8,10-DODECADIEN-1-OL

8,10-DODECADIEN-1-OL Basic information
Product Name:8,10-DODECADIEN-1-OL
Synonyms:codlelure;codlingmothpheromone;ent34872;pheroconcm;trans-8,trans-10-dodecadien-1-ol;CODLEMONE;E,E-8,10-DODECADIEN-1-OL;8,10-DODECADIEN-1-OL
CAS:33956-49-9
MF:C12H22O
MW:182.3
EINECS:251-761-2
Product Categories:insect pheromone
Mol File:33956-49-9.mol
8,10-DODECADIEN-1-OL Structure
8,10-DODECADIEN-1-OL Chemical Properties
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)
Fp 62 °C
storage temp. 2-8°C
form neat
pka15.19±0.10(Predicted)
BRN 2325636
InChIKeyCSWBSLXBXRFNST-MQQKCMAXSA-N
LogP4.096 (est)
EPA Substance Registry SystemCodlelure (33956-49-9)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-43-38
Safety Statements 26-36/37
RIDADR UN 3082 9 / PGIII
WGK Germany 3
RTECS JR1775000
MSDS Information
8,10-DODECADIEN-1-OL Usage And Synthesis
Description(8E,10E)-Dodecadien-1-ol is a sex pheromone of Laspeyresia pomonella.
Uses8,10-DODECADIEN-1-OL is used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes.
SynthesisTo 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.
8,10-DODECADIEN-1-OL Preparation Products And Raw materials
NYSTATIN A1 TRIHYDRATE FILIPIN III NYSTATIN DIHYDRATE Streptolydigin Sedecamycin OLIGOMYCIN A MEPARTRICIN de-epoxy rosamicin STIGMATELLIN OLIGOMYCIN C Natamycin SPIRAMYCIN I AMPHOTERICIN B TRIHYDRATE Josamycin ANSAMITOCIN P-3 OLIGOMYCIN B 8,10-DODECADIEN-1-OL Rifamycin Sodium

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