trans,trans-2,4-Heptadienal

trans,trans-2,4-Heptadienal Basic information
Product Name:trans,trans-2,4-Heptadienal
Synonyms:TRANS-2,TRANS-4-HEPTADIEN-1-AL;TRANS-2-TRANS-4-HEPTADIENAL;TRANS,TRANS-2,4-HEPTADIEN-1-AL;TRANS,TRANS-2,4-HEPTADIENAL;(2E,4E)-2,4-Heptadienal;(E)-2,(E)-4- heptadienal;(E,E)-2,4-Heptadien-1-al;(E,E)-2,4-Heptadienal
CAS:4313-03-5
MF:C7H10O
MW:110.15
EINECS:224-328-0
Product Categories:Aldehydes;C7;API intermediates;aldehyde Flavor;Carbonyl Compounds;C7Volatiles/ Semivolatiles;E-L;Alpha Sort
Mol File:4313-03-5.mol
trans,trans-2,4-Heptadienal Structure
trans,trans-2,4-Heptadienal Chemical Properties
Melting point 84.5 °C
Boiling point 84-84.5 °C(lit.)
density 0.881 g/mL at 25 °C(lit.)
FEMA 3164 | (2E,4E)-HEPTADIENAL
refractive index n20/D 1.534(lit.)
Fp 150 °F
storage temp. 2-8°C
solubility Acetonitrile (Slightly), Chloroform (Slightly), Ethyl Acetate (Slightly)
form clear liquid
color Light yellow to Brown
Odorat 1.00 % in dipropylene glycol. fatty green oily aldehydic vegetable cake cinnamon
Odor Typefatty
Water Solubility INSOLUBLE
JECFA Number1179
BRN 1699244
Stability:Light Sensitive
LogP1.59
CAS DataBase Reference4313-03-5(CAS DataBase Reference)
NIST Chemistry Reference2,4-Heptadienal, (E,E)-(4313-03-5)
EPA Substance Registry System2,4-Heptadienal, (2E,4E)- (4313-03-5)
Safety Information
Hazard Codes T,Xi
Risk Statements 22-24-38
Safety Statements 36/37-45
RIDADR UN 2810 6.1/PG 3
WGK Germany 3
10-23
Hazard Note Irritant
HazardClass 6.1
PackingGroup III
HS Code 29121900
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
trans,trans-2,4-Heptadienal Usage And Synthesis
Description2,4-Heptadienal retards or prevents the development of "off-flavors" in auto-oxidizing fats and oils. May be prepared by reduction with LiAlH4 of the dienoic acid prepared by the Doebner synthesis, followed by oxidation with Mn02 of the resulting dienol to the corresponding dienol; by the method of Marshall and Whiting.
Chemical Properties2,4-Heptadienal has a fatty, green odor In auto-oxidizing fats and oils, it retards or prevents the development of “off-favors ”.
Chemical Propertiesclear yellow liquid
OccurrenceReported found as a volatile component in boiled chicken, in peas by enzymatic formation from lipids, as the odorous component in Vaccinium macrocarpon; additional products in which 2,4-heptadienal has been reportedly identifed include soybean oil, black-tea aroma (trans- and cis-form); bilberry aroma (Vaccinium myrtillus); frozen peas, sunfower oil, autooxidized lard, salted salmon, sturgeon caviar and salmon roe; the trans,trans-form has been reported found among the volatile favor components of potato chips and tomato Also reported found in natural sources including cranberry, guava, melon, blackberry, avocado, cabbage, raw or cooked potato, tomato, butter, lean fsh, smoked fsh, chicken fat, cooked chicken, beef fat, tea, cooked beef, lamb and pork, peanut oil, peanut butter, mango, caulifower, broccoli, tamarind, fgs, corn tortillas, lemon balm, oysters, crayfsh, clams, mate and Virginia tobacco
Usestrans,trans-2,4-Heptanedienal is an unsaturated aldehyde that has a fishy odour. trans,trans-2,4-Heptanedienal is a volatile component naturally found in drinking water and fish oils.
DefinitionChEBI: A heptadienal in which the two double bonds are located at positions 2 and 4 (the E,E-geoisomer).
Aroma threshold valuesAroma characteristics at 0.10%: green fatty, herbal, vegetative, aldehydic oily with cucumber and fried nuances.
Taste threshold valuesTaste characteristics at 0.25 ppm: green fatty, harsh chicken fat, cucumber with brothy and fshy nuances.
General Description2,4-Heptadienal is a specific marker of oxidative rancidity. It is also a potential algal metabolite.
SynthesisBy reduction with LiAlH4 of the dienoic acid prepared by the Doebner synthesis, followed by oxidation with MnO2 of the resulting dienol to the corresponding dienol; by the method of Marshall and Whiting.
trans,trans-2,4-Heptadienal Preparation Products And Raw materials
Preparation Products2,4-HEPTADIEN-1-OL
trans,trans-2,4-Nonadienal Ethyl-2,4-decadienoate PSEUDOIONONE 2,4-DECADIENOIC ACID METHYL ESTER (E,E)-2,4-Dodecadienal DIMETHYL IONONE CROCIN PROSTAGLANDIN B1 HEPTACHLOR trans,trans-2,4-Heptadienal ETHYL BETA-APO-8'-CAROTENOATE (TRANS) 8,8'-DIAPOCAROTENEDIOIC ACID trans,trans-2,4-Undecadienal rich_d_transallethrin Diethyl pimelate Irisone TRANS,TRANS-2,4-DECADIENAL TRANS-BETA-APO-8′-CAROTENAL

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