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

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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
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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)
refractive index 
n20/D 1.515(lit.)
FEMA 
3135 | 2-TRANS,4-TRANS-DECADIENAL
Flash point:
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
Odor
at 1.00 % in dipropylene glycol. oily cucumber melon citrus pumpkin nut meat
Odor Type
fatty
Water Solubility 
insoluble
Sensitive 
Air Sensitive
JECFA Number
1190
BRN 
1704897
Stability:
Light Sensitive
LogP
3.18
CAS DataBase Reference
25152-84-5(CAS DataBase Reference)
NIST Chemistry Reference
2,4-Decadienal, (E,E)-(25152-84-5)
EPA Substance Registry System
2,4-Decadienal, (2E,4E)- (25152-84-5)
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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

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trans,trans-2,4-Decadien-1-al Usage And Synthesis

Chemical Properties

2-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.

Physical properties

Colorless, oily liquid. Almost insoluble in water, soluble in alcohol, poorly soluble in Propylene glycol, miscible with oils.

Occurrence

Reported 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.

Uses

trans,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.

Definition

ChEBI: (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.

Preparation

By autooxidation of methyl (trans, trans)-linolate hydroperoxide.

Aroma threshold values

Detection: 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 values

Taste 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 Description

trans,trans-2,4-Decadienal reacts with cytochrome c to form an adduct.

Safety Profile

Combustible 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 materials

trans,trans-2,4-Decadien-1-alSupplier

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