2-Bromobicyclo[2.2.1]hept-2-ene

Base Information

• Chemical Name: 2-Bromobicyclo[2.2.1]hept-2-ene
• CAS No.: 694-90-6
• Molecular Formula: C7H9Br
• Molecular Weight: 173.05
• Hs Code.: 2903890090
• DSSTox Substance ID: DTXSID80504475
• Nikkaji Number: J1.504.235D
• Mol file: 694-90-6.mol

Synonyms:2-BROMOBICYCLO[2.2.1]HEPT-2-ENE;694-90-6;SCHEMBL8774746;DTXSID80504475;MFCD23135249;AKOS015835064;BS-24562;CS-0454960;EN300-7597790

Chemical Property of 2-Bromobicyclo[2.2.1]hept-2-ene

Chemical Property:

• PSA: 0.00000
• LogP: 2.69510
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 171.98876
• Heavy Atom Count: 8
• Complexity: 137

Purity/Quality:

97% ^*data from raw suppliers

2-Bromobicyclo[2.2.1]hept-2-ene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC1C=C2Br

Technology Process of 2-Bromobicyclo[2.2.1]hept-2-ene

There total 10 articles about 2-Bromobicyclo[2.2.1]hept-2-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: 52.0%

norborn-2-ene (498-66-8) → 2-bromobicyclo[2.2.1]hept-2-ene (694-90-6)

Guidance literature:

norborn-2-ene; With n-butyllithium; potassium tert-butylate; In tetrahydrofuran; hexane; at -78 - 40 ℃; for 2h; Schlenk technique; Inert atmosphere;

With 1,2-dibromo-1,1,2,2-tetrachloroethane; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 3.25h; Schlenk technique; Inert atmosphere;

DOI:10.3906/kim-1809-11

Reference yield:

Norbornan-2-on (497-38-1) → 2-bromobicyclo[2.2.1]hept-2-ene (694-90-6) + 2,2-dibromobicyclo<2.2.1>heptane (85202-08-0) + 1,2exo-dibromo-norbornane (87406-54-0) + 1-bromobicyclo<2.2.1>heptan-2-ene (87406-55-1)

Guidance literature:

With phenyl(tribromomethyl)mercury(II); In benzene; at 75 - 80 ℃; for 4h;

DOI:10.1021/jo00172a015

Reference yield:

2-exo,3-endo-dibromonorbornane (2843-42-7,2843-50-7,2843-52-9,60154-53-2) → 2-bromobicyclo[2.2.1]hept-2-ene (694-90-6)

Guidance literature:

With potassium tert-butylate; tert-butyl alcohol;

DOI:10.1021/ja01645a005

upstream raw materials:

2-exo,3-endo-dibromonorbornane

norborn-2-ene

Norbornan-2-on

2,2-dibromobicyclo<2.2.1>heptane

Downstream raw materials:

2-phenylnorborn-2-ene