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Benzyloxyacetic acid

Benzyloxyacetic acid structure

CAS No:
30379-55-6
Formula:
C9H10O3
Chemical Name:
Benzyloxyacetic acid
Synonyms:
Acetic acid,2-(phenylmethoxy)-;Acetic acid,(phenylmethoxy)-;Acetic acid,(benzyloxy)-;2-(Phenylmethoxy)acetic acid;Glycolic acid-benzyl ether;Benzyloxyacetic acid;2-Benzyloxyacetic acid;NSC 153415
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

Colorless liquid

(benzyloxy)acetic acid is a monocarboxylic acid that is benzyl alcohol in which the hydroxy group is replaced by a carboxymethoxy group. It is a monocarboxylic acid, an ether and a member of benzenes. It derives from a benzyl alcohol and a glycolic acid.

Benzyloxyacetic acid Basic Attributes

Molecular Weight：

166.17

Exact Mass：

166.17

NSC Number：

153415

HScode：

2918990090

Characteristics

PSA：

46.5

XLogP3：

1.2

Density：

1.2±0.1 g/cm3

Melting Point：

80-81 °C

Boiling Point：

180-182 °C @ Press: 15 Torr

Flash Point：

>230 °F

Refractive Index：

1.539

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36

Marks：

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 44 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Benzyloxyacetic acid Use and Manufacturing

960 g of tetrahydroffiran and 41 g of toluene were added into a reaction flask. While controlling the temperature of the system at 10-20° C., 534.0 g of potassium hydroxide was added in four portions. Afier the addition of potassium hydroxide was completed, 1371.1 g of benzyl alcohol was added into the system in three portions. 300.1 g of chloroacetic acid was dissolved in 480.5 g of tetrahydrofuran, and the solution of chloroacetic acid in tetrahydrofuran was added dropwise into the above system while maintaining the temperature at 70-80° C. The system was reacted until chloroacetic acid was completely consumed. After cooling the system down, 3.12 Kg of purified water was added and tetrahydroffiran was removed under reduced pressure. The aqueous phase was extracted four times with toluene, and adjusted with hydrochloric acid at 10-20° C. to pH 3. The aqueous phase was extracted twice with methyl tert-butyl ether, and then concentrated to give 421.3 g of benzyloxyacetic acid (compound 3). The yield was 88.3percent, and the GC purity was 99.2percent. H

Computed Properties

Molecular Weight:166.17
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:166.062994177
Monoisotopic Mass:166.062994177
Topological Polar Surface Area:46.5
Heavy Atom Count:12
Complexity:139
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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