(E,E)-2,4-Hexadienal

(E,E)-2,4-Hexadienal Basic information
Product Name:(E,E)-2,4-Hexadienal
Synonyms:(2E,4E)-2,4-Hexadienal;(2E,4E)-Hexadienal;(E)-2,(E)-4-hexadienal;(E,E)-2,4-hexadienal;(e,e)-4-hexadienal;TRANS-2,4-HEXADIENAL;Sorbaldehyde, Sorbic aldehyde;trans-2,trans-4-Hexadienal,95%,sum of isomers
CAS:142-83-6
MF:C6H8O
MW:96.13
EINECS:205-564-3
Product Categories:aldehyde Flavor
Mol File:142-83-6.mol
(E,E)-2,4-Hexadienal Structure
(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)
FEMA 3429 | TRANS,TRANS-2,4-HEXADIENAL
refractive index n20/D 1.541(lit.)
Fp 154 °F
storage temp. 2-8°C
Specific Gravity0.871
Odorat 10.00 % in dipropylene glycol. sweet green spicy floral citrus
Odor Typegreen
Water Solubility It is Insoluble in water, but soluble in ethanol.
Sensitive Air Sensitive
JECFA Number1175
BRN 1698401
Stability:Stable. Combustible. Incompatible with strong reducing agents, strong bases, strong oxidizing agents.
LogP1.06
CAS DataBase Reference142-83-6(CAS DataBase Reference)
IARC2B (Vol. 101) 2013
NIST Chemistry Reference2,4-Hexadienal, (E,E)-(142-83-6)
EPA Substance Registry System2,4-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
1-10
Hazard Note Irritant
TSCA Yes
HazardClass 6.1
PackingGroup III
HS Code 29121900
Hazardous Substances Data142-83-6(Hazardous Substances Data)
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
(E,E)-2,4-Hexadienal Usage And Synthesis
Descriptiontrans, 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 Propertiestrans, trans-2,4-Hexadienal has a sweet, green aroma; in dilution, a pleasant citrusy green.
Chemical Propertiesliquid
OccurrenceReported 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.
Uses2,4-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.
Usestrans,trans-2,4-Hexadienal (sorbic aldehyde) was used in the synthesis of chiral cycloadducts.
DefinitionChEBI: (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.
PreparationCan be obtained by slowly heating crotonaldehyde with acetaldehyde in the presence of pyridine at 85 to 90°C.
Aroma threshold valuesDetection: 60 to 476 ppb
Taste threshold valuesTaste characteristics at 25 ppm: sweet, green, waxy, aldehydic, with fresh melon nuances.
General Descriptiontrans,trans-2,4-Hexadienal is a volatile is a flavor compound that is reported to occur in different types of tea.
TRANSFAT trans,trans-5-(4-nitrophenyl)-2,4-pentadienal 1-Hexene trans,trans-2,4-Nonadienal Retinoic acid DIMETHYL 1,3-CYCLOHEXADIENE-1,4-DICARBOX YLATE, TECH., 90 TRANS,TRANS-5-(4-(DIMETHYLAMINO)PHENYL)- 2,4-PENTADIENAL, 99 Mordant Blue 29 ETHYL SORBATE Campholenic aldehyde Retinal trans,trans-2,4-Undecadienal trans,trans-Muconic acid chavicine TRANS,TRANS-2,4-DECADIENAL (E,E)-2,4-Hexadienal 3-Methyl-2-butenal Diethylstilbestrol

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