(E)-Cyclotetradecene

Base Information

• Chemical Name: (E)-Cyclotetradecene
• CAS No.: 114336-03-7
• Molecular Formula: C14H26
• Molecular Weight: 194.36
• DSSTox Substance ID: DTXSID401314911
• Mol file: 114336-03-7.mol

Synonyms:(E)-Cyclotetradecene;Cyclotetradecene(E);6568-33-8;(1E)-Cyclotetradecene;DTXSID401314911;114336-03-7

Chemical Property of (E)-Cyclotetradecene

Chemical Property:

• XLogP3: 6.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 194.203450829
• Heavy Atom Count: 14
• Complexity: 119

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCCCCC=CCCCCC1
• Isomeric SMILES: C1CCCCCC/C=C/CCCCC1

Technology Process of (E)-Cyclotetradecene

There total 14 articles about (E)-Cyclotetradecene 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-bromoheptanal (54005-84-4) → trans-cyclotetradecene (114336-03-7,6568-33-8)

Guidance literature:

Multi-step reaction with 9 steps

1: 71 percent / tetrahydrofuran / 0.03 h / 0 °C

2: PCC, celite / CH₂Cl₂ / 3 h / Ambient temperature

3: tetrahydrofuran / 0.5 h / -78 °C

4: Jones reagent / acetone / 0.08 h

5: sodium iodide / butan-2-one / 3 h / Heating

6: 84 percent / tributyltin hydride, AIBN / benzene / 3 h / Heating

7: NaBH₄

8: 83 percent / 2-chloro-3-ethylbenzoxazolium tetrafluoroborate, tetraethylammonium bromide / -78 °C

9: tributyltin hydride / benzene / 80 °C

With sodium tetrahydroborate; jones reagent; 2,2'-azobis(isobutyronitrile); 3-ethyl-2-chlorobenzoxazolium tetrafluoroborate; Celite; tetraethylammonium bromide; tri-n-butyl-tin hydride; pyridinium chlorochromate; sodium iodide; In tetrahydrofuran; dichloromethane; acetone; butanone; benzene;

DOI:10.1021/ja00219a034

Reference yield:

(E)-6-Bromo-cyclotetradecene (114157-36-7) → trans-cyclotetradecene (114336-03-7,6568-33-8) + (3aR,12aS)-Tetradecahydro-cyclopentacycloundecene (114157-33-4,114157-50-5) + (3aR,12aR)-Tetradecahydro-cyclopentacycloundecene (114157-33-4,114157-50-5)

Guidance literature:

With tri-n-butyl-tin hydride; In benzene; at 80 ℃; Yield given. Yields of byproduct given;

DOI:10.1021/ja00219a034

Reference yield:

cis-trans-1,8-Cyclotetradecadien (4308-14-9) → trans-cyclotetradecene (114336-03-7,6568-33-8) + cis-cyclotetradecene (2484-64-2,6568-33-8)

Guidance literature:

With hydrogen; aluminum oxide; In hexane; at 25 ℃; for 51h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1055/s-1987-28129

upstream raw materials:

1,14-tetradodecanedial

cis-trans-1,8-Cyclotetradecadien

(E)-6-Bromo-cyclotetradecene

7-bromoheptanal