cis-6-Tetradecene

Base Information

• Chemical Name: cis-6-Tetradecene
• CAS No.: 41446-61-1
• Molecular Formula: C14H28
• Molecular Weight: 196.37200
• UNII: 37M14CC9NL
• Nikkaji Number: J364.015I
• Wikidata: Q27256686
• Metabolomics Workbench ID: 4790
• Mol file: 41446-61-1.mol

Synonyms:cis-6-Tetradecene;6-Tetradecene, (Z)-;6Z-Tetradecene;6-Tetradecene, (6Z)-;UNII-37M14CC9NL;37M14CC9NL;(Z)-6-Tetradecene;41446-61-1;(6Z)-6-Tetradecene;(Z)-tetradec-6-ene;BIODCQQZTGWGNH-QBFSEMIESA-N;CHEBI:165741;LMFA11000089;Q27256686

Chemical Property of cis-6-Tetradecene

Chemical Property:

• Melting Point: -9.38°C (estimate)
• Refractive Index: 1.4343 (estimate)
• Boiling Point: 243.29°C (estimate)
• PSA: 0.00000
• Density: 0.7818 (estimate)
• LogP: 5.48340
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 10
• Exact Mass: 196.219100893
• Heavy Atom Count: 14
• Complexity: 113

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCC=CCCCCC
• Isomeric SMILES: CCCCCCC/C=C\CCCCC

Technology Process of cis-6-Tetradecene

There total 6 articles about cis-6-Tetradecene 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: 7.0%

(Z)-8-tetradecenoic acid (62472-85-9) + acetic acid (64-19-7,77671-22-8) → cis-6-tetradecene (41446-61-1) + (Z)-13-Methoxy-tridec-6-ene

Guidance literature:

With potassium hydroxide; In methanol; at 50 ℃; electrolysis;

Reference yield:

7-bromoheptyl alcohol (10160-24-4) → cis-6-tetradecene (41446-61-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) LiNH₂ / 1) lig. NH₃, 1 h; 2) THF, reflux, 8 h, lig. NH₃

2: 53 percent / CrO₃, acetic acid / 15 - 20 °C

3: 99 percent / H₂ / Lindlar catalyst

4: 72 percent / KOH / methanol / 50 °C / electrolysis

With chromium(VI) oxide; potassium hydroxide; lithium amide; hydrogen; acetic acid; Lindlar's catalyst; In methanol;

Reference yield:

1,7-heptandiol (629-30-1) → cis-6-tetradecene (41446-61-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 74 percent / aq. HBr / 70 - 80 °C

2: 1.) LiNH₂ / 1) lig. NH₃, 1 h; 2) THF, reflux, 8 h, lig. NH₃

3: 53 percent / CrO₃, acetic acid / 15 - 20 °C

4: 99 percent / H₂ / Lindlar catalyst

5: 72 percent / KOH / methanol / 50 °C / electrolysis

With chromium(VI) oxide; potassium hydroxide; lithium amide; hydrogen bromide; hydrogen; acetic acid; Lindlar's catalyst; In methanol;

upstream raw materials:

(Z)-8-tetradecenoic acid

acetic acid

1-octen-3-ol

n-hexyllithium

Refernces

• 1、 Huhtasaari, Matti,Schaefer, Hans J.,Luftmann, Heinrich. "Z/E-Isomerization of Unsaturated Carboxylic Acids during the Kolbe Electrolysis". . p. 537 - 548. Retrieved 2007/10/02.