospholidine 

Relevant articles and documents

Solid sodium hydroxide - THF, convenient system for synthesis esters of glycidic acids by darzens condensation

Isopropyl- and tert-butylchloroacetate react with carbonyl compounds in the presence of powdered sodium hydroxide in THF, without a catalyst, giving substituted glycidates. The process is applied for preparation of glycidates from ketones, hitherto unavailable by phase-transfer catalyzed Darzens condensation.

Synthesis of enantiomerically pure forms of trans-3-phenylglycidic acid.

Trans-(2R,3S)- and (2S,3R)-3-phenylglycidic acids were obtained as pure crystals. The optical properties and chemical stability were characterized. The absolute configuration of the trans(+)- and trans-(-) isomers was established by means of chemical correlation.