3-Methylbutyl 3-methylbutanoate

Synonym(s):3-Methylbutyl isovalerate;Isopentyl 3-methylbutyrate;Isopentyl isopentanoate, Isoamyl isovalerate;Isopentyl isovalerate

CAS NO.：659-70-1
Empirical Formula: C10H20O2
Molecular Weight: 172.26
MDL number: MFCD00048369
EINECS: 211-536-1
SAFETY DATA SHEET (SDS)
Update Date: 2024-10-31 13:32:20

3-Methylbutyl 3-methylbutanoate Structural

What is 3-Methylbutyl 3-methylbutanoate?

Description

Isoamyl isovalerate has a characteristic fruity odor and a sweet apple-like flavor. May be prepared by passing vapors of isoamyl alcohol and isovaleric aldehyde over a copper uranium based catalyst at 240 - 280°C in the presence of hydrogen.

Chemical properties

Isoamyl isovalerate has a fruity, sweet, apple, apricot, mango-characteristic fruity odor and sweet-apple-like flavor.

Occurrence

Reported found in the ether oil from leaves of Eucalyptus microcorys, angelica root oil and mastic gum leaf and fruit oils. Also reported in wine, oil of hop, olive oil, banana, tomato, peppermint and spearmint oil, beer, rum, whiskies, cider, sherry, plum, quince, cherimoya and lamb’s lettuce.

The Uses of 3-Methylbutyl 3-methylbutanoate

As apple essence for flavoring liqueurs and candy.

The Uses of 3-Methylbutyl 3-methylbutanoate

Isopentyl 3-Methylbutanoate is used in method for preparing essence compound of olfactory recognition book suitable for olfactory sense of Chines.

Preparation

By passing vapors of isoamyl alcohol and isovaleric aldehyde over a copper–uranium-based catalyst at 240 to 280°C in the presence of hydrogen

Definition

ChEBI: Isoamyl isovalerate is a fatty acid ester.

Production Methods

3-Methylbutyl 3-methylbutanoate can be produced by:
1) direct esterification of iso-Amyl alcohol with iso-Valerie acid under azeotropic conditions. 2) controlled oxidation of iso-Amyl alcohol with Potassium bichromate-Sulfuric acid mixture.

Aroma threshold values

Detection: 20 ppb; aroma characteristics at 1.0% in ethanol: sweet, fruity, green apple and estry.

Taste threshold values

Taste characteristics at 15 ppm: green, fruity, estry, apple, pineapple and tutti-frutti

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 4319, 1987 DOI: 10.1021/jo00228a032

General Description

Isoamyl isovalerate is an apple flavor volatile compound mainly found in apple and banana. It is used as a flavoring agent in chewing gums, candies and baked goods.

Biochem/physiol Actions

Taste at 1.0 ppm

Properties of 3-Methylbutyl 3-methylbutanoate

Melting point:	-58.15°C
Boiling point:	192-193 °C (lit.)
Density	0.854 g/mL at 25 °C (lit.)
vapor pressure	0.8 hPa (20 °C)
FEMA	2085 \| ISOAMYL ISOVALERATE
refractive index	n20/D 1.412(lit.)
Flash point:	152 °F
storage temp.	Sealed in dry,Room Temperature
solubility	0.016g/l
form	clear liquid
color	Colorless to Almost colorless
Odor	at 100.00 %. sweet fruity green ripe apple jammy tropical
Water Solubility	48.1mg/L at 20℃
Merck	14,5121
JECFA Number	50
CAS DataBase Reference	659-70-1(CAS DataBase Reference)
NIST Chemistry Reference	Butanoic acid, 3-methyl-, 3-methylbutyl ester(659-70-1)
EPA Substance Registry System	3-Methylbutyl isovalerate (659-70-1)

Safety information for 3-Methylbutyl 3-methylbutanoate

Signal word	Warning
Pictogram(s)	Environment GHS09
GHS Hazard Statements	H411:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P273:Avoid release to the environment. P391:Collect spillage. Hazardous to the aquatic environment P501:Dispose of contents/container to..…