Bicyclo[6.1.0]nonane, 9,9-dibromo-, cis-

Base Information

• Chemical Name: Bicyclo[6.1.0]nonane, 9,9-dibromo-, cis-
• CAS No.: 32644-18-1
• Molecular Formula: C9H14Br2
• Molecular Weight: 282.018
• DSSTox Substance ID: DTXSID60460621
• Nikkaji Number: J888.224J
• Wikidata: Q82284737

Synonyms:32644-18-1;Bicyclo[6.1.0]nonane, 9,9-dibromo-, cis-;DTXSID60460621

Chemical Property of Bicyclo[6.1.0]nonane, 9,9-dibromo-, cis-

Chemical Property:

• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 281.94418
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCC2C(C2(Br)Br)CC1
• Isomeric SMILES: C1CCC[C@H]2[C@H](C2(Br)Br)CC1

Technology Process of Bicyclo[6.1.0]nonane, 9,9-dibromo-, cis-

There total 2 articles about Bicyclo[6.1.0]nonane, 9,9-dibromo-, cis- 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:

dibromocarbene (135226-15-2,4371-77-1) + (E)-cyclooctene (931-89-5,25267-51-0) → cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) + 9,9-dibromo-bicyclo[6.1.0]nonane (32644-18-1) + 9,9-dibromobicyclo[6.1.0]nonane (1196-95-8)

Guidance literature:

In ethanol; for 0.5h; Product distribution; Mechanism; effect of use of var. temp., of time, and also with CCl₂;

Reference yield:

Bromoform (75-25-2) + (E)-cyclooctene (931-89-5,25267-51-0) → 9,9-dibromo-trans-bicyclo<6.1.0>nonane (1196-95-8,26216-40-0,26216-41-1,32644-18-1,37887-66-4,59531-26-9)

Guidance literature:

With potassium tert-butylate; In pentane;

DOI:10.1021/ja00708a023

Reference yield: 83.0%

9,9-dibromo-bicyclo[6.1.0]nonane (32644-18-1) → cyclonona-1,2-diene (1123-11-1)

Guidance literature:

With methyllithium; In diethyl ether; at -40 ℃; for 3h;

DOI:10.1021/ja5096045

upstream raw materials:

dibromocarbene

(E)-cyclooctene

Bromoform

Downstream raw materials:

cis-bicyclo[6.1.0]nonane

cis-2-phenyl-1-(phenylthio)cyclopropane

1,1-bis(phenylthio)-2-phenylcyclopropane

cis/trans-9-phenylthiobicyclo<6.1.0>nonane

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