(S)-2-methylbutanoic acid

Base Information

• Chemical Name: (S)-2-methylbutanoic acid
• CAS No.: 1730-91-2
• Molecular Formula: C5H10O2
• Molecular Weight: 102.133
• Hs Code.: 29159000
• European Community (EC) Number: 605-661-4
• UNII: 5N31513I0N
• DSSTox Substance ID: DTXSID80881258
• Nikkaji Number: J57.314K
• Wikidata: Q27117932
• Metabolomics Workbench ID: 46183
• ChEMBL ID: CHEMBL1162482
• Mol file: 1730-91-2.mol

Synonyms:(S)-2-methylbutanoic acid;1730-91-2;(S)-(+)-2-Methylbutyric acid;(2S)-2-methylbutanoic acid;(S)-2-methylbutyric acid;2-Methylbutyric acid, (S)-;Butanoic acid, 2-methyl-, (S)-;S-(+)-2-Methylbutanoic acid;CHEMBL1162482;UNII-5N31513I0N;CHEBI:38655;Butanoic acid, 2-methyl-, (2S)-;5N31513I0N;SMB;(+)-2-methylbutanoic acid;(2S)-2-methylbutyric acid;MFCD00063166;R-2 methyl butyric acid;(S)-2-Methylbutanoicacid;(+)-2-methylbutyric acid;2-Methyl-(S)-Butanoic acid;(+)-alpha-Methylbutyric acid;(S)-alpha-methylbutanoic acid;SCHEMBL265610;D-2-METHYLBUTYRIC ACID;2-Methyl-(2S)-Butanoic acid;DTXSID80881258;(+)-(S)-2-Methylbutanoic acid;(S)-(+)-2-methylbutanoic acid;BCP18859;BDBM50412189;AKOS022183348;(S)-(+)-2-METHYLBUTYRICACID;Butyric acid, 2-methyl-, L- (6CI);(S)-(+)-2-Methylbutyric acid, 98%;AS-43107;BUTYRIC ACID, 2-METHYL-, (S)-;Butyric acid, 2-methyl-, (S)- (8CI);2-METHYLBUTYRIC ACID, (S)-(+)-;CS-0120626;EN300-100264;A811487;J-010878;Q27117932;Z1205493564

Chemical Property of (S)-2-methylbutanoic acid

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.554mmHg at 25°C
• Melting Point: -55°C
• Refractive Index: n20/D 1.406(lit.)
• Boiling Point: 175.295 °C at 760 mmHg
• PKA: 4.80±0.10(Predicted)
• Flash Point: 73.402 °C
• PSA: 37.30000
• Density: 0.963 g/cm³
• LogP: 1.11710
• Storage Temp.: 2-8°C
• 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:

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

(S)-(+)-2-Methylbutyric acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-21/22
• 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
• Isomeric SMILES: CC[C@H](C)C(=O)O
• Uses: (S)-(+)-2-Methylbutyric Acid is a chiral starting reagent used in various synthetic preparations. (S)-(+)-2-Methylbutyric acid may be used in the preparation of the stereoisomers of (R)-lavandulyl (S)-2-methylbutanoate and (R)-maconelliyl (S)-2-methylbutanoate, which are female sex pheromones found in pink hibiscus mealybug.

Technology Process of (S)-2-methylbutanoic acid

There total 181 articles about (S)-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:

meehanine H (1149379-98-5) → β-D-glucose (492-61-5) + L-rhamnose (6014-42-2) + (S)-2-Methylbutyric acid (1730-91-2) + (S)-(4-hydroxyphenyl)-8-(R)-O-hydroxy-10-N-[(S)-2-methylbutyl]amidated-1,5,10-triazacyclotridecan-2-one (1204767-46-3)

Guidance literature:

With hydrogenchloride; In water; at 60 ℃; for 1h;

DOI:10.1021/np800691k

Reference yield:

meehanine A (1149379-88-3) → β-D-glucose (492-61-5) + L-rhamnose (6014-42-2) + (S)-2-Methylbutyric acid (1730-91-2) + (S)-(4-hydroxyphenyl)-8-(R)-O-hydroxy-10-N-[(S)-2-methylbutyl]amidated-1,5,10-triazacyclotridecan-2-one (1204767-46-3)

