ChemicalBook--->CAS DataBase List--->18409-20-6

18409-20-6

18409-20-6 Structure

18409-20-6 Structure
IdentificationBack Directory
[Name]

2,4-OCTADIEN-1-OL
[CAS]

18409-20-6
[Synonyms]

FEMA 3956
Einecs 242-290-3
2,4-OCTADIEN-1-OL
trans-2,4-Octadienol
(2E,4E)-octa-2,4-dienol
(E,E)-2,4-Octadien-1-ol
(2E,4E)-2,4-Octadien-1-ol
TRANS-2,TRANS-4-OCTADIENOL
(2E,4E)-Octa-2,4-dien-1-ol
2,4-Octadien-1-ol, (2E,4E)-
trans,trans-2,4-Octadien-1-ol
[EINECS(EC#)]

242-290-3
[Molecular Formula]

C8H14O
[MDL Number]

MFCD00014050
[MOL File]

18409-20-6.mol
[Molecular Weight]

126.2
Chemical PropertiesBack Directory
[Boiling point ]

198℃
[density ]

0.868
[FEMA ]

3956 | (E,E)-2,4-OCTADIEN-1-OL
[Fp ]

80℃
[pka]

14.19±0.10(Predicted)
[Odor]

at 100.00 %. mild fatty chicken fat creamy waxy
[Odor Type]

fatty
[JECFA Number]

1180
[LogP]

2.30
[EPA Substance Registry System]

2,4-Octadien-1-ol, (2E,4E)- (18409-20-6)
Safety DataBack Directory
[TSCA ]

TSCA listed
[HS Code ]

2905299090
Hazard InformationBack Directory
[Chemical Properties]

(E,E)-2,4-Octadiene-1-ol has a mild, pleasant, fatty odor.
[Uses]

(2E,4E)-2,4-Octadien-1-ol is a useful intermediate used in the synthesis of sex pheromone component of sphingid moths and other sex attractants.
[Definition]

ChEBI: (2E,4E)-2,4-octadien-1-ol is an aliphatic alcohol.
[Aroma threshold values]

Aroma characteristics at 1%: fatty, chicken fat, with a creamy waxy nuance.
[Taste threshold values]

Taste characteristics at 1 to 5 ppm: fatty, oily and waxy with a broth savory chicken and beef note. Creamy with a cucumber and melon nuance.
[Synthesis]

2,4-Octadienoic acid, ethyl ester

64713-73-1

2,4-OCTADIEN-1-OL

56904-85-9

General method: Diisobutylaluminum hydride (DIBAL-H, 1M hexane solution) was added slowly and dropwise to an anhydrous dichloromethane (DCM) solution of the ester (cas:64713-73-1) at -78°C under argon protection. The reaction mixture was stirred continuously at -78 °C for 1.5 h before the reaction was quenched with 10% aqueous sodium hydroxide (NaOH) solution. Subsequently, the reaction system was gradually warmed to room temperature and stirring was continued for 1 hour. Upon completion of the reaction, the organic and aqueous layers were separated and the aqueous layer was extracted three times with dichloromethane (DCM). All organic phases were combined, washed sequentially with saturated brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by fast column chromatography to afford the target product 2,4-octadien-1-ol.

[References]

[1] Tetrahedron Letters, 2018, vol. 59, # 2, p. 103 - 107
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