2-Chlorobicyclo[2.2.1]hept-5-ene-2-carbonitrile

Base Information

• Chemical Name: 2-Chlorobicyclo[2.2.1]hept-5-ene-2-carbonitrile
• CAS No.: 6945-87-5
• Molecular Formula: C8H8ClN
• Molecular Weight: 153.611
• Hs Code.: 2926909090
• NSC Number: 52586
• DSSTox Substance ID: DTXSID80287812
• Nikkaji Number: J1.120.283G
• Mol file: 6945-87-5.mol

Synonyms:2-chlorobicyclo[2.2.1]hept-5-ene-2-carbonitrile;6945-87-5;2-Chlorobicyclo[2.2.1]hept-5-ene-2-carbonitrile, mix. of endo/exo;18317-73-2;NSC52586;SCHEMBL2079856;DTXSID80287812;MFCD01566417;NSC-52586;BS-24748;CS-0212734;A898410;2-chloro-2-cyano bicyclo[2.2.1]hept-5-ene, endo

Chemical Property of 2-Chlorobicyclo[2.2.1]hept-5-ene-2-carbonitrile

Chemical Property:

• Vapor Pressure: 0.00996mmHg at 25°C
• Refractive Index: 1.553
• Boiling Point: 264 °C at 760 mmHg
• Flash Point: 116.5 °C
• PSA: 23.79000
• Density: 1.24 g/cm³
• LogP: 2.08358
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 153.0345270
• Heavy Atom Count: 10
• Complexity: 237

Purity/Quality:

99% ^*data from raw suppliers

2-Chlorobicyclo[2.2.1]hept-5-ene-2-carbonitrile,mix.ofendo/exo ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC(C1C=C2)(C#N)Cl

Technology Process of 2-Chlorobicyclo[2.2.1]hept-5-ene-2-carbonitrile

There total 10 articles about 2-Chlorobicyclo[2.2.1]hept-5-ene-2-carbonitrile 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: 97.0%

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + 2-Chloroacrylonitrile (920-37-6) → 2-chlorobicyclo<2.2.1>hept-5-ene-2-carbonitrile (6945-87-5)

Guidance literature:

In benzene; at 45 ℃; for 36h;

Reference yield:

5-norbornene-2-carbonitrile (2890-96-2) → 2-chlorobicyclo<2.2.1>hept-5-ene-2-carbonitriles (6945-87-5,17814-99-2,18317-73-2,126497-33-4,126497-54-9) + (1R*,2S*,4R*)-2-chlorobicyclo[2.2.1]hept-5-ene-2-carbonitrile