(E,E)-2,4-Hexadienal Chemical Properties

Melting point:

-16.5°C

Boiling point:

69 °C/20 mmHg (lit.)

Density 

0.895 g/mL at 20 °C 0.871 g/mL at 25 °C (lit.)

vapor density 

>1 (vs air)

refractive index 

n20/D 1.541(lit.)

FEMA 

3429 | TRANS,TRANS-2,4-HEXADIENAL

Flash point:

154 °F

storage temp. 

2-8°C

Specific Gravity

0.871

Odor

at 10.00 % in dipropylene glycol. sweet green spicy floral citrus

Odor Type

green

Water Solubility 

It is Insoluble in water, but soluble in ethanol.

Sensitive 

Air Sensitive

JECFA Number

1175

BRN 

1698401

Stability:

Stable. Combustible. Incompatible with strong reducing agents, strong bases, strong oxidizing agents.

LogP

1.06

CAS DataBase Reference

142-83-6(CAS DataBase Reference)

IARC

2B (Vol. 101) 2013

NIST Chemistry Reference

2,4-Hexadienal, (E,E)-(142-83-6)

EPA Substance Registry System

2,4-Hexadienal, (2E,4E)- (142-83-6)

Safety Information

Hazard Codes 

T,Xi,Xn

Risk Statements 

22-24-34-43-36/37/38-20/21/22

Safety Statements 

26-36/37/39-45-36

RIDADR 

UN 2922 8/PG 3

WGK Germany 

3

RTECS 

WG1925000

F 

1-10

Hazard Note 

Irritant

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29121900

Hazardous Substances Data

142-83-6(Hazardous Substances Data)

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

(E,E)-2,4-Hexadienal Usage And Synthesis

Description

trans, frans-2,4-Hexadienal has a fresh, green, floral citrus odor. May be synthesized by slowly heating croton-aldehyde with acetaldehyde in the presence of pyridine at 85 - 90°C.

Chemical Properties

trans, trans-2,4-Hexadienal has a sweet, green aroma; in dilution, a pleasant citrusy green.

Chemical Properties

liquid

Occurrence

Reported found in olive, roasted peanuts, tomato, caviar, fish, auto-oxidized salmon oil, tea, apricot, strawberry, wheaten bread, Russian cheeses, cooked chicken and beef, boiled mutton, hop oil, raw and roasted peanuts, soybean, olive, rice, buckwheat, malt, kiwifruit and scallops.

Uses

2,4-Hexadienal, is used in the synthesis of chiral cycloadducts. 2,4-Hexadienal is used as a flavouring agent, as a chemical intermediate in various organic synthetic reactions and as a raw material in the manufacture of sorbic acid. It is also used as in the manufacture of polymethine dyes, as a pharmaceutical intermediate in the manufacture of mitomycins and antihypercholesteraemics, as an inhibitor of corrosion for steel used in oil field operations, as a monomer in reactions with silane comonomers for the manufacture of polyalkenyloxysilane polymer and as a fumigant against larvae of the Caribbean fruit fly.

Uses

trans,trans-2,4-Hexadienal (sorbic aldehyde) was used in the synthesis of chiral cycloadducts.

Definition

ChEBI: (E,E)-2,4-hexadienal is a hexadienal that is hexanal with trans double bonds at positions 2 and 4. It is found in tomatoes, kiwi fruit, mangoes, potato chips, herbs and spices. It has a role as a flavouring agent and a plant metabolite. It is a polyunsaturated fatty aldehyde, a hexadienal and a volatile organic compound.

Preparation

Can be obtained by slowly heating crotonaldehyde with acetaldehyde in the presence of pyridine at 85 to 90°C.

Aroma threshold values

Detection: 60 to 476 ppb

Taste threshold values

Taste characteristics at 25 ppm: sweet, green, waxy, aldehydic, with fresh melon nuances.

General Description

trans,trans-2,4-Hexadienal is a volatile is a flavor compound that is reported to occur in different types of tea.

(E,E)-2,4-Hexadienal(142-83-6)Related Product Information

• trans,trans-2,4-Undecadienal
• 3-Methyl-2-butenal
• Diethylstilbestrol
• 1-Hexene
• Campholenic aldehyde
• trans,trans-2,4-Nonadienal
• Retinoic acid
• AURINTRICARBOXYLIC ACID
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• ETHYL SORBATE
• Retinal
• TRANS,TRANS-2,4-DECADIENAL
• Mordant Blue 29
• 1,9-DIPHENYL-1,3,6,8-NONATETRAEN-5-ONE
• Sorbic acid
• NAPHTHOCHROME GREEN
• Irisone
• trans,trans-2,4-Heptadienal