2,3-Dichlorobicyclo[2.2.1]hept-2-ene

Base Information

• Chemical Name: 2,3-Dichlorobicyclo[2.2.1]hept-2-ene
• CAS No.: 21604-74-0
• Molecular Formula: C7H8Cl2
• Molecular Weight: 163.047
• NSC Number: 176869
• DSSTox Substance ID: DTXSID70306465
• Mol file: 21604-74-0.mol

Synonyms:2,3-dichlorobicyclo[2.2.1]hept-2-ene;21604-74-0;NSC 176869;2,3-Dichlorobicyclo(2.2.1)hept-2-ene;2,3-dichloro-2-norbornene;NSC176869;DTXSID70306465;NSC-176869

Chemical Property of 2,3-Dichlorobicyclo[2.2.1]hept-2-ene

Chemical Property:

• Vapor Pressure: 0.39mmHg at 25°C
• Boiling Point: 203.8°Cat760mmHg
• Flash Point: 80.8°C
• Density: 1.31g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 162.0003056
• Heavy Atom Count: 9
• Complexity: 154

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC1C(=C2Cl)Cl

Technology Process of 2,3-Dichlorobicyclo[2.2.1]hept-2-ene

There total 4 articles about 2,3-Dichlorobicyclo[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: 34.0%

2-lithio-3-chlorobicyclo<2.2.1>hept-2-ene → 2,3-dichloro-2-norbornene (21604-74-0)

Guidance literature:

With tetrachloromethane;

DOI:10.1021/ja00542a041

Reference yield:

α-chloronorbornene (694-93-9,29685-80-1) → 2,3-dichloro-2-norbornene (21604-74-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tert-BuLi / tetrahydrofuran; pentane / -45 °C

2: 34 percent / CCl₄

With tetrachloromethane; tert.-butyl lithium; In tetrahydrofuran; pentane;

DOI:10.1021/ja00542a041

Reference yield:

2,3-dichlorobicyclo <2.2.1> hepta-2,5-diene (18990-07-3) → 2,3-dichloro-2-norbornene (21604-74-0)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1039/j39690000288

upstream raw materials:

2,3-dichlorobicyclo <2.2.1> hepta-2,5-diene

α-chloronorbornene

Downstream raw materials:

iodobenzene

1-tert-butyl-4-iodobenzene

2,5-dichloro-exo-3,4-benzotricyclo<4.2.1.0^2,5>-nonane

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