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245526

Sigma-Aldrich

(S)-(+)-2-Methylbutyric acid

98%

Synonym(s):

(2S)-2-methylbutanoic acid, (S)-2-methylbutanoate, (S)-2-methylbutanoic acid, (S)-2-methylbutyric acid, 2-methylbutyric acid

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About This Item

Linear Formula:
C2H5CH(CH3)CO2H
CAS Number:
1730-91-2
Molecular Weight:
102.13
Beilstein:
1720485
MDL number:
MFCD00063166
UNSPSC Code:
51113400
PubChem Substance ID:
24854738
NACRES:
NA.22

Assay

98%

form

liquid

optical activity

[α]20/D +19°, neat

optical purity

ee: 98% (GLC)

refractive index

n20/D 1.406 (lit.)

bp

78 °C/15 mmHg (lit.)

density

0.938 g/mL at 25 °C (lit.)

functional group

carboxylic acid

storage temp.

2-8°C

SMILES string

CC[C@H](C)C(O)=O

InChI

1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)/t4-/m0/s1

InChI key

WLAMNBDJUVNPJU-BYPYZUCNSA-N

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Application

(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.
Chiral starting material

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

163.4 °F - closed cup

Flash Point(C)

73 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000351118
0000351118
0000217520
0000217508
0000185428

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Sex pheromone of the pink hibiscus mealybug, Maconellicoccus hirsutus, contains an unusual cyclobutanoid monoterpene.
Zhang A, et al.
Proceedings of the National Academy of Sciences of the USA, 101(26), 9601-9606 (2004)
Lauren E Kelley et al.
Journal of agricultural and food chemistry, 66(10), 2414-2421 (2017-01-07)
Potent odorants in Native spearmint, Scotch spearmint, and Macho mint oils were determined by the combined use of gas chromatography-olfactometry (GCO), gas chromatography-mass spectrometry (GC-MS), and aroma extract dilution analysis (AEDA). Of the 85 odorants detected, ( R)-(-)-carvone was the
Gregory Kaler et al.
The Journal of biological chemistry, 282(33), 23841-23853 (2007-06-08)
Organic anion transporters (OATs, SLC22) interact with a remarkably diverse array of endogenous and exogenous organic anions. However, little is known about the structural features that determine their substrate selectivity. We examined the substrate binding preferences and transport function of

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