(R)-3-Methylhexanedioic acid

Base Information

• Chemical Name: (R)-3-Methylhexanedioic acid
• CAS No.: 623-82-5
• Molecular Formula: C7H12O4
• Molecular Weight: 160.17
• Hs Code.: 2917190090
• European Community (EC) Number: 210-816-0
• DSSTox Substance ID: DTXSID201016369
• Nikkaji Number: J57.741C
• Metabolomics Workbench ID: 70048
• Mol file: 623-82-5.mol

Synonyms:(R)-3-METHYLHEXANEDIOIC ACID;623-82-5;81177-02-8;(3R)-3-methylhexanedioic acid;(R)-(+)-3-Methyladipic acid;(+)-3-Methylhexanedioic acid;(r)-3-methyladipic acid;bmse000619;SCHEMBL713404;(R)(+)-3-Methyladipic acid;[R,(+)]-3-Methyladipic acid;(3R)-(+)-3-Methyladipic Acid;DTXSID201016369;MFCD00063200;(R)-3-Methyl-1,6-hexanedioic acid;AKOS000283830;AG-H-26146;(R)-(+)-3-Methyladipic acid, 96%

Chemical Property of (R)-3-Methylhexanedioic acid

Chemical Property:

• Appearance/Colour: white to light yellow powder
• Vapor Pressure: 1.47E-05mmHg at 25°C
• Melting Point: 81-84 °C(lit.)
• Refractive Index: 1.4336 (estimate)
• Boiling Point: 341.4 °C at 760 mmHg
• Flash Point: 170.6 °C
• PSA: 74.60000
• Density: 1.197 g/cm³
• LogP: 0.96200
• Storage Temp.: 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 160.07355886
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-(+)-3-Methyladipic acid 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(CCC(=O)O)CC(=O)O
• Isomeric SMILES: C[C@H](CCC(=O)O)CC(=O)O

Technology Process of (R)-3-Methylhexanedioic acid

There total 21 articles about (R)-3-Methylhexanedioic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

pulegone (89-82-7,90449-51-7) → (R)-3-methylhexanedioic acid (623-82-5)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; acetonitrile; for 5h;

DOI:10.1021/jo00380a040

Reference yield: 50.0%

(+)-pulegone (89-82-7,90449-51-7) → (R)-3-methylhexanedioic acid (623-82-5)

Guidance literature:

With potassium permanganate; In water; for 36h;

DOI:10.1021/jo00349a005

Reference yield:

6-hydroxy-4-methylhexanoic acid (56493-06-2) → (R)-3-methylhexanedioic acid (623-82-5) + (-)-(S)-3-methylhexanedioic acid (61898-58-6)

Guidance literature:

With Jones reagent; In acetone; at 20 ℃; for 24h;

DOI:10.1021/ja309262f

upstream raw materials:

diazomethane

diethyl ether

(S)-methyl 5-chloro-3-methyl-5-oxopentanoate

2,6-dimethyl-2,3,8-octanetriol

Downstream raw materials:

(R)-3-methylcyclopentanone

3-methyl-cyclopentanone

(R)-3-methyl-N¹,N⁶-diphenylhexanediamide

C₁₅H₁₈O₃

Refernces

• 1、 Xu, Shu,Unabara, Daisuke,Uemura, Daisuke,Arimoto, Hirokazu. "Enantioselective total synthesis of pinnaic acid and halichlorine". supporting information. p. 367 - 375. Retrieved 2014/01/06.
• 2、 Zhou, Lin,Liu, Xiaohua,Ji, Jie,Zhang, Yuheng,Hu, Xiaolei,Lin, Lili,Feng, Xiaoming. "Enantioselective baeyer-villiger oxidation: Desymmetrization of meso cyclic ketones and kinetic resolution of racemic 2-arylcyclohexanones". . p. 17023 - 17026. Retrieved 2013/01/15.