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W269514

Sigma-Aldrich

(±)-2-Methylbutyric acid

natural, ≥98%, FG

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Synonym(s):
Ethyl methyl acetic acid, Methylethyl acetic acid
Linear Formula:
CH3CH2CH(CH3)COOH
CAS Number:
116-53-0
Molecular Weight:
102.13
FEMA Number:
2695
Beilstein:
1720486
EC Number:
204-145-2
Council of Europe no.:
2002c
MDL number:
MFCD00002669
UNSPSC Code:
12164502
PubChem Substance ID:
24901263
Flavis number:
8.046
NACRES:
NA.21

grade

FG
Fragrance grade
Halal
Kosher
natural

Quality Level

400

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 172.515

Assay

≥98%

refractive index

n20/D 1.405 (lit.)

bp

176-177 °C (lit.)

density

0.936 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

cheesy; fruity; acidic

SMILES string

CCC(C)C(O)=O

InChI

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

InChI key

WLAMNBDJUVNPJU-UHFFFAOYSA-N

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General description

(±)-2-Methylbutyric acid is one of the volatile flavor compounds identified in kogyoku apple juice and Danish Blue cheese.
Natural occurrence: Apple, apricot, cider, cocoa, cranberry, grape, grape brandy, oriental tobacco, strawberry, vinegar, whiskey.

Application


  • Detection of Maize Mold Based on a Nanocomposite Colorimetric Sensor Array under Different Substrates.: This study focuses on the application of (±)-2-Methylbutyric acid in the development of nanocomposite colorimetric sensor arrays, facilitating the rapid detection of mold in maize. This advancement highlights the compound′s potential in agricultural quality control and food safety (Lin et al., 2024).

  • Regulation mechanism and bioactivity characteristic of surfactin homologues with C14 and C15 fatty acid chains.: Research elaborates on the bioactive characteristics of surfactin homologues involving (±)-2-Methylbutyric acid, underscoring its crucial role in enhancing the microbial production of bioactive compounds. This has significant implications for pharmaceuticals and bioengineering (Su et al., 2024).

  • Multifaceted analysis of the effects of roasting conditions on the flavor of fragrant Camellia oleifera Abel. seed oil.: This paper explores how (±)-2-Methylbutyric acid influences the flavor profile of Camellia oleifera seed oil under various roasting conditions, emphasizing its importance in enhancing food flavors and consumer products (Han et al., 2024).

Biochem/physiol Actions

Taste at 10 ppm

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H290,H302 + H312,H314

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

WGK

WGK 1

Flash Point(F)

170.6 °F

Flash Point(C)

77 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Contributions of Cow, Sheep, and Goat Milks to Characterizing Branched-Chain Fatty Acid and Phenolic Flavors in Varietal Cheeses1.
Ha JK & Lindsay RC.
Journal of Dairy Science, 74(10), 3267-3274 (1991)
Volatile flavor components of Kogyoku apples.
Yajima I, et al.
Agricultural and Biological Chemistry, 48(4), 849-855 (1984)
B Schatowitz et al.
Journal of chromatography, 425(2), 257-268 (1988-03-18)
A method for the simultaneous determination of non-esterified short-, medium- and long-chain fatty acids and other types of metabolically relevant carboxylic acids such as hydroxy, keto, aromatic and dicarboxylic acids in biological material by capillary gas chromatography of benzyl ester
Kei M Igarashi et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 32(23), 7970-7985 (2012-06-08)
Odor signals are conveyed from the olfactory bulb to the olfactory cortex (OC) by mitral cells (MCs) and tufted cells (TCs). However, whether and how the two types of projection neuron differ in function and axonal connectivity is still poorly
Vineet K Singh et al.
Applied and environmental microbiology, 74(19), 5882-5890 (2008-08-12)
Staphylococcus aureus is a major community and nosocomial pathogen. Its ability to withstand multiple stress conditions and quickly develop resistance to antibiotics complicates the control of staphylococcal infections. Adaptation to lower temperatures is a key for the survival of bacterial
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