(E,E)-2,4-Hexadienal

Synonym(s):(E,E)-2,4-Hexadienal;Sorbaldehyde;Sorbic aldehyde

CAS NO.：142-83-6
Empirical Formula: C6H8O
Molecular Weight: 96.13
MDL number: MFCD00007004
EINECS: 205-564-3
SAFETY DATA SHEET (SDS)
Update Date: 2024-07-19 18:29:52

What is (E,E)-2,4-Hexadienal?

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

liquid

Chemical properties

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

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.

The Uses of (E,E)-2,4-Hexadienal

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.

The Uses of (E,E)-2,4-Hexadienal

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

What are the applications of Application

trans,trans-2,4-Hexadienal is used in the synthesis of chiral cycloadducts

Preparation

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

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.

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.

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

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
solubility	Almost insoluble in water, soluble in alcohol and oils.
form	liquid
color	Colorless
Specific Gravity	0.871
Odor	at 10.00 % in dipropylene glycol. sweet green spicy floral citrus
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.
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 for (E,E)-2,4-Hexadienal

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05 Skull and Crossbones Acute Toxicity GHS06
GHS Hazard Statements	H314:Skin corrosion/irritation H317:Sensitisation, Skin
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P270:Do not eat, drink or smoke when using this product. P280:Wear protective gloves/protective clothing/eye protection/face protection. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.