Ethyl tiglate Chemical Properties

Melting point:

-62.68°C (estimate)

Boiling point:

154-156 °C (lit.)

Density 

0.923 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.435(lit.)

FEMA 

2460 | ETHYL TIGLATE

Flash point:

112 °F

storage temp. 

Flammables area

form 

clear liquid

color 

Colorless to Almost colorless

Odor

at 10.00 % in dipropylene glycol. sweet fruity tutti frutti tropical berry floral caramel

Odor Type

fruity

JECFA Number

1824

Merck 

14,9433

BRN 

1720895

Stability:

Stable. Flammable. Incompatible with strong oxidizing agents, strong bases.

LogP

2.40

CAS DataBase Reference

5837-78-5(CAS DataBase Reference)

NIST Chemistry Reference

Ethyl tiglate(5837-78-5)

EPA Substance Registry System

2-Butenoic acid, 2-methyl-, ethyl ester, (2E)- (5837-78-5)

Safety Information

Risk Statements 

10

Safety Statements 

16-27-36/37/39

RIDADR 

UN 3272 3/PG 3

WGK Germany 

2

RTECS 

EM9252700

TSCA 

Yes

HazardClass 

3

PackingGroup 

III

HS Code 

29161900

MSDS

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Ethyl tiglate Usage And Synthesis

Chemical Properties

liquid

Chemical Properties

Ethyl tiglate has a fruity, caramel odor

Occurrence

Reported found in strawberry, Vitis species, durian (Durio zibethinus), starfruit and naranjilla fruit.

Uses

Ethyl Tiglate is an aroma compound present in fruits. Also used in the synthesis of grandisol and fraganol.

Preparation

By direct esterification of tiglic acid with ethyl alcohol in the presence of concentrated H2SO4 or by reaction of bromomethylethyl acetic acid ethyl ester with dimethylaniline.

Definition

ChEBI: Ethyl 2-methylbut-2-enoate is a fatty acid ester.

Aroma threshold values

Detection: 65 ppb

General Description

Ethyl tiglate, an α,β-unsaturated ester, is naturally found in apples. It can be prepared by the esterification of tiglic acid. Ethyl tiglate is a male-specific pheromone found in some Drosophila species that can attract both male and females. Saprochaete suaveolens grown in a culture medium has been reported to produce ethyl tiglate by metabolizing isoleucine.

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