Guidance literature:

With hydrogenchloride; In water; at 60 ℃; for 1h;

DOI:10.1021/np800691k

Reference yield:

meehanine B (1149379-89-4) → β-D-glucose (492-61-5) + L-rhamnose (6014-42-2) + (S)-2-Methylbutyric acid (1730-91-2) + (S)-(4-hydroxyphenyl)-8-(R)-O-hydroxy-10-N-[(S)-2-methylbutyl]amidated-1,5,10-triazacyclotridecan-2-one (1204767-46-3)

Guidance literature:

With hydrogenchloride; In water; at 60 ℃; for 1h;

DOI:10.1021/np800691k

upstream raw materials:

2-ethyl-2-methylmalonic acid

D-tartaric acid

(2S)-2-methyl-1-butanol

D-Isoleucine

Downstream raw materials:

(S)-N-<(S)-2-Methyl-1-oxobutyl>phenylalanin

2,1',3',4',6'-Penta-O-benzyl-6-O-(4-methoxybenzyl)-3,4-di-O-<(S)-2-methylbutyryl>sucrose

3-O-Allyl-2,1',3',4',6'-penta-O-benzyl-6-O-(4-methoxybenzyl)-4-O-<(S)-2-methylbutyryl>sucrose

2,1',3',4',6'-Penta-O-benzyl-6-O-decanoyl-4-O-isobutyryl-3-O-<(S)-2-methylbutyryl>sucrose

Refernces

• 1、 Denmark, Scott E.. "Asymmetric [2,3]-Wittig rearrangements with chiral, phosphorus anion-stabilizing groups". . p. 6631 - 6634. Retrieved 1995.
• 2、 Abdel-Magied, Ahmed F.,Singh, Amrendra K.,Haukka, Matti,Richmond, Michael G.,Nordlander, Ebbe. "Diastereomeric control of enantioselectivity: Evidence for metal cluster catalysis". . p. 7705 - 7708. Retrieved 2014.
• 3、 Rettinger,Burschka,Scheeben,Fuchs,Mosandl. "Chiral 2-alkylbranched acids, esters and alcohols. Preparation and stereospecific flavour evaluation". . p. 965 - 968. Retrieved 1991.
• 4、 Makra, Zsolt,Sz?ll?si, Gy?rgy,Bartók, Mihály. "Achiral amine additives in the enantioselective hydrogenation of aliphatic α,β-unsaturated acids over cinchonidine-modified Pd/Al 2O3 catalyst". . p. 56 - 61. Retrieved 2012.
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• 6、 Pan, Jian-Yu,Chen, Shi-Lin,Li, Min-Yi,Li, Jun,Yang, Mei-Hua,Wu, Jun. "Limonoids from the seeds of a hainan mangrove, xylocarpus granatum". . p. 1672 - 1679. Retrieved 2010.
• 7、 Sarigaputi, Chanin,Sommit, Damrong,Teerawatananond, Thapong,Pudhom, Khanitha. "Weakly anti-inflammatory limonoids from the seeds of xylocarpus rumphii". . p. 2037 - 2043. Retrieved 2014.
• 8、 Ninomiya, Kiyofumi,Morikawa, Toshio,Xie, Haihui,Matsuda, Hisashi,Yoshikawa, Masayuki. "Bioactive constituents from chinese natural medicines. XXXI.1 hepatoprotective principles from sinocrassula indica: Structures of sinocrassosides A8, A9, A10, A11, and A12". . p. 1983 - 1995. Retrieved 2008.
• 9、 Chelucci. "Optically active alkylvinylpyridines: Synthesis of (±)-(S)-6-(1-methylpropyl)-2-vinylpyridine". . p. 2645 - 2651. Retrieved 1992.
• 10、 Gao, Feng,Wang, Dan,Huang, Xing. "Synthesis, isolation, stereostructure and cytotoxicity of paclitaxel analogs from cephalomannine". . p. 79 - 84. Retrieved 2013.