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2-Ethoxybenzoic acid

2-Ethoxybenzoic acid structure

CAS No:
134-11-2
Formula:
C9H10O3
Chemical Name:
2-Ethoxybenzoic acid
Synonyms:
Benzoic acid,2-ethoxy-;Benzoic acid,o-ethoxy-;2-Ethoxybenzoic acid;o-Ethoxybenzoic acid;NSC 406710
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

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2-Ethoxybenzoic acid Basic Attributes

Molecular Weight：

166.17

Exact Mass：

166.17

BRN：

2691039

EC Number：

205-130-3

UNII：

5IN9FDI7TT

NSC Number：

406710

DSSTox ID：

DTXSID3059638

HScode：

2918990090

Characteristics

PSA：

46.5

XLogP3：

Appearance：

Liquid

Density：

1.2±0.1 g/cm3

Melting Point：

20.7 °C

Boiling Point：

170 °C @ Press: 0.1 Torr

Flash Point：

>230 °F

Refractive Index：

1.537

Water Solubility：

soluble in water.95% ethanol: soluble 5%, clear, colorless to yellow

Storage Conditions：

Store in a cool, dry place. Do not store in direct sunlight. Store in a tightly closed container.

Vapor Pressure：

0.000472mmHg at 25°C

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38-26-22

safety instructions：

23-24/25-45-36/37-28-26

Marks：

Xi,T

Hazard note：

Irritant

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H302 (23.08%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 13 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

2-ethoxybenzoic acid

2-Ethoxybenzoic acid Use and Manufacturing

Methods of Manufacturing

Methyl o-oxybenzoate is synthesized from methyl salicylate ([119-36-8]) and ethyl iodide, and then obtained by hydrolysis and acidification. The sodium metal, methyl salicylate, and ethyl iodide were sequentially added to anhydrous methanol and heated to reflux for 10 hours. After recovering methanol and ethyl iodide, pour it into cold water and separate the oil. Wash with water and 5% sodium hydroxide solution to pH=7, extract with ether, dry with anhydrous sodium carbonate and reflux the ether, then distill under reduced pressure to obtain methyl o-ethoxybenzoate. Add it to 5% sodium hydroxide solution and reflux for 2-3h, let it cool, and extract the unreacted ester with ether. The extracted aqueous solution was acidified with hydrochloric acid, and the oil layer was washed with water. Add 5% sodium hydroxide to dissolve it, filter and acidify it with hydrochloric acid until it reaches the oil layer and freeze to crystallize the crude product. The acidified aqueous layer can be extracted with ether, and a part of the crude product can also be obtained. The crude product is distilled under reduced pressure to obtain the finished product o-ethoxybenzoic acid.

Uses

Used in pharmaceutical intermediates, but also in organic synthesis

Manufacturing Info：

Benzoic acid, 2-ethoxy-: ACTIVE

Computed Properties

Molecular Weight:166.17
XLogP3:2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:166.062994177
Monoisotopic Mass:166.062994177
Topological Polar Surface Area:46.5
Heavy Atom Count:12
Complexity:156
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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