trans,trans-2,4-Decadien-1-al

trans,trans-2,4-Decadien-1-al Basic information
Product Name:trans,trans-2,4-Decadien-1-al
Synonyms:(2E,4E)-Deca-2,4-dienal;Trans, trans-2,4-decadienal, 95%, tech.;(2E,4E)-2,4-Decanedienal;Trans,Trans-2,4-Decadienal, Remainder Mainly Trans,Cis Isomer;2,4-Decadiena(Trans,Trans);trans,trans-2,4-Decadienal;DDA;DECA-2,4-DIENAL
CAS:25152-84-5
MF:C10H16O
MW:152.23
EINECS:246-668-9
Product Categories:Aldehydes;C10 to C21;Alphabetical Listings;C-D;Flavors and Fragrances;Carbonyl Compounds;aldehyde Flavor
Mol File:25152-84-5.mol
trans,trans-2,4-Decadien-1-al Structure
trans,trans-2,4-Decadien-1-al Chemical Properties
Boiling point 114-116 °C/10 mmHg (lit.)
density 0.872 g/mL at 20 °C (lit.)
vapor density >1 (vs air)
FEMA 3135 | 2-TRANS,4-TRANS-DECADIENAL
refractive index n20/D 1.515(lit.)
Fp 214 °F
storage temp. 2-8°C
solubility DMF: 10 mg/ml; DMSO: 10 mg/ml; Ethanol: 10 mg/ml; Ethanol:PBS (pH 7.2) (1:2): .15 mg/ml
form Liquid
color Clear yellow
Odorat 1.00 % in dipropylene glycol. oily cucumber melon citrus pumpkin nut meat
Odor Typefatty
Water Solubility insoluble
Sensitive Air Sensitive
JECFA Number1190
BRN 1704897
Stability:Light Sensitive
LogP3.18
CAS DataBase Reference25152-84-5(CAS DataBase Reference)
NIST Chemistry Reference2,4-Decadienal, (E,E)-(25152-84-5)
EPA Substance Registry System2,4-Decadienal, (2E,4E)- (25152-84-5)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-36/38
Safety Statements 26-36-37/39
WGK Germany 2
RTECS HD3000000
10-23
TSCA Yes
PackingGroup III
HS Code 29121900
MSDS Information
ProviderLanguage
trans,trans-2,4-Decadien-1-al English
ACROS English
SigmaAldrich English
ALFA English
trans,trans-2,4-Decadien-1-al Usage And Synthesis
Physical propertiesYellow liquid with a strong smell of chicken and chicken fat. The boiling point is 104°C [933Pa (7mmHg)]. The flash point is above 100°C. The liquid is soluble in ethanol and most non-volatile oils, but it is insoluble in water. It is naturally present in orange peel, bitter orange, lemon, strawberry, and roast chicken, among other natural products.
Chemical Properties2-trans, 4-trans-Decadienal has a powerful, oily, chicken fat odor and a sweet, orange-like odor at high concentration. It has a grapefruit- or orange-like taste on dilution.
OccurrenceReported as occurring in peanut oil and, as a volatile component, in fried potatoes, the trans, trans- form is reported found among the volatile flavor components of potato chips and tomato. Also found in citrus peel oils, orange juice, tangerine juice, guava fruit, strawberry fruit, cabbage, carrot, raw potato, bell pepper, butter, cooked chicken, beer, rum, tea, peanut oil, popcorn, potato chips, corn tortilla, oatmeal, Brazil nut, roasted almonds, roasted peanuts and pecans, soybeans, cassava, caviar, cooked beef, lamb, mutton, and fish.
Usestrans,trans-2,4-Decadienal is an aldehyde with a fat flavor aroma characteristic of chicken but has a citrus odor at lower concentrations. trans,trans-2,4-Decadienal can be found in butter, cooked beef, fish, potato chips, roasted peanut, buckwheat and wheat bread crumb.
DefinitionChEBI: (2E,4E)-deca-2,4-dienal is a polyunsaturated fatty aldehyde that is decanal which has undergone formal dehydrogenation to introduce trans- double bonds at the 2-3 and 4-5 positions. A product of lipid peroxidation in cell membranes and a component of cooking oil fumes. It has a role as a nematicide and an apoptosis inducer.
PreparationBy autooxidation of methyl (trans, trans)-linolate hydroperoxide.
Aroma threshold valuesDetection: 0.07 to 10 ppb. Aroma characteristics at 0.1%, rich fatty, aldehydic, green melon, chicken fat, oily and creamy with chicken stock and chicken meat nuances.
Taste threshold valuesTaste characteristics at 2 ppm: rich oily fatty, aldehydic, green, chicken meat with tropical fruit and cilantro nuances
Synthesis Reference(s)Tetrahedron Letters, 36, p. 4223, 1995 DOI: 10.1016/0040-4039(95)00704-G
General Descriptiontrans,trans-2,4-Decadienal reacts with cytochrome c to form an adduct.
Safety ProfileCombustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.
trans,trans-2,4-Decadien-1-al Preparation Products And Raw materials
Raw materialsHydrogen peroxide-->METHYL LINOLEATE-->decadienal,(E,Z)-2,4-decadienal-->2,4-Pentadienal, 5-bromo-, (2E,4Z)--->(2E,4Z)-2,4-Decadien-1-ol-->Arachidonic acid
stearaldehyde trans,trans-2,4-Nonadienal Retinoic acid trans,trans-2,4-Heptadienal TRANS-STILBENE hexadecanal rich-d-t-Prallethrin trans,trans-2,4-Decadien-1-al trans,trans-2,4-Undecadienal rich_d_transallethrin TRANS,TRANS-2,4-DECADIENAL

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