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2-Methoxybenzoic acid

2-Methoxybenzoic acid structure

CAS No:
579-75-9
Formula:
C8H8O3
Chemical Name:
2-Methoxybenzoic acid
Synonyms:
Benzoic acid,2-methoxy-;o-Anisic acid;2-Methoxybenzoic acid;o-Methoxybenzoic acid;Salicylic acid methyl ether;O-Methylsalicylic acid;NSC 3778
Categories:
Chemical Reagents > Organic Reagents

Description

2-Methoxybenzoic acid is used as an internal standard of salicylic acid and its putative biosynthetic precursors in cucumber leaves. Another known use is in the synthesis of Benextramine.

Solid|white crystalline needles with practically no odour

O-methylsalicylic acid is a methoxybenzoic acid that is the methyl ether of salicylic acid. It has a role as a non-steroidal anti-inflammatory drug and a flavouring agent. It is a conjugate acid of an O-methylsalicylate.

2-Methoxybenzoic acid Basic Attributes

Molecular Weight：

152.15

Exact Mass：

152.15

BRN：

509929

EC Number：

209-447-8

UNII：

49WA6Z7GZA

NSC Number：

3778

DSSTox ID：

DTXSID3060376

HScode：

29189090

Characteristics

PSA：

46.5

XLogP3：

1.6

Appearance：

White to off-white Crystalline Powder

Density：

1.2±0.1 g/cm3

Melting Point：

101 °C

Boiling Point：

200°C

Flash Point：

116.3±13.3 °C

Refractive Index：

1.546

Water Solubility：

4.2g/L(25 ºC)

Storage Conditions：

Store below +30°C.

Vapor Pressure：

1.59e-05 mmHg

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

R36/37/38

safety instructions：

24/25

RTECS Number：

BZ4385000

Marks：

Hazard note：

Irritant

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, and P362|Aggregated GHS information provided by 186 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

2-methoxybenzoate

2-Methoxybenzoic acid Use and Manufacturing

Methods of Manufacturing

It is derived from the reaction of salicylic acid and dimethyl sulfate. Dissolve salicylic acid in sodium hydroxide solution, cool to below 20°C, add dimethyl sulfate dropwise, control the temperature at about 20°C, and add sodium hydroxide solution dropwise after half of the addition. After the addition, the temperature was raised to 95°C within 1h, and then sodium hydroxide solution was added dropwise. Stir and reflux for 6-7h. Cool to room temperature, acidify with concentrated hydrochloric acid to pH 2 and set aside. Filter, wash with water and wash with sodium hydroxide solution to pH=8-9. Then add crystalline sodium acetate and glacial acetic acid, and filter out o-methoxybenzoic acid after standing.

Uses

Used in the synthesis of phthalide

Manufacturing Info：

Benzoic acid, 2-methoxy-: ACTIVE

Use Classification：

Flavoring Agents -> JECFA Flavorings Index

Food Additive Classes：

Flavoring Agents

Computed Properties

Molecular Weight:152.15
XLogP3:1.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:152.047344113
Monoisotopic Mass:152.047344113
Topological Polar Surface Area:46.5
Heavy Atom Count:11
Complexity:144
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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