(Z)-5,6-trans-dibromocyclooct-1-ene

Base Information

• Chemical Name: (Z)-5,6-trans-dibromocyclooct-1-ene
• CAS No.: 117468-09-4
• Molecular Formula: C₈H₁₂Br₂
• Molecular Weight: 267.991
• Mol file: 117468-09-4.mol

Synonyms:

Chemical Property of (Z)-5,6-trans-dibromocyclooct-1-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-5,6-trans-dibromocyclooct-1-ene

There total 1 articles about (Z)-5,6-trans-dibromocyclooct-1-ene 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: 66.0%

1,5-cis,cis-cyclooctadiene (1552-12-1,111-78-4) → trans-5,6-Dibrom-(Z)-cycloocten (24165-06-8,67840-10-2,117468-09-4) + trans-1-bromo-2-fluorocyclooct-5-ene (106730-15-8)

Guidance literature:

With N-Bromosuccinimide; tetrabutylammonium hydrogen bifluoride; In dichloromethane; for 23h; Ambient temperature;

DOI:10.1021/jo00279a013

Reference yield: 71.0%

(Z)-5,6-trans-dibromocyclooct-1-ene (117468-09-4) → (1E,5Z)-1-bromocycloocta-1,5-diene (57559-44-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; diethyl ether; at 15 - 20 ℃; for 2h;

Reference yield:

(Z)-5,6-trans-dibromocyclooct-1-ene (117468-09-4) → (Z)-(3aR,5S,8R,9aS)-8-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-3a,4,5,8,9,9a-hexahydro-cycloocta[1,3]dioxol-5-ol

Guidance literature:

Multi-step reaction with 8 steps

1: NMO / OsO₄ / tetrahydrofuran / Ambient temperature

2: p-TsOH / Ambient temperature

3: 74 percent / DBU / toluene / Heating

4: 49 percent / O₂, TPP / CHCl₃; methanol / 10 °C / Irradiation

5: 99 percent / Zn(activated), AcOH / ethyl acetate

6: 90 percent / Pseudomonas cepacia lipase / 96 h / 50 °C

7: imidazole / dimethylformamide / Ambient temperature

8: KOH / methanol

With 1H-imidazole; potassium hydroxide; N-methyl-2-indolinone; Pseudomonas cepacia lipase; oxygen; thiamine diphosphate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc; osmium(VIII) oxide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; chloroform; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1016/0040-4039(94)80105-3

upstream raw materials:

1,5-cis,cis-cyclooctadiene

Downstream raw materials:

(1E,5Z)-1-bromocycloocta-1,5-diene

(1E,5Z)-1-phenylcycloocta-1,5-diene