1-Bromo-1-cyclooctene

Base Information

• Chemical Name: 1-Bromo-1-cyclooctene
• CAS No.: 4103-11-1
• Molecular Formula: C8H13Br
• Molecular Weight: 189.095
• NSC Number: 138599
• Nikkaji Number: J341.530I
• Mol file: 4103-11-1.mol

Synonyms:1-bromocyclooct-1-ene;1-Bromo-1-cyclooctene;(1E)-1-bromocyclooctene;61815-42-7;(1e)-1-Bromocyclooct-1-ene;4103-11-1;1-bromocyclooctene;NSC138599;Cyclooctene, 1-bromo-;1-Bromo-1-cyclooctene #;SCHEMBL2384839;SCHEMBL2454612;GORSJTUPMQQONE-SOFGYWHQSA-N;AKOS037478281;NSC-138599;CS-0257701;EN300-180302;EN300-6759278

Chemical Property of 1-Bromo-1-cyclooctene

Chemical Property:

• Vapor Pressure: 0.256mmHg at 25°C
• Boiling Point: 212.1°Cat760mmHg
• Flash Point: 83.5°C
• Density: 1.281g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 188.02006
• Heavy Atom Count: 9
• Complexity: 105

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCC(=CCC1)Br
• Isomeric SMILES: C1CCC/C(=C\CC1)/Br

Technology Process of 1-Bromo-1-cyclooctene

There total 8 articles about 1-Bromo-1-cyclooctene 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: 91.0%

1,2-cyclooctene (931-88-4,22770-27-0,3958-30-3,25267-51-0) → 1-bromocyclooctene (4103-11-1,38440-26-5)

Guidance literature:

1,2-cyclooctene; With bromine; In dichloromethane; at -78 ℃;

With potassium tert-butylate; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃;

DOI:10.1039/c2cc16716f

Reference yield: 89.0%

cycloactanone (502-49-8) → 1-bromocyclooctene (4103-11-1,38440-26-5)

Guidance literature:

With triphenyl phosphite; bromine; triethylamine; In dichloromethane; at -60 - 20 ℃; for 20h; Inert atmosphere; Reflux;

DOI:10.1002/anie.201207173

Reference yield: 80.0%

trans-1,2-dibromocyclooctane (29974-69-4,34969-65-8) → 1-bromocyclooctene (4103-11-1,38440-26-5)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 ℃;

DOI:10.1002/ejoc.201201627

upstream raw materials:

1,2-dibromocyclooctane

cis-Cyclooctene

trans-1,2-dibromocyclooctane

acetone

Downstream raw materials:

cyclooct-1-enyl-diphenyl-methanol

5,6,7,8,9,10-Hexahydro-1,4-diphenylcycloocta<1,2-d>pyridazin

1-benzyl-4,5,6,7,8,9-hexahydro-1H-cycloocta[d][1,2,3]triazole

2-(cyclooct-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Refernces

• 1、 Roberts, Derrick A.,Pilgrim, Ben S.,Sirvinskaite, Giedre,Ronson, Tanya K.,Nitschke, Jonathan R.. "Covalent Post-assembly Modification Triggers Multiple Structural Transformations of a Tetrazine-Edged Fe4L6 Tetrahedron". . p. 9616 - 9623. Retrieved 2018/07/21.
• 2、 Zhan, Fuxu,Liang, Guangxin. "Formation of enehydrazine intermediates through coupling of phenylhydrazines with vinyl halides: Entry into the Fischer indole synthesis". supporting information. p. 1266 - 1269. Retrieved 2013/03/13.