3921-12-8

Basic information

• Product Name: 2-hydroxy-3,6-dimethylbenzoic acid
• CAS NO: 3921-12-8
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.1739
• Mol File: 3921-12-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 302.9°C at 760 mmHg
• Flash Point: 151.2°C
• Density: 1.249g/cm³
• Vapor Pressure: 0.000424mmHg at 25°C
• Refractive Index: 1.587
• CAS DataBase Reference: 2-hydroxy-3,6-dimethylbenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxy-3,6-dimethylbenzoic acid(3921-12-8)
• EPA Substance Registry System: 2-hydroxy-3,6-dimethylbenzoic acid(3921-12-8)

Safety Data

• Hazardous Substances Data: 3921-12-8(Hazardous Substances Data)

Upstream product

• 95-87-4 2,5-Dimethylphenol 
• 124-38-9 carbon dioxide 
• 15719-64-9 methylammonium carbonate 
• 1245729-61-6 C₂₉H₄₂N₇O₁₈P₃S 
• 14031-35-7 S-Adenosyl-L-methionine 
• 200625-47-4 polyketomycin 
• 1666-04-2 2-hydroxy-3,6-dimethylbenzaldehyde 
• 31297-30-0 4,7-dimethyl-benzofuran-2,3-dione 
• 7722-84-1 dihydrogen peroxide 

Downstream Products

• 3921-13-9 2-hydroxy-3,6-dimethylbenzoic acid methyl ester 
• 958871-82-4 C₃₀H₄₄N₇O₁₈P₃S 
• 91497-81-3 2,5-Dimethyl-6-methoxycarbonyl-o-chinol-acetat 
• 90888-29-2 methyl 6-formyl-2-hydroxy-3-methylbenzoate 
• 92524-90-8 3-(4-Chloro-benzoyl)-6-hydroxy-2,5-dimethyl-benzoic acid 
• 3929-88-2 2-acetoxy-3,6-dimethyl-benzoic acid 
• 92524-74-8 3-(4-Chloro-benzoyl)-N-(2-chloro-4-nitro-phenyl)-6-hydroxy-2,5-dimethyl-benzamide 

Relevant articles and documents

Enediyne antitumor antibiotic maduropeptin biosynthesis featuring a C-methyltransferase that acts on a COA-Tethered aromatic substrate

The enediyne antitumor antibiotic maduropeptin (MDP) is produced by Actinomadura madurae ATCC 39144. The biosynthetic pathway for the 3,6-dimethylsalicylic acid moiety of the MDP chromophore is proposed to be comprised of four enzymes: MdpB, MdpB1, MdpB2, and MdpB3. Based on the previously characterized biosynthesis of the naphthoic acid moiety of neocarzinostatin (NCS), we expected a biosynthetic pathway featuring carboxylic acid activation by the MdpB2 CoA ligase immediately before its coupling to an enediyne core intermediate. Surprisingly, the MDP aromatic acid biosynthetic pathway employs an unusual logic in which MdpB2-catalyzed CoA activation occurs before MdpB1-catalyzed C-methylation, demonstrating that MdpB1 is apparently unique in its ability to C-methylate a CoA-tethered aromatic acid. MdpB2 is a promiscuous CoA ligase capable of activating a variety of salicylic acid analogues, a property that could be potentially exploited to engineer MDP analogues.

Synthetic studies on maduropeptin chromophore 2. Synthesis of the madurosamine aryl amide and the C1'-C9' fragments

A retrosynthetic analysis (Scheme 1) of maduropeptin chromophore artifact 1 defined compounds 2 and 3 as required building blocks. The construction of 2 was achieved starting from the 2,5-dimethyl derived aromatic acid 8 and the D-serine derived δ-lactone