2-Methylbutanoic acid

Base Information

• Chemical Name: 2-Methylbutanoic acid
• CAS No.: 116-53-0
• Deprecated CAS: 600-07-7
• Molecular Formula: C₅H₁₀O₂
• Molecular Weight: 102.133
• Hs Code.: 29156090
• European Community (EC) Number: 204-145-2,209-982-7
• NSC Number: 7304
• UNII: PX7ZNN5GXK
• DSSTox Substance ID: DTXSID5021621
• Nikkaji Number: J2.000A
• Wikipedia: 2-Methylbutanoic_acid
• Wikidata: Q209433
• NCI Thesaurus Code: C169822
• RXCUI: 1307830,1311163
• Metabolomics Workbench ID: 142
• ChEMBL ID: CHEMBL1160012
• Mol file: 116-53-0.mol

Synonyms:2-methylbutanoic acid;2-methylbutyrate;2-methylbutyrate, (+-)-isomer;2-methylbutyrate, sodium salt;2-methylbutyric acid;alpha-methylbutyrate;RS-2-methylbutyrate

Chemical Property of 2-Methylbutanoic acid

Chemical Property:

• Appearance/Colour: clear colorless to pale yellowish liquid
• Vapor Pressure: 0.5 mm Hg ( 20 °C)
• Melting Point: -70 °C
• Refractive Index: n20/D 1.405(lit.)
• Boiling Point: 175.3 °C at 760 mmHg
• PKA: 4.8(at 25℃)
• Flash Point: 73.4 °C
• PSA: 37.30000
• Density: 0.962 g/cm³
• LogP: 1.11710
• Storage Temp.: 0-6°C
• Solubility.: 20g/l
• Water Solubility.: 45 g/L (20 ºC)
• 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:

99.9% ^*data from raw suppliers

DL-2-Methylbutyric Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 21/22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C)C(=O)O
• General Description: 2-Methyl butyric acid (also known as α-methylbutyric acid) is one of the volatile acids identified in the hydrolysis of bussein, a natural ester found in East African timbers. It was detected alongside acetic acid and isobutyric acid, with a quantitative ratio of 1:3:1 (α-methylbutyric acid:acetic acid:isobutyric acid). The study highlights its presence in complex natural esters and demonstrates the utility of NMR spectrometry for its identification and analysis, particularly when converted into p-phenylphenacyl esters. This method proves efficient for characterizing similar volatile acids in natural products.

Technology Process of 2-Methylbutanoic acid

There total 112 articles about 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: 98.3%

pentanal (110-62-3) + 2-Methylbutyraldehyde (96-17-3,57456-98-1) + isovaleraldehyde (590-86-3) → 3-methylbutyric acid (503-74-2) + 2-Methylbutanoic acid (116-53-0,600-07-7) + valeric acid (109-52-4)

Guidance literature:

With oxygen; valerianate de potassium; iron; In water; at 50 ℃; for 6h; Product distribution / selectivity;

Reference yield: 98.2%

Tiglic acid (80-59-1) → 2-Methylbutanoic acid (116-53-0,600-07-7)

Guidance literature:

With {Ru2(μ-OOCCH3)2(CO)4(P(C4H9)3)2}; hydrogen; In ethanol; toluene; for 22h; under 98800 Torr; Heating;

DOI:10.1016/j.jorganchem.2004.09.048

upstream raw materials:

formic acid

iso-butanol

Tiglic acid

2-Methylbutyraldehyde

Downstream raw materials:

iso-butyl chloroformate

3-butyl ketone

2-bromo-2-methyl-butyric acid

2-methyl-butyric acid-(4-bromo-anilide)

Refernces

Extractives from East Africa Timbers. Part 111.l The Identification of Volatile Acids from Complex Natural Esters

10.1039/j39660000949

The study investigates the identification of volatile acids from the complex natural ester bussein, a compound found in East African timbers. Bussein was hydrolyzed using sodium hydroxide in aqueous methanol, yielding acetic acid, isobutyric acid, and α-methylbutyric acid, along with a non-volatile residue. The volatile acids were analyzed using a simple NMR spectrometric method. The acids were initially identified by converting them into their p-phenylphenacyl esters and separating them via chromatography, with the esters of isobutyric and α-methylbutyric acids forming mixed crystals. The NMR spectra of these mixed crystals provided a clear and convenient way to analyze the acids. The study also explored the quantitative determination of these acids through NMR, showing a ratio of acetic acid to isobutyric acid to α-methylbutyric acid of 3:1:1. The research suggests that this NMR method is effective for analyzing similar esters in veratrum alkaloids and is likely the preferred method for such analyses.