3-phenyloxirane-2-carboxylic acid

Base Information

• Chemical Name: 3-phenyloxirane-2-carboxylic acid
• CAS No.: 25957-39-5
• Molecular Formula: C₉H₇O₃*Na
• Molecular Weight: 186.143
• Mol file: 25957-39-5.mol

Synonyms:Glycidicacid, 3-phenyl-, sodium salt (6CI,8CI); Oxiranecarboxylic acid, 3-phenyl-,sodium salt (9CI); NSC 143409; Sodium 3-phenylglycidate; Sodium b-phenylglycidate

Chemical Property of 3-phenyloxirane-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.13E-05mmHg at 25°C
• Boiling Point: 346.8°C at 760 mmHg
• Flash Point: 147.2°C
• Density: 1.359g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-phenyloxirane-2-carboxylic acid

There total 5 articles about 3-phenyloxirane-2-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

benzaldehyde (100-52-7) → Sodium Z-3-phenyl oxirane-2-carboxylate (25957-39-5,41603-33-2,41603-36-5,54885-10-8,129939-41-9,129939-42-0,129939-43-1,129939-44-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / sodium ethoxide / diethyl ether / 18 h / Ambient temperature

2: 1.) sodium ethoxide, 2.) water / 1.) ethanol, 5 min

With water; sodium ethanolate; In diethyl ether;

DOI:10.1016/S0040-4020(01)82040-8

Reference yield:

ethyl cis-3-phenylglycidate (121-39-1,2272-49-3,2272-55-1,54276-44-7,56791-22-1,126060-73-9,130321-77-6,130321-78-7,130605-53-7) → Sodium Z-3-phenyl oxirane-2-carboxylate (25957-39-5,41603-33-2,41603-36-5,54885-10-8,129939-41-9,129939-42-0,129939-43-1,129939-44-2)

Guidance literature:

With water; sodium ethanolate; Yield given. Multistep reaction; 1.) ethanol, 5 min;

DOI:10.1016/S0040-4020(01)82040-8

Reference yield:

sodium (E)-3-phenylglycidate (54885-10-8) → Sodium Z-3-phenyl oxirane-2-carboxylate (25957-39-5,41603-33-2,41603-36-5,54885-10-8,129939-41-9,129939-42-0,129939-43-1,129939-44-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) silver nitrate / 1.) water, 15 min, 2.) ether, reflux, 3 h

2: 1.) hydrogen bromide, 2.) sodium carbonate / 1.) toluene, 8 h, 2.) water, acetone, 50 deg C, 3.5 h

3: 1.) sodium ethoxide, 2.) water / 1.) ethanol, 5 min

With water; hydrogen bromide; sodium ethanolate; sodium carbonate; silver nitrate;

DOI:10.1016/S0040-4020(01)82040-8

upstream raw materials:

ethyl 3-phenylglycidate

ethyl cis-3-phenylglycidate

sodium (E)-3-phenylglycidate

benzaldehyde

Downstream raw materials:

Methyl (2R^*,3R^*)-3-phenyl-1H-aziridine-2-carboxylate

(2R,3R)-3-Phenyl-1-(3,3,3-trifluoro-2-methoxy-2-phenyl-propionyl)-aziridine-2-carboxylic acid methyl ester

trans-(4S^*,5R^*)-2,2,2,4-Tetraphenyl-5-methoxycarbonyl-1,3,2-oxazaphospholidine

(2R,3R;2S,3S)-3-[3-(2-Quinolylmethoxy)-anilino]-2-hydroxy-3-phenyl propionic acid, sodium salt

Refernces