(R)-2-Methylbutanoic acid

Base Information

• Chemical Name: (R)-2-Methylbutanoic acid
• CAS No.: 32231-50-8
• Molecular Formula: C5H10O2
• Molecular Weight: 102.133
• Hs Code.: 2915900090
• DSSTox Substance ID: DTXSID8091536
• Nikkaji Number: J57.315I
• Wikidata: Q27094645
• Metabolomics Workbench ID: 52419
• ChEMBL ID: CHEMBL1162483
• Mol file: 32231-50-8.mol

Synonyms:(R)-2-Methylbutanoic acid;32231-50-8;(2R)-2-methylbutanoic acid;(R)-2-methylbutyric acid;Butanoic acid, 2-methyl-, (2R)-;(2R)-2-methylbutyric acid;CHEMBL1162483;CHEBI:45525;MFCD09029093;(R)-2-methylbutanoate;(R)-2-Methylbutanoicacid;(R)-2-methyl-butyric acid;(+-)-2-Methylbutanoic acid;SCHEMBL186666;DTXSID8091536;BDBM50412188;STL164328;AKOS005363826;DB03741;DS-17164;PD007278;CS-0130653;EN300-100504;Q27094645

Chemical Property of (R)-2-Methylbutanoic acid

Chemical Property:

• Refractive Index: 1.4049 (589.3 nm 25℃)
• Boiling Point: 50℃ (0.07 Torr)
• PKA: 4.80±0.10(Predicted)
• PSA: 37.30000
• Density: 0.9313 g/cm3(Temp: 25 °C)
• LogP: 1.11710
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 102.068079557
• Heavy Atom Count: 7
• Complexity: 68.5

Purity/Quality:

99% ^*data from raw suppliers

(R)-2-MethylbutyricAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(=O)O
• Isomeric SMILES: CC[C@@H](C)C(=O)O
• Uses: (R)-2-Methylbutyric Acid is a metabolite of Ethyl (E)-2-methyl-2-butenoate (Ethyl tiglate), an important aroma compound in apples.

Technology Process of (R)-2-Methylbutanoic acid

There total 28 articles about (R)-2-Methylbutanoic 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: 100.0%

Tiglic acid (80-59-1) + RuHCl((+)-BINAP)2 + argon → 2-Methylbutanoic acid (116-53-0,600-07-7) + (R)-2-methylbutyric acid (32231-50-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; ethanol;

Reference yield: 100.0%

Tiglic acid (80-59-1) + Ru4 Cl4 ((+)-BINAP)2 NEt3 + dicyclohexylmethylamine (19293-63-1) + argon → 2-Methylbutanoic acid (116-53-0,600-07-7) + (R)-2-methylbutyric acid (32231-50-8)

Guidance literature:

In tetrahydrofuran; ethanol;

Reference yield: 100.0%

Tiglic acid (80-59-1) → (R)-2-methylbutyric acid (32231-50-8) + (S)-2-Methylbutyric acid (1730-91-2)

Guidance literature:

With hydrogen; triethylamine; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In ethanol; benzene; for 24h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1246/bcsj.59.175

upstream raw materials:

7α-acetoxy-3β-((2S,3R)-3-acetoxy-2-hydroxy-2-methyl-butyryloxy)-4α,9-epoxy-15α-((R)-2-methyl-butyryloxy)-5β-cevane-4β,14,16β,20-tetraol

Tiglic acid

(S)-2-tert-Butyl-3-(2-methyl-butyryl)-4-oxo-3,4-dihydro-2H-pyrimidine-1-carboxylic acid methyl ester

ethyl iodide

Downstream raw materials:

methyl (R)-2-methylbutanoate

(2-ethyl-hexyl ester) of/the/ (-)(R)-methylethylacetic acid

(+/-)-4-Methyl-hexansaeure-methylester

-(-)-1-methylpropyl phenyl ketone

Refernces

• 1、 Tian, Xinhui,Ding, Gang,Peng, Chaozhong,Hu, Yanbao,Li, Li,Chen, Hong,Zou, Zhongmei. "Sinapyl alcohol derivatives from the lipo-soluble part of Dichrocephala benthamii C. B. Clarke". . p. 1720 - 1727. Retrieved 2013.
• 2、 Atobe, Mahito,Fukazawa, Atsushi,Hashimoto, Yasushi,Sato, Yasushi,Tanaka, Kenta. "Electrocatalytic asymmetric hydrogenation of α,β-unsaturated acids in a PEM reactor with cinchona-modified palladium catalysts". . . Retrieved 2020/04/28.
• 3、 Sugimura, Takashi,Tomatsuri, Satoshi,Fujita, Morifumi,Okamoto, Yasuaki. "Hydrogen/deuterium isotopic labeling study of enantioselective hydrogenation of (E)-2-Methyl-2-butenoic acid over a cinchonidine-modified Pd/C catalyst". . p. 1737 - 1742. Retrieved 2019/10/01.