BENZYL TIGLATE Property

Boiling point:

139 °C9 mm Hg(lit.)

Density 

1.031 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.522(lit.)

FEMA 

3330 | BENZYL TRANS-2-METHYL-2-BUTENOATE

Flash point:

>230 °F

form 

clear liquid

color 

Colorless to Almost colorless

Odor

at 100.00 %. balsamic earthy mushroom vegetable plastic cortex almond nutty

Odor Type

balsamic

JECFA Number

846

BRN 

2556119

LogP

3.35

CAS DataBase Reference

37526-88-8(CAS DataBase Reference)

EPA Substance Registry System

2-Butenoic acid, 2-methyl-, phenylmethyl ester, (2E)- (37526-88-8)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

2

TSCA 

Yes

HS Code 

29161900

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

BENZYL TIGLATE Chemical Properties,Usage,Production

Aroma

Peculiar fungus-like, mushroom-type odor with a rosy undertone.

Chemical Properties

Colorless liquid. Insoluble in water, soluble in alcohol and oils.

Occurrence

Reported found in clove bud and rose apple (Syz. jambos Alston).

Uses

Tiglic Acid Benzyl Ester is found as one of the Geranium essential oils, and essential oil and solvent extracts of Iris planifolia (Mill) from Algeria, possessing antibacterial activity. It is also the starting material in the synthesis of (S)-α-Acetolactic Acid (A163805).

Definition

ChEBI: Benzyl trans-2-methyl-2-butenoate is a carboxylic ester. It is functionally related to a benzyl alcohol.

Preparation

By direct esterification of tiglic acid with benzyl alcohol under azeotropic conditions.

Application

Benzyl tiglate has been suggested for use in Rose fragrances, where this particularly deep-earthy, almost musty undertone can be desirable, e.g. in combination with spicy undertones. This ester also introduces a certain naturalness of herbaceous character, and blends well with Vetiver oil, Oakmoss, etc. in Reseda and similar fragrance types. Suggested for use in Rose type fragrances. mainly as a background note and fixative.

Taste threshold values

Taste characteristics at 100 ppm: sweet, balsamic, spice-like with a nutty almond note.