cis-7-Tetradecenol

Base Information

• Chemical Name: cis-7-Tetradecenol
• CAS No.: 40642-43-1
• Molecular Formula: C14H28 O
• Molecular Weight: 212.376
• European Community (EC) Number: 631-022-4
• DSSTox Substance ID: DTXSID701016007
• Nikkaji Number: J1.015.717J
• Wikidata: Q76305085
• Metabolomics Workbench ID: 3266
• Mol file: 40642-43-1.mol

Synonyms:E-7-Tetradecenol;7E-Tetradecen-1-ol;37011-95-3;CIS-7-TETRADECENOL;(E)-7-TETRADECEN-1-OL;40642-43-1;7-tetradecene-1-ol;E-7-Tetradecen-1-ol;(7E)-7-Tetradecen-1-ol;SCHEMBL530908;(8E)-8-Tetradecen-1-ol #;QXYAJPQXTGQWRU-BQYQJAHWSA-N;DTXSID701016007;LMFA05000176

Chemical Property of cis-7-Tetradecenol

Chemical Property:

• Vapor Pressure: 7.8E-05mmHg at 25°C
• Boiling Point: 305.3oC at 760 mmHg
• Flash Point: 107.5oC
• PSA: 20.23000
• Density: 0.846g/cm3
• LogP: 4.45580
• Storage Temp.: 2-8°C
• Solubility.: Acetone, Chloroform, Dichloromethane, Ethyl Acetate
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 11
• Exact Mass: 212.214015512
• Heavy Atom Count: 15
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

cis-7-Tetradecenol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCC=CCCCCCCO
• Isomeric SMILES: CCCCCC/C=C/CCCCCCO
• Uses: cis-7-Tetradecenol is an intermediate in the synthesis of (4E, 11Z)-Sphingadienine-C18-1-phosphate which is a sphingoid base of sea cucumber cerebroside that may have cytotoxicity activity against human colon cancer cells.

Technology Process of cis-7-Tetradecenol

There total 39 articles about cis-7-Tetradecenol 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: 98.0%

7-tetradecyne-1-ol (37011-94-2) → (Z)-tetradec-7-en-1-ol (40642-43-1)

Guidance literature:

With hydrogen; Lindlar's catalyst; In hexane; under 759.811 Torr;

DOI:10.1023/A:1022438717287

Reference yield: 95.4%

(Z)-2-(tetradec-7-en-1-yloxy)tetrahydro-2H-pyran (109537-09-9) → (Z)-tetradec-7-en-1-ol (40642-43-1)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; water; for 3h; Reflux;

Reference yield: 87.0%

ethyl (Z)-tetradec-7-enoate (70680-14-7) → (Z)-tetradec-7-en-1-ol (40642-43-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

upstream raw materials:

ethyl (Z)-tetradec-7-enoate

heptanal

7-hydroxy-heptyl-triphenyl-phosphonium bromide

7-tetradecyne-1-ol

Downstream raw materials:

sec-butyl (Z)-7-tetradecenoate

(7R,8S)-methyl 7,8-bis((S)-2-methoxy-2-phenylacetoxy)tetradecanoate

(7S,8R)-methyl 7,8-bis((S)-2-methoxy-2-phenylacetoxy)tetradecanoate

3-oxo-(Z)-9-hexadecenal

Refernces

• 1、 Majee. "Simple syntheses of (Z)-7-dodecen-1-ol, (Z)-7-tetradecen-1-yl acetate, (Z)-9-tetradecenal and (Z)-9-hexadecen-1-yl acetate from aleuritic acid". . p. 1435 - 1438. Retrieved 2013/02/23.
• 2、 Nakamura, Tsuyoshi,Watanabe, Yukiko,Shiozaki, Masao,Kanai, Saori,Kurakata, Shin-ichi. "Synthesis of carboxymethyl GLA-60 ether derivatives containing an olefin in their chains and their LPS-antagonistic activities". . p. 1011 - 1022. Retrieved 2007/10/03.