58138-52-6

Basic information

• Product Name: 4,5-dimethylsalicylic acid
• Synonyms: 4,5-dimethylsalicylic acid;2-HYDROXY-4,5-DIMETHYL-BENZOIC ACID
• CAS NO: 58138-52-6
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.1739
• EINECS: 261-140-8
• Mol File: 58138-52-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 329.6°C at 760 mmHg
• Flash Point: 167.4°C
• Appearance: /
• Density: 1.249g/cm³
• Vapor Pressure: 7.04E-05mmHg at 25°C
• Refractive Index: 1.587
• CAS DataBase Reference: 4,5-dimethylsalicylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-dimethylsalicylic acid(58138-52-6)
• EPA Substance Registry System: 4,5-dimethylsalicylic acid(58138-52-6)

Safety Data

• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 58138-52-6(Hazardous Substances Data)

Usage

Description

4,5-Dimethylsalicylic acid, also known as 2-hydroxy-4,5-dimethylbenzoic acid, is an organic compound derived from salicylic acid with two methyl groups attached at the 4th and 5th positions. It is a key intermediate in the synthesis of various pharmaceuticals and exhibits properties similar to those of salicylic acid, with potential applications in the medical and pharmaceutical industries.

Uses

Used in Pharmaceutical Industry:
4,5-Dimethylsalicylic acid is used as a key intermediate for the preparation of 4,5-Dimethylaspirin, which possesses antipyretic (fever-reducing) and analgesic (pain-relieving) activities similar to those of aspirin. This makes it a valuable compound in the development of medications aimed at treating pain and reducing fever.

InChI:InChI=1/C9H10O3/c1-5-3-7(9(11)12)8(10)4-6(5)2/h3-4,10H,1-2H3,(H,11,12)

Upstream product

• 496-78-6 2,4,5-trimethylphenol 
• 1666-03-1 4,5-dimethylsalicylaldehyde 
• 95-65-8 3,4-Dimethylphenol 
• 558-13-4 carbon tetrabromide 
• 56-23-5 tetrachloromethane 
• 95646-19-8 3-(2-Hydroxy-4,5-dimethyl-benzoyl)-2-p-tolyl-2,3-dihydro-isoindol-1-one 
• 91061-36-8 2-methoxy-4,5-dimethylbenzoic acid 
• 3453-84-7 2,4,5-trimethylbenzenesulfonic acid 
• 71321-29-4 2-Hydroxy-2-(2-hydroxy-4,5-dimethyl-phenyl)-indan-1,3-dione 
• 36436-65-4 2-acetyl-4,5-dimethylphenol 
• 22618-23-1 3,4-dimethylphenyl acetate 
• 91969-74-3 2'-methoxy-4',5'-dimethylacetophenone 
• 619-04-5 3,4-dimethylbenzoic acid 

Downstream Products

• 132757-93-8 methyl 2-hydroxy-4,5-dimethylbenzoate 
• 860508-47-0 3-bromo-2-hydroxy-4,5-dimethyl-benzoic acid 
• 14387-03-2 2-acetoxy-4,5-dimethyl-benzoic acid 

Relevant articles and documents

Palladium-catalyzed ortho-C-H hydroxylation of benzoic acids

A simple Pd(OAc)2 catalyzed ortho-hydroxylation of benzoic acids using TBHP as the sole oxidant has been explored. This protocol features relatively broad substrate scope and operational simplicity. The compatibility of ortho-substituted substrates is an effective complement to the previous ortho-hydroxylation reaction.

Pd(II)-catalyzed hydroxylation of arenes with 1 atm of O2 or air

(Chemical Equation Presented) Pd(II)-catalyzed ortho-hydroxylation of variously substituted benzoic acids under 1 atm of O2 or air is achieved under nonacidic conditions. Extensive labeling studies support a direct oxygenation of aryl C-H bonds with molecular oxygen.

A new and mild synthesis of substituted salicylic acids

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