83-40-9

Basic information

• Product Name: 3-Methylsalicylic acid
• Synonyms: 2-Hydroxy-3-methylbenzoic acid;3-Methylsalicylic acid;Cresotic acid;Hydroxytoluic acid;NSC 50796;2-Hydroxy-3-methylbenzoic acid, o-Cresotic acid;3-Methylsalicylic acid ,99%;3-Methylsalicylic ac
• CAS NO: 83-40-9
• Molecular Formula: C₈H₈O₃
• Molecular Weight: 152.15
• EINECS: 209-447-8
• Product Categories: Aromatics;Intermediates of Dyes and Pigments;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 83-40-9.mol
• Article Data: 20

Chemical Properties

• Melting Point: 98-100 °C(lit.)
• Boiling Point: 234.6°C (rough estimate)
• Flash Point: 145.4 °C
• Appearance: Almost white/Fine Powder
• Density: 1.2143 (rough estimate)
• Vapor Pressure: 0.000797mmHg at 25°C
• Refractive Index: 1.4945 (estimate)
• Storage Temp.: -20?C Freezer
• Solubility: methanol: soluble5%, clear to slightly hazy (colorlessto faint b
• PKA: pK1:2.99 (25°C)
• Water Solubility: 1.5 g/L (20 ºC)
• Merck: 14,2581
• BRN: 2086811
• CAS DataBase Reference: 3-Methylsalicylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methylsalicylic acid(83-40-9)
• EPA Substance Registry System: 3-Methylsalicylic acid(83-40-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36/39-22
• RIDADR: UN 2811
• WGK Germany: 3
• RTECS: BZ4385000
• TSCA: Yes
• Hazardous Substances Data: 83-40-9(Hazardous Substances Data)

Usage

Chemical Properties

White To Slightly Reddish Crystalline Solid

Uses

Different sources of media describe the Uses of 83-40-9 differently. You can refer to the following data:
1. analgesic, antiseptic
2. 3-Methylsalicylic acid is used in manufacture of dyes.
3. Toxicity is similar to salicylic acid. Used in manufacturing of dyes

Definition

ChEBI: A monohydroxybenzoic acid consisting of salicylic acid carrying a methyl group at the 3-position.

Synthesis Reference(s)

Synthesis, p. 758, 1984 DOI: 10.1055/s-1984-30960

General Description

3-Methylsalicylic acid reacts with WOCl4 to yield tungsten(VI) oxo-salicylate complexes.

Purification Methods

Crystallise the acid from water. [Beilstein 10 H 220, 10 II 131, 10 III 505, 10 IV 601.]

InChI:InChI=1/C8H8O3/c1-5-3-2-4-6(7(5)9)8(10)11/h2-4,9H,1H3,(H,10,11)/p-1

Upstream product

• 56-23-5 tetrachloromethane 
• 95-48-7 ortho-cresol 
• 109-72-8 n-butyllithium 
• 60-29-7 diethyl ether 
• 100-51-6 benzyl alcohol 
• 75-44-5 phosgene 
• 124-38-9 carbon dioxide 
• 56-81-5 glycerol 
• 114223-12-0 3-(2-methylphenoxy)-3-oxo-propanoic acid 
• 5437-38-7 3-methyl-2-nitrobenzoic acid 
• 4389-45-1 3-methylantranilic acid 
• 41796-14-9 2,8-dimethylchromone 
• 17201-44-4 sodium ethyl carbonate 
• 1344113-37-6 C₁₅H₂₆O₂Si 

Downstream Products

• 4365-31-5 4-hydroxy-5-methyl-isophthalic acid 
• 2581-36-4 3,3'-dicarboxy-4,4'-dihydroxy-5,5'-dimethyldiphenylmethane 
• 854453-04-6 2-hydroxy-3-methyl-benzoic acid-(4-nitro-phenyl ester) 
• 55211-85-3 ethyl 2-hydroxy-3-methylbenzoate 
• 67120-36-9 2-hydroxy-3-methyl-benzoic acid-(2-ethyl-hexyl ester) 
• 14674-54-5 eriochrome cyanine R 
• 824-42-0 2-methoxy-3-methylbenzaldehyde 
• 52017-57-9 2-methylpimelic acid 
• 13073-29-5 2-methyl-6-nitrophenol 
• 54674-88-3 2-hydroxy-3-methyl-5-nitro-benzoic acid 
• 534-52-1 6-methyl-2,4-dinitrophenol 

Relevant articles and documents

Carboxylation of Phenols with CO2 at Atmospheric Pressure

A convenient and efficient method for the ortho-carboxylation of phenols under atmospheric CO2 pressure has been developed. This method provides an alternative to the previously reported Kolbe-Schmitt method, which requires very high pressures of CO2. The addition of a trisubstituted phenol has proved essential for the successful carboxylation of phenols with CO2 at standard atmospheric pressure, allowing the efficient preparation of a broad variety of salicylic acids.

General method for the synthesis of salicylic acids from phenols through palladium-catalyzed silanol-directed C-H carboxylation

A silanol-directed, palladium-catalyzed C-H carboxylation reaction of phenols to give salicylic acids has been developed. This method features high efficiency and selectivity, and excellent functional-group tolerance. The generality of this method was demonstrated by the carboxylation of estrone and by the synthesis of an unsymmetrically o,o′-disubstituted phenolic compound through two sequential C-H functionalization processes.

Preparation and X-ray structural study of 1-arylbenziodoxolones

Various 1-arylbenziodoxolones can be conveniently prepared from 2-iodobenzoic acid and arenes by a one-pot procedure using Oxone (2KHSO 5·KHSO4·K2SO4) as an inexpensive and environmentally safe oxidant. This procedure is also applicable for the synthesis of the 7-methylbenziodoxolone ring system using 2-iodo-3-methylbenzoic acid as starting compound. Structures of four 1-arylbenziodoxolone derivatives were established by single-crystal X-ray diffraction analysis. An enhanced reactivity of 1-aryl-7-methylbenziodoxolones toward nucleophiles compared to unsubstituted 1-arylbenziodoxolones has been found.