(Z)-Dodec-5-enol

Base Information

• Chemical Name: (Z)-Dodec-5-enol
• CAS No.: 40642-38-4
• Molecular Formula: C12H24O
• Molecular Weight: 184.322
• European Community (EC) Number: 255-018-3
• DSSTox Substance ID: DTXSID701315744
• Nikkaji Number: J131.580C
• Metabolomics Workbench ID: 3245
• Mol file: 40642-38-4.mol

Synonyms:(Z)-Dodec-5-enol;40642-38-4;(Z)-dodec-5-en-1-ol;5-dodecenol, Z;5Z-Dodecen-1-ol;(5Z)-Dodecen-1-ol;(5Z)-5-Dodecen-1-ol;EINECS 255-018-3;AI3-37778;(z)-5-dodecenol;(Z)5-Dodecen-1-ol;(z)-5-dodecen-1-ol;5-Dodecen-1-ol, (Z)-;SCHEMBL364947;5-Dodecen-1-o1, (Z)-;OTJWLIMIKGBSSN-FPLPWBNLSA-N;DTXSID701315744;(5Z)-DODEC-5-EN-1-OL;LMFA05000155;AKOS006271711

Chemical Property of (Z)-Dodec-5-enol

Chemical Property:

• Vapor Pressure: 0.000919mmHg at 25°C
• Melting Point: 77.27°C (estimate)
• Refractive Index: 1.4531 (estimate)
• Boiling Point: 270.1°C at 760 mmHg
• PKA: 15.15±0.10(Predicted)
• Flash Point: 98.8°C
• PSA: 20.23000
• Density: 0.846g/cm³
• LogP: 3.67560
• 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:

99% ^*data from raw suppliers

(5Z)-5-Dodecen-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC=CCCCCO
• Isomeric SMILES: CCCCCC/C=C\CCCCO
• Uses: (5Z)-5-Dodecen-1-ol is used as a reactant in stereoselective preparation of bacteriocin stereoisomers as antibacterial agents.

Technology Process of (Z)-Dodec-5-enol

There total 27 articles about (Z)-Dodec-5-enol 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: 100.0%

n-5-dodecyn-1-ol (88109-70-0) → (Z)-dodec-5-ene-1-ol (40642-38-4)

Guidance literature:

With quinoline; Lindlar's catalyst; hydrogen; pyrographite; In tetrahydrofuran; for 3.5h; optical yield given as %de; Darkness; Inert atmosphere;

DOI:10.1021/ol8005198

Reference yield: 87.0%

(Z)-dodec-5-enal (68820-33-7) → (Z)-dodec-5-ene-1-ol (40642-38-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃;

Reference yield: 84.0%

(Z)-((dodec-5-enyloxy)methyl)benzene (1260379-16-5) → (Z)-dodec-5-ene-1-ol (40642-38-4)

Guidance literature:

With naphthalene; lithium; In tetrahydrofuran; at -25 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.09.138

upstream raw materials:

tetrahydro-2H-2-pyranol

triphenylheptylphosphonium bromide

heptanal

5-hydroxypentyltriphenylphosphonium bromide

Downstream raw materials:

(Z)-5-dodecen-1-yl acetate

Refernces

• 1、 Dharmawan, Jorry,Kasapis, Stefan,Sriramula, Praveena,Lear, Martin J.,Curran, Philip. "Evaluation of aroma-active compounds in Pontianak orange peel oil (Citrus nobilis Lour. var. microcarpa Hassk.) by gas chromatography-olfactometry, aroma reconstitution, and omission test". scheme or table. p. 239 - 244. Retrieved 2009/05/31.
• 2、 Yajima, Arata,Van Brussel, Anton A. N.,Schripsema, Jan,Nukada, Tomoo,Yabuta, Goro. "Synthesis and stereochemistry-activity relationship of small bacteriocin, an autoinducer of the symbiotic nitrogen-fixing bacterium rhizobium Leguminosarum". supporting information; experimental part. p. 2047 - 2050. Retrieved 2009/04/10.