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2-Chloromandelic acid

2-Chloromandelic acid structure

CAS No:
10421-85-9
Formula:
C8H7ClO3
Chemical Name:
2-Chloromandelic acid
Synonyms:
Benzeneacetic acid,2-chloro-α-hydroxy-;Mandelic acid,o-chloro-;2-Chloro-α-hydroxybenzeneacetic acid;2-Chloromandelic acid;o-Chloromandelic acid;(±)-o-Chloromandelic acid;(2-Chlorophenyl)hydroxyacetic acid;(±)-2-Hydroxy-2-(2-chlorophenyl)acetic acid;NSC 31401;(2-Chlorophenyl)glycolic acid;2-(2-Chlorophenyl)-2-(hydroxy)acetic acid;(±)-2-Chloromandelic acid;52923-23-6
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

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Description

White to pale cream crystalline powder

2-Chloromandelic acid Basic Attributes

Molecular Weight：

186.59

Exact Mass：

186.59

BRN：

2367070

EC Number：

233-900-9

NSC Number：

31401

HScode：

29181990

Characteristics

PSA：

57.5

XLogP3：

1.5

Appearance：

White to pale cream Crystalline Powder

Density：

1.3245 (rough estimate)

Melting Point：

145-146 °C

Boiling Point：

266.91°C (rough estimate)

Flash Point：

165.7±23.7 °C

Refractive Index：

1.5250 (estimate)

Water Solubility：

Very soluble in water.

Storage Conditions：

Store in a cool, dry place. Store in a tightly closed container.

Vapor Pressure：

1.66E-05mmHg at 25°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

24/25-36-26

Marks：

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Drug Information

MeSH Entry Terms：

2-chloromandelic acid

2-Chloromandelic acid Use and Manufacturing

Methods of Manufacturing

A flask equipped with stirrer and internal thermometer is initially charged with 150 ml of toluene. 0.09 g (0.08.x.10-3 mol) of (R, R)-VO salen complex from and 21.1 g (0.15 mol) of 2-chlorobenzaldehyde (freshly dist.) are added in succession with stirring. 10.1 g (0.375 mol) of hydrocyanic acid are then added all at once. The dark green, homogeneous solution is stirred at room temperature for 24 hours in the closed apparatus. The conversion according to GC is: 98percent; 73percent ee for the (S)-2-chloromandelic acid cyanohydrin.The cyanohydrin reactions were carried out as described in Example 2, using the complexes prepared in each of the Comparative Examples 1a-d. [0058] The results of the cyanohydrin reactions can be taken from the tableThe cyanohydrin reactions were carried out as described in Example 2, using the complexes prepared in each of the Comparative Examples 1a-d. [0058] The results of the cyanohydrin reactions can be taken from the tableThe cyanohydrin reactions were carried out as described in Example 2, using the complexes prepared in each of the Comparative Examples 1a-d. [0058] The results of the cyanohydrin reactions can be taken from the tableThe cyanohydrin reactions were carried out as described in Example 2, using the complexes prepared in each of the Comparative Examples 1a-d. [0058] The results of the cyanohydrin reactions can be taken from the table

Uses

Clopidogrel intermediate.

Computed Properties

Molecular Weight:186.59
XLogP3:1.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:186.0083718
Monoisotopic Mass:186.0083718
Topological Polar Surface Area:57.5
Heavy Atom Count:12
Complexity:172
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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