3-PHENOXYMANDELIC ACID

Base Information

• Chemical Name: 3-PHENOXYMANDELIC ACID
• CAS No.: 66637-86-3
• Molecular Formula: C14H12O4
• Molecular Weight: 244.247

Synonyms:Hydroxy-(3-phenoxy-phenyl)-acetic acid;3-phenoxymandelic acid;

Chemical Property of 3-PHENOXYMANDELIC ACID

Chemical Property:

• Melting Point: 131-133°C
• Boiling Point: 429.9±35.0 °C(Predicted)
• PKA: 3.30±0.10(Predicted)
• PSA: 66.76000
• Density: 1.315±0.06 g/cm3(Predicted)
• LogP: 2.59690
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

3-Phenoxymandelic acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-PHENOXYMANDELIC ACID

There total 4 articles about 3-PHENOXYMANDELIC 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: 84.0%

2-(3-phenoxyphenyl)-2-[(trimethylsilyl)oxy]acetonitrile (82129-02-0) → 3-phenoxymandelic acid (66637-86-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 60 ℃; for 6h;

DOI:10.1002/anie.200704021

Reference yield:

(RS)-α-cyano-3-phenoxybenzyl (1RS,3RS;1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylate (52315-07-8,65731-83-1,65731-84-2,65732-07-2,66290-20-8,66290-21-9,66841-24-5,67375-30-8,70982-01-3,70982-02-4,71697-59-1,72204-43-4,72204-44-5,83860-31-5,83860-32-6,137430-99-0,137432-55-4) → 3-phenoxymandelic acid (66637-86-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 M aq. NaOH / tetrahydrofuran / 36 h / Heating

2: concd. HCl

With hydrogenchloride; sodium hydroxide; In tetrahydrofuran;

DOI:10.1021/jf970438r

Reference yield:

2-hydroxy-2-(3-phenoxyphenyl)acetonitrile (39515-47-4) → 3-phenoxymandelic acid (66637-86-3)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/jf970438r

upstream raw materials:

2-hydroxy-2-(3-phenoxyphenyl)acetonitrile

(RS)-α-cyano-3-phenoxybenzyl (1RS,3RS;1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carboxylate

2-(3-phenoxyphenyl)-2-[(trimethylsilyl)oxy]acetonitrile

Downstream raw materials:

3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid carboxy-(3-phenoxy-phenyl)-methyl ester

3-(2,2-Dibromo-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid carboxy-(3-phenoxy-phenyl)-methyl ester

3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid (2-carboxy-ethylcarbamoyl)-(3-phenoxy-phenyl)-methyl ester

3-(2,2-Dibromo-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid (2-carboxy-ethylcarbamoyl)-(3-phenoxy-phenyl)-methyl ester

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