3-Methylbutyl 3-methylbutanoate Chemical Properties

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

Odor Type

fruity

Water Solubility 

48.1mg/L at 20℃

Merck 

14,5121

JECFA Number

50

LogP

3.8 at 35℃

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

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

WGK Germany 

2

RTECS 

NY1508000

HS Code 

2915 60 90

Toxicity

LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 5000 mg/kg

MSDS

• Language:English Provider:SigmaAldrich

3-Methylbutyl 3-methylbutanoate Usage And Synthesis

Aroma

Peculiar fruity odor reminiscent of ripe apples, or more like the overwhelmingly choking odor of apples stored in a warehouse, almost a "fermented" apple odor. Fresh-fruity taste, reminiscent of apple rind. Also of raspberry.
Finds extensive use of 3-Methylbutyl 3-methylbutanoate in flavor compositions, primarily in imitation Apple, and in the related "wine" or "Champagne" type imitation flavors for soft candy, beverages, etc. Further as a modifier in imitation Apricot, Banana, Cherry, Honey, Peach, Pineapple, Mango, Raspberry, Strawberry, Walnut - and in combination flavors such as Cream Soda, Tutti. frutti, Rum and in Vanilla. A specific use is the application in imitation Gooseberry flavor. Concentrations are usually around 50-60 ppm, except in chewing gum, where it may be as high as 400 ppm. (Calculated on functional consumer product).

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.

Uses

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

Uses

As apple essence for flavoring liqueurs and candy.

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.

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.

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

3-Methylbutyl 3-methylbutanoate(659-70-1)Related Product Information

• Isovaleric acid
• FEMA 3498
• Butyl isovalerate
• Propyl isovalerate
• CYCLOHEXYL ISOVALERATE
• Isobutyl isovalerate
• Benzyl isocyanate
• ISOSTEARYL ALCOHOL
• 3-Methyl-2-buten-1-ol
• 3-Methyl-2-buten-1-thiol
• FEMA 2871
• Propyl isocyanate
• Isotretinoin
• FEMA 2302
• Ethyl isovalerate
• BENZYL ISOVALERATE
• Methyl isovalerate
• ISOVALERIC ANHYDRIDE