Strawberry Aldehyde

Product Name:

Strawberry aldehyde

CAS:

77-83-8

MF:

C12H14O3

MW:

206.24

EINECS:

201-061-8

Product Categories:

Mol File:

77-83-8.mol

Boiling point 

272-275 °C(lit.)

density 

1.087 g/mL at 25 °C(lit.)

FEMA 

2444 | ETHYL METHYLPHENYLGLYCIDATE

refractive index 

n20/D 1.505(lit.)

Fp 

>230 °F

storage temp. 

Store below +30°C.

JECFA Number

1577

BRN 

12299

CAS DataBase Reference

77-83-8(CAS DataBase Reference)

NIST Chemistry Reference

Glycidic acid, 3-methyl-3-phenyl, ethyl ester(77-83-8)

EPA Substance Registry System

Ethyl methylphenylglycidate (77-83-8)

Hazard Codes 

Xi

Risk Statements 

10-36/37/38

Safety Statements 

16-26-36/37/39

RIDADR 

UN 1993 3/PG 3

WGK Germany 

2

RTECS 

MW5250000

TSCA 

Yes

HS Code 

29189090

Hazardous Substances Data

77-83-8(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 5470 mg/kg

Chemical Properties

clear yellow liquid

Chemical Properties

Ethyl 3-Methyl-3-phenylglycidate exists as two optically active pairs of cis- and trans-isomers; each isomer has a characteristic odor . The commercial product is a racemic mixture of all four isomers and has a strong, sweetish, strawberry odor. The cis/trans ratio obtained in the Darzens condensation of acetophenone (R==CH3) and ethyl chloroacetate depends on the base used in the reaction.

Chemical Properties

Ethyl methylphenylglycidate on dilution has a strong fruity odor suggestive of strawberry. It has a characteristic, slightly acid taste reminiscent of strawberry.

Chemical Properties

Perennial, herbaceous plant; grows wild or cultivated in central–southern Europe, North America and Asia. The plant grows 10 to 20 cm (4 to 8 in.) in height and has thick rhizomes; radical leaves with long, small, white flowers blossoming from April to July; and fleshy, ovoidal, red berries covered with numerous achenes. The only part used is the berries. Strawberry has a sweet–sour taste and a characteristic odor.

Uses

Ethyl 3-methyl-3-phenylglycidate is a synthetic flavoring agent that is a glycidic acid ester. It is a colorless to pale yellow liquid with a strong fruit odor suggestive of strawberries. It is unstable to alkali and moderately stable to weak organic acids. It should be stored in glass, tin, or aluminum containers. It is soluble in fixed oils and in propylene glycol. It is used in flavors for strawberry note and has application in candy, beverages, and ice cream at 6–20 ppm. It is also termed aldehyde c-16.

Uses

Perfumery, flavors.

Preparation

By reaction of acetophenone and the ethyl ester of monochloroacetic acid in the presence of an alkaline condensing agent.

Composition

Strawberry aroma has been the subject of extensive investigation. Several components have been identified, of which only 7% appear to be responsible for the aroma. Strawberry aroma varies widely with the strawberry variety. The most valuable part, aroma, is from wild strawberry.

Aroma threshold values

Detection: 2 ppm

Taste threshold values

Taste characteristics at 1 and 5% sucrose: sweet, ripe, strawberry jam and preserve notes.

Taste threshold values

Taste characteristics at 50 ppm: sweet, berry, strawberry, fruity, tutti-frutti and floral nuances

General Description

Clear, colorless to yellowish liquid with a strawberry-like odor.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Esters, such as Ethyl 3-methyl-3-phenylglycidate, react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Fire Hazard

Ethyl 3-methyl-3-phenylglycidate is probably combustible.

Trade name

Strawberry pure (Givaudan)

Safety Profile

Mddly toxic by ingestion. Mutation data reported. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.

Raw materials

Xylene-->Sodium ethoxide-->Ethyl chloroacetate-->Acetophenone-->Sodium amide-->Propiophenone