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HomeProduct name list8,10-DODECADIEN-1-OL

8,10-DODECADIEN-1-OL

Synonym(s):(E,E)-8,10-DDDOL;trans-8, trans-10-Dodecadienol

  • CAS NO.:33956-49-9
  • Empirical Formula: C12H22O
  • Molecular Weight: 182.3
  • MDL number: MFCD00009992
  • EINECS: 251-761-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-28 23:16:16
8,10-DODECADIEN-1-OL Structural

What is 8,10-DODECADIEN-1-OL?

Description

(8E,10E)-Dodecadien-1-ol is a sex pheromone of Laspeyresia pomonella.

The Uses of 8,10-DODECADIEN-1-OL

8,10-DODECADIEN-1-OL is used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes.

Synthesis

To a mixed so lution of Methyl5-oxo-(E,E)-8,10-dodecadienoate (15.7g, 0.07 mol) and p-toluene sulfonylhydrazine (16.3g, 0.0875 mol) in DMF - sulfolane (350ml, 1 : 1) was added p-toluenesulfonic acid (1.75g) and sodium cyanoborohydride (17.6g, 0.28mol) at room temperature, and the solution was heated at 100 ℃ for 4 hr. After cooling to room temperature, the reaction mixture was diluted with water (1000ml) and extracted with cyclohexane. The cyclohexane solution was washed with water, dried over Na2SO4 and concentrated in vacuo. Column chromatography of the oily residue over silica gel (Merck Kieselgel 60) with petroleum ether-ether (10:1) gave 4 (5.6g, 38%) as a pale yellow liquid.A solution of Methyl (E,E)-8,10-dodecadienoate (4.2g, 0.02mol) in absolute ether (40ml) was added dropwise to a slurry of lithium aluminum hydride (0.38g, 0.01mol) in absolute ether (60 ml) with stirring at room temperature. Stirring was continued for 1 hr at room temperature. After the mixture was refluxed for I hr, the reaction was quen ched with 2NH2SO4 (30ml) and the mixture was worked up by the usual procedure to give the alcohol 5, with a nearly quantitative yield, which solidified during storage in a refrigerator, (recrystallized from pe troleum ether). The purity was 97% on GLC analysis.

Properties of 8,10-DODECADIEN-1-OL

Melting point: 30-32 °C
Boiling point: 270.7±9.0℃ (760 Torr)
Density  0.862±0.06 g/cm3 (20 ºC 760 Torr)
refractive index  1.5050 (estimate)
Flash point: 62 °C
storage temp.  2-8°C
form  neat
pka 15.19±0.10(Predicted)
BRN  2325636
EPA Substance Registry System Codlelure (33956-49-9)

Safety information for 8,10-DODECADIEN-1-OL

Signal word Danger
Pictogram(s)
ghs
Health Hazard
GHS08
ghs
Environment
GHS09
GHS Hazard Statements H315:Skin corrosion/irritation
H334:Sensitisation, respiratory
H400:Hazardous to the aquatic environment, acute hazard
Precautionary Statement Codes P273:Avoid release to the environment.
P302+P352:IF ON SKIN: wash with plenty of soap and water.

Computed Descriptors for 8,10-DODECADIEN-1-OL

InChIKey CSWBSLXBXRFNST-MQQKCMAXSA-N

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