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% ^*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
• Description: 2-methyl butyric acid has a pungent, acrid odor which is similar to Roquefort cheese with an acrid taste. At low dilutions, it has a pleasant fruity taste. It can be prepared either by decarboxylation of methyl ethyl malonic acid or by the oxidation of fermentation amyl alcohol (fusel oil). It is used as a flavor ingredient for butter, cream, cheese flavor deployment. It also provides acyl moiety for the preparation of the respective flavor esters. 2-Methylbutyric acid has a pungent, acrid odor similar to Roquefort cheese with an acrid taste. At low dilutions, it has a pleasant fruity taste. May be prepared by decarboxylation of methyl ethyl malonic acid (with heat); also by oxidation of fermentation amyl alcohol (fusel oil).
• Uses: 2-Methylbutyric acid, can be used as food additive for butter, cream, cheese flavor deployment. It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff. It is also used in the synthesis of 2-methylbutyric anhydride. 2-Methylbutyric acid was used in the synthesis of 2-methylbutyric anhydride, an acylating agent. Used in the synthesis of 2-methylbutyric anhydride

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:

ethyl 2-methylbutyrate

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-methylbutanoate

2-hydroxy-2-methylbutyric acid

iso-butyl chloroformate

Refernces

• 1、 Gazdag, Tamás,Baróthi, ádám,Juhász, Koppány Levente,Kunfi, Attila,Németh, Péter,Sápi, András,Kukovecz, ákos,Kónya, Zoltán,Szori, Kornél,London, Gábor. "Effect of particle restructuring during reduction processes over polydopamine-supported Pd nanoparticles". . p. 484 - 491. Retrieved 2019.
• 2、 Alhaji,Mary, S. Sofiya Lawrence. "Kinetics and mechanism of oxidation of isoleucine by n-bromophthalimide in aqueous perchloric acid medium". . p. 1728 - 1733. Retrieved 2011.
• 3、 Fujita,S. et al.. "-". . p. 2571 - 2574. Retrieved 1972.
• 4、 Greaves,Landor,Landor,Odyek. "Synthesis and reactions of allenic amides. Allenes-XXXI". . p. 1427 - 1430. Retrieved 1974.
• 5、 Patterson et al.. "". . p. 4033. Retrieved 1968.
• 6、 Takahashi et al.. "". . p. 2066,2067. Retrieved 1965.
• 7、 Jiang, Bingya,Lin, Sheng,Zhu, Chenggen,Wang, Sujuan,Wang, Yanan,Chen, Minghua,Zhang, Jianjun,Hu, Jinfeng,Chen, Naihong,Yang, Yongchun,Shi, Jiangong. "Diterpenoid alkaloids from the lateral root of Aconitum carmichaelii". . p. 1145 - 1159,15. Retrieved 2012.
• 8、 Yoneda, Norihiko,Takahashi, Yukio,Fukuhara, Tsuyoshi,Suzuki, Akira. "Reaction of Carbocations Derived from Alkanes with Carbon Monoxide in HF-SbF5 Superacid". . p. 2819 - 2826. Retrieved 1986.
• 9、 Cho, Jaeheung,Jeong, Donghyun,Park, Younwoo,Shin, Bongki. "Nucleophilic reactivity of a mononuclear cobalt(iii)-bis(: Tert -butylperoxo) complex". supporting information. p. 9449 - 9452. Retrieved 2020/09/07.
• 10、 Reed, John H.,Cramer, Nicolai. "1,3,2-Diazaphospholenes Catalyze the Conjugate Reduction of Substituted Acrylic Acids". . p. 4262 - 4266. Retrieved 2020/07/13.