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2-Methyl butyric acid

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CAS:116-53-0
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CAS:116-53-0
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2-Methyl butyric acid Basic information
Description References
Product Name:2-Methyl butyric acid
Synonyms:METHYLBUTYRIC ACID, DL-2-;(+/-)-2-METHYLBUTYRIC ACID;RARECHEM AL BO 0094;BUTANE-2-CARBOXYLIC ACID;FEMA 2695;CARBOXYLIC ACID C5;DL-METHYLETHYLACETIC ACID;2-Methybutyric acid
CAS:116-53-0
MF:C5H10O2
MW:102.13
EINECS:204-145-2
Product Categories:Carboxylic Acids;Alphabetical Listings;Flavors and Fragrances;M-N;C1 to C5;Carbonyl Compounds;Certified Natural ProductsFlavors and Fragrances;bc0001
Mol File:116-53-0.mol
2-Methyl butyric acid Structure
2-Methyl butyric acid Chemical Properties
Melting point -70 °C
Boiling point 176-177 °C (lit.)
density 0.936 g/mL at 25 °C (lit.)
vapor pressure 0.5 mm Hg ( 20 °C)
refractive index n20/D 1.405(lit.)
FEMA 2695 | 2-METHYLBUTYRIC ACID
Fp 165 °F
storage temp. Sealed in dry,Room Temperature
solubility 20g/l
form Liquid
pka4.8(at 25℃)
color Clear colorless to pale yellow
Odorat 10.00 % in propylene glycol. pungent acid roquefort cheese
Odor Typeacidic
biological sourcesynthetic
explosive limit1.6-7.3%(V)
Water Solubility 45 g/L (20 ºC)
JECFA Number255
BRN 1720486
Henry's Law Constant6.7×100 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
Major Applicationflavors and fragrances
Cosmetics Ingredients FunctionsPERFUMING
InChI1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)
InChIKeyWLAMNBDJUVNPJU-UHFFFAOYSA-N
SMILESCCC(C)C(O)=O
LogP1.8 at 25℃
CAS DataBase Reference116-53-0(CAS DataBase Reference)
NIST Chemistry ReferenceButanoic acid, 2-methyl-(116-53-0)
EPA Substance Registry System2-Methylbutyric acid (116-53-0)
Safety Information
Hazard Codes C
Risk Statements 21/22-34
Safety Statements 26-36/37/39-45
RIDADR UN 3265 8/PG 3
WGK Germany 1
RTECS EK7897000
13
TSCA TSCA listed
HazardClass 8
PackingGroup III
HS Code 29156090
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsAcute Tox. 4 Dermal
Acute Tox. 4 Oral
Eye Dam. 1
Met. Corr. 1
Skin Corr. 1B
MSDS Information
ProviderLanguage
2-Methyl butyric acid English
SigmaAldrich English
ACROS English
ALFA English
2-Methyl butyric acid Usage And Synthesis
Description2-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.
References[1] George A. Burdock, Encyclopedia of Food and Color Additives, Band 1, 1996
[2] T. Tachihara, H. Hashimoto, S. Ishizaki, T. Komai, A. Fujita, M. Ishikawa and T. Kitahara, Microbial resolution of 2-methylbutyric acid and its application to several chiral flavour compounds, Developments in Food Science, 2006, vol. 43, 97-100
Description2-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).
Chemical Properties 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. Slightly soluble in water, soluble in alcohol and oils. Also soluble in Propylene glycol and poorly soluble in Glycerin.
Chemical Propertiesclear colorless to pale yellowish liquid
OccurrenceOccurring as the d-, l-, and dl-isomers; the racemic form has been reported found in angelica root oil and coffee; the d-isomer in the ester form has been identified in lavender oil. Also reported found in apple, apricot, berries, grapes, papaya, peach, guava, pineapple, potato, bell pepper, tomato, peppermint and spearmint oil, vinegar, wheat breads, cheeses, chicken, mutton, pork, hop oil, beer, cognac, rum, whiskies, cider, cocoa, coffee, tea, peanuts, passion fruit, trassi, mango, plum, tamarind, rice, corn oil, loquat, scallops, Chinese quince, maté, mammee apple and Roman chamomile oil, cranberry, grape brandy, oriental tobacco, and strawberry
Uses2-Methylbutyric acid was used in the synthesis of 2-methylbutyric anhydride, an acylating agent.
Uses2-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.
PreparationBy decarboxylation of methyl ethyl malonic acid (with heat); also by oxidation of fermentation amyl alcohol (fusel oil).
DefinitionChEBI: A methylbutyric acid comprising a butyric acid core carrying a 2-methyl substituent. Produced from amino acid leucine during nutrient starvation in bacteria.
Aroma threshold valuesDetection: 10 to 60 ppb. Aroma characteristics at 1.0%: acidic sour, pungent, ripe fruit leather, lingonberry, dirty cheesy, fermented pineapple fruity with a woody nuance
Taste threshold valuesTaste characteristics at 10 ppm: dirty, acidic sour, ripe fruity, with a dairy buttery and cheesy nuance
General DescriptionEnantioselective esterification of (+/-)-2-methylbutynic acid catalyzed by Chromobacterium viscosum lipase immobilized in microemulsion-based organogels has been investigated.
Flammability and ExplosibilityNot classified
Biochem/physiol ActionsTaste at 10 ppm
Tag:2-Methyl butyric acid(116-53-0) Related Product Information
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