3058-01-3

Basic information

• Product Name: 3-Methyladipic acid
• Synonyms: 3-METHYLADIPIC ACID;3-METHYLHEXANEDIOIC ACID;3-METHYLADIPIC ACID 99%;3-methylhexanedioate;3-Methyladipic acid,99%
• CAS NO: 3058-01-3
• Molecular Formula: C₇H₁₂O₄
• Molecular Weight: 160.17
• EINECS: 221-293-3
• Product Categories: API intermediates
• Mol File: 3058-01-3.mol
• Article Data: 18

Chemical Properties

• Melting Point: 100-102 °C(lit.)
• Boiling Point: 230 °C30 mm Hg(lit.)
• Flash Point: 171 °C
• Appearance: /
• Density: 1.197
• Vapor Pressure: 1.47E-05mmHg at 25°C
• Refractive Index: 1.4336 (estimate)
• PKA: 4.66±0.10(Predicted)
• Water Solubility: 198.7g/L(25.9 oC)
• CAS DataBase Reference: 3-Methyladipic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyladipic acid(3058-01-3)
• EPA Substance Registry System: 3-Methyladipic acid(3058-01-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 3058-01-3(Hazardous Substances Data)

Usage

Chemical Properties

white fine crystalline powder

Definition

ChEBI: An alpha,omega-dicarboxylic acid that is adipic acid substituted with a methyl group at position C-3.

Synthesis Reference(s)

The Journal of Organic Chemistry, 40, p. 1488, 1975 DOI: 10.1021/jo00898a024

InChI:InChI=1/C7H12O4/c1-5(4-7(10)11)2-3-6(8)9/h5H,2-4H2,1H3,(H,8,9)(H,10,11)/p-2/t5-/m0/s1

Upstream product

• 106-22-9 Citronellol 
• 89-82-7 pulegone 
• 67-66-3 chloroform 
• 589-91-3 p-methylcyclohexanol 
• 2385-77-5 (R)-Citronellal 
• 18951-85-4 (R)-citronellic acid 
• 31659-59-3 (2Z,4E)-3-methyl-2,4-hexadienedioic acid 
• 116672-65-2 3-methyl-hexa-2t,4t-dienedioic acid 
• 20966-46-5 3-methyl-7-oxo-octanoic acid 
• 116535-47-8 (E)-3-methyl-3-hexene-1,6-dioic acid 
• 855910-48-4 3-hydroxy-3-methyl-adipic acid 
• 101654-52-8 2-methyl-butane-1,1,4-tricarboxylic acid 
• 89-79-2 Isopulegol 
• 184032-22-2 5-methyl-cyclohex-1-enecarboxylic acid 

Downstream Products

• 54576-13-5 dimethyl 3-methylhexanedioate 
• 67-64-1 acetone 
• 1757-42-2 3-methyl-cyclopentanone 
• 44987-62-4 3-methyl-hexanedioyl dichloride 
• 1541-33-9 3-methyl-1,5-hexadiene 
• 1452392-61-8 4-N-(4-methoxyphenyl)-6-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine-2,4-diamine 
• 1204408-22-9 2-amino-N-(4-methoxyphenyl)-N,6-dimethyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-aminium chloride 
• 1204408-21-8 4-N-(4-methoxyphenyl)-4-N,6-dimethyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine-2,4-diamine 
• 55520-93-9 C₁₃H₂₈O₄Si₂ 
• 170277-73-3 3-methyl-1,6-diphenyl-hexane-1,6-dione 
• 67188-78-7 (+/-)-1-Methyl-cyclopentanon-(3)-semicarbazon 
• 159157-21-8 (R,S)-1,6-di(benzoyloxy)-4,4'-di(benzyloxycarbonyl)-3-methylhexane 
• 4089-71-8 (R,S)-3-methyl-1,6-hexanediol 
• 108-29-2 5-methyl-dihydro-furan-2-one 

Relevant articles and documents

Ozonolysis of methylcyclohexanols and methylcyclohexanones

Ozonolysis of isomeric methylcyclohexanols and methylcyclohexanones was studied.

Direct and Selective Synthesis of Adipic and Other Dicarboxylic Acids by Palladium-Catalyzed Carbonylation of Allylic Alcohols

A general and direct synthesis of dicarboxylic acids including industrially important adipic acid by palladium-catalyzed dicarbonylation of allylic alcohol is reported. Specifically, the combination of PdCl2 and a bisphosphine ligand (HeMaRaphos) promotes two different carbonylation reactions with high activity and excellent selectivity.

Colloidal tectonics for tandem synergistic Pickering interfacial catalysis: Oxidative cleavage of cyclohexene oxide into adipic acid

Supramolecular preorganization and interfacial recognition can provide useful architectures for colloidal building. To this aim, a novel approach, based on colloidal tectonics involving two surface-active particles containing both recognition and catalytic sites, has been developed for controlling the formation and the properties of Pickering emulsions. This was illustrated by the combination of dodecyltrimethylammonium phosphotungstate nanoparticles, [C12]3[PW12O40], and silica particles functionalized with alkyl and sulfonic acid groups, [Cn/SO3H]@SiO2. The interfacial self-assembly occurs by the penetration of the alkyl chains of [Cn/SO3H]@SiO2 into the [C12]3[PW12O40] supramolecular porous structure constituted of polar and apolar regions. The emulsions were used as a non-nitric acid route for adipic acid synthesis from the one-pot oxidative cleavage of cyclohexene oxide with aqueous H2O2. The catalytic performance was significantly boosted due to the synergistic interactions between the particles.