Z-8-Dodecen-1-ol

Base Information

• Chemical Name: Z-8-Dodecen-1-ol
• CAS No.: 40642-40-8
• Molecular Formula: C12H24O
• Molecular Weight: 184.322
• European Community (EC) Number: 255-019-9
• UNII: 1I624SQJ40
• DSSTox Substance ID: DTXSID5035741
• Nikkaji Number: J692K
• Metabolomics Workbench ID: 3138
• Mol file: 40642-40-8.mol

Synonyms:Z-8-Dodecen-1-ol;40642-40-8;(Z)-8-Dodecen-1-ol;8Z-dodecen-1-ol;cis-8-Dodecen-1-ol;8-Dodecen-1-ol, (Z)-;8-Dodecen-1-ol, (8Z)-;(Z)-dodec-8-en-1-ol;(Z)-Dodec-8-enol;(8Z)-8-Dodecen-1-ol;dodecan-8Z-en-1-ol;EINECS 255-019-9;(8Z)-dodec-8-en-1-ol;UNII-1I624SQJ40;AI3-35164;cis-8-Dodecenol;1I624SQJ40;(z)-8-dodecenol;8-Dodecenol, Z;SCHEMBL811996;DTXSID5035741;(Z)-8-DODECENYL ALCOHOL;DODECEN-1-OL, (Z)-8-;LMFA05000045;(8Z)-8-Dodecen-1-ol (>90%);8Z-DODECEN-1-OL , 95 %;BS-49329;LS-63507;CS-0162004;E75977;(Z)-8-Dodecen-1-ol 100 microg/mL in Acetonitrile;Q27252452

Chemical Property of Z-8-Dodecen-1-ol

Chemical Property:

• Vapor Pressure: 0.00178mmHg at 25°C
• Refractive Index: 1.456
• Boiling Point: 260.4 °C at 760 mmHg
• PKA: 15.19±0.10(Predicted)
• Flash Point: 93 °C
• PSA: 20.23000
• Density: 0.846 g/cm³
• LogP: 3.67560
• Storage Temp.: Amber Vial, Refrigerator
• Solubility.: Chloroform, Methanol (Slightly)
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 184.182715385
• Heavy Atom Count: 13
• Complexity: 108

Purity/Quality:

93% ^*data from raw suppliers

Z-8-dodecen-1-ol 90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC=CCCCCCCCO
• Isomeric SMILES: CCC/C=C\CCCCCCCO
• Uses: (8Z)-8-Dodecen-1-ol is a component of various insect sex pheromones.

Technology Process of Z-8-Dodecen-1-ol

There total 31 articles about Z-8-Dodecen-1-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

methyl dodec-8Z-enoate (124731-26-6) → (Z)-8-dodecenol (40642-40-8)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; toluene; 1.) 0 deg C, 2h, 2.) room temperature, 15h;

DOI:10.1007/BF00598421

Reference yield: 94.0%

(Z)-8-dodecenoic acid (52957-00-3) → (Z)-8-dodecenol (40642-40-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 1h; Heating;

Reference yield: 85.0%

8-Dodecyn-1-ol (41589-71-3) → (Z)-8-dodecenol (40642-40-8)

Guidance literature:

With hydrogen; Ni-P₂;

DOI:10.1007/BF02273916

upstream raw materials:

8-Dodecyn-1-ol

methyl dodec-8Z-enoate

8-hydroxy-octyl-triphenyl-phosphonium bromide

butyraldehyde

Downstream raw materials:

(Z)-8-dodecen-1-yl acetate

Refernces

• 1、 Herbert, Myles B.,Marx, Vanessa M.,Pederson, Richard L.,Grubbs, Robert H.. "Concise syntheses of insect pheromones using Z-Selective cross metathesis". supporting information. p. 310 - 314. Retrieved 2013/02/23.
• 2、 Petrushkina,Kalinin. "Copper-catalyzed cross-coupling of (Z)-allyl phenyl ethers with Grignard compounds in the synthesis of insect pheromones". experimental part. p. 1897 - 1899. Retrieved 2009/02/08.