589-59-3

Basic information

• Product Name: Isobutyl isovalerate
• Synonyms: Butanoic acid, 3-methyl-, 2-methylpropyl ester;Butanoicacid,3-methyl-,2-methylpropylester;Isobutyl 3-methylpropanoate;ISOVALERIC ACID ISOBUTYL ESTER 98+%;IsoBUTYL-isoVALERATEFCC;Isobutylisovalerat;ISOBUTYL ISOVALERATE, NATURAL;2-Methyl-1-propyl isovalerate
• CAS NO: 589-59-3
• Molecular Formula: C₉H₁₈O₂
• Molecular Weight: 158.24
• EINECS: 209-653-8
• Product Categories: C8 to C9;Carbonyl Compounds;Esters
• Mol File: 589-59-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: -92.8°C (estimate)
• Boiling Point: 168 °C
• Flash Point: 57 °C
• Appearance: /
• Density: 0.853 g/mL at 20 °C(lit.)
• Vapor Pressure: 1.43mmHg at 25°C
• Refractive Index: n20/D 1.406
• Storage Temp.: Sealed in dry,Room Temperature
• Merck: 14,5146
• CAS DataBase Reference: Isobutyl isovalerate(CAS DataBase Reference)
• NIST Chemistry Reference: Isobutyl isovalerate(589-59-3)
• EPA Substance Registry System: Isobutyl isovalerate(589-59-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• RIDADR: UN 1993C 3 / PGIII
• WGK Germany: 2
• RTECS: NY1506000
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 589-59-3(Hazardous Substances Data)

Usage

Description

2-Methylpropy 1-3-methylbutyrate has an aroma reminiscent of apple/raspberry. May be prepared by oxidation of the corresponding ketone.

Chemical Properties

2-Methylpropyl-3-methylbutyrate has an aroma reminiscent of apple and raspberry

Occurrence

Reported found in the oil from fruits of Xanthoxylum piperitum and in the oil of Elsholtzia ciliata. Also reported found in banana, white wine, fig, jackfruit, lamb’s lettuce and smaller galanga (Alpinium officinarum Hance).

Uses

Flavoring and manufacture of fruit essences.

Preparation

By oxidation of the corresponding ketone.

Taste threshold values

Taste characteristics at 20 ppm: sweet, green, fruity, banana with fresh nuances.

InChI:InChI=1/C9H18O2/c1-7(2)5-9(10)11-6-8(3)4/h7-8H,5-6H2,1-4H3

Upstream product

• 108-83-8 diisobutyl ketone 
• 78-83-1 2-methyl-propan-1-ol 
• 108-12-3 isopentanoyl chloride 

Relevant articles and documents

Nematicidal activity of natural ester compounds and their analogues against pine wood nematode, bursaphelenchus xylophilus

In this study, we evaluated the nematicidal activity of natural ester compounds against the pine wood nematode, Bursaphelenchus xylophilus, to identify candidates for the development of novel, safe nematicides. We also tested the nematicidal activity of synthesized analogues of these ester compounds to determine the structure-activity relationship. Among 28 ester compounds tested, isobutyl 2-methylbutanoate, 3-methylbutyl 2-methylbutanoate, 3-methylbutyl tiglate, 3-methyl-2-butenyl 2- methylbutanoate, and pentyl 2-methylbutanoate showed strong nematicidal activity against the pine wood nematode at a 1 mg/ mL concentration. The other ester compounds showed weak nematicidal activity. The LC50 values of 3-methylbutyl tiglate, isobutyl 2-methylbutanoate, 3-methylbutyl 2-methylbutanoate, 3-methyl-2-butenyl 2-methylbutanoate, and pentyl 2- methylbutanoate were 0.0218, 0.0284, 0.0326, 0.0402, and 0.0480 mg/mL, respectively. The ester compounds described herein merit further study as potential nematicides for pine wood nematode control.

Bis(trimethylsilyl) Peroxide for the Baeyer-Villiger Type Oxidation

A Baeyer-Villiger type oxidation of ketonic substrates is achievable under aprotic conditions by use of bis(trimethylsilyl) peroxide and a catalytic amount of trimethylsilyl trifluoromethanesulfonate.The oxidation occurs specifically at carbonyl function and carbon-carbon double bonds are not affected.