2-methylbutyric acid methyl ester

Structural formula
	Structural formula without stereochemistry
General
Surname	2-methylbutyric acid methyl ester
other names	Methyl 2-methylbutyrate
Molecular formula	C 6 H 12 O 2
Brief description	colorless liquid with a fruity odor
External identifiers / databases
EC number	212-778-0
ECHA InfoCard	100,011,617
PubChem	13357
ChemSpider	12788
Wikidata	Q24734848
properties
Molar mass	116.16 g mol −1
Physical state	liquid
density	0.885 g cm −3
boiling point	115 ° C
Vapor pressure	20 hPa (20 ° C)
solubility	poorly soluble in water; soluble in ethanol and oils;
Refractive index	1.393 (20 ° C)
safety instructions
GHS labeling of hazardous substances danger
H and P phrases	H: 225
	P: 210-243
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

2-methylbutyric acid methyl ester is a fruit flavor from the group of carboxylic acid esters .

Occurrence

2-Methylbutyric acid methyl ester is an important odor-active component of pineapples , apples , cantaloupes , cucumbers and strawberries .

pineapple
Apple
apricot

The connection was found in a number of other natural products such as fresh strawberry juice , apricots , sour cherries , melons , peas , baked potatoes, peppermint oil , spearmint, thymus , durian (Durio zibethinus), olives , mushrooms, star fruit , prickly pears , dill herbs , cashew apples , cherimoya , Loquat , mountain papaya , cape gooseberries and rooibos tea, (Aspalathus linearis) blueberries and cheese. The levorotatory and racemic forms are known in nature .

Extraction and presentation

Methyl 2-methylbutyrate can be obtained by reacting 2-butene with methanol and carbon monoxide under pressure and in the presence of a palladium compound or an acid as a catalyst .

properties

Methyl 2-methylbutyrate is a highly flammable, volatile, colorless liquid with a fruity odor that is sparingly soluble in water. The compound has a sweet, fruity, apple-like odor and an apple-like taste in low concentrations.

use

Methyl 2-methylbutyrate is used as a flavoring substance .

safety instructions

The vapors of methyl 2-methylbutyrate can form an explosive mixture with air ( flash point 16 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on 2-methylbutyric acid methyl ester in the GESTIS substance database of the IFA , accessed on December 17, 2018(JavaScript required) .
↑ ^a ^b ^c ^d George A. Burdock: Fenaroli's Handbook of Flavor Ingredients . CRC Press, 2016, ISBN 978-1-4200-9086-4 , pp. 1316 ( limited preview in Google Book search).
↑ ^a ^b Data sheet Methyl 2-methylbutyrate, ≥98%, FCC, FG from Sigma-Aldrich , accessed on December 17, 2018 ( PDF ).
↑ H.-D. Belitz, Werner Grosch, Peter Schieberle: Textbook of food chemistry . Springer-Verlag, 2007, ISBN 978-3-540-73202-0 , p. 865 ( limited preview in Google Book search).
↑ Jürgen Falbe: Syntheses with carbon monoxide . Springer-Verlag, 2013, ISBN 978-3-642-95008-7 , pp. 206 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on 2-methylbutyric acid methyl ester in the GESTIS substance database of the IFA , accessed on December 17, 2018(JavaScript required) .

[George_A._Burdock-2] George A. Burdock: Fenaroli's Handbook of Flavor Ingredients . CRC Press, 2016, ISBN 978-1-4200-9086-4 , pp. 1316 ( limited preview in Google Book search).

[Sigma-3] Data sheet Methyl 2-methylbutyrate, ≥98%, FCC, FG from Sigma-Aldrich , accessed on December 17, 2018 ( PDF ).

[H.-D._Belitz,_Werner_Grosch,_Peter_Schieberle-4] H.-D. Belitz, Werner Grosch, Peter Schieberle: Textbook of food chemistry . Springer-Verlag, 2007, ISBN 978-3-540-73202-0 , p. 865 ( limited preview in Google Book search).

[Jürgen_Falbe-5] Jürgen Falbe: Syntheses with carbon monoxide . Springer-Verlag, 2013, ISBN 978-3-642-95008-7 , pp. 206 ( limited preview in Google Book search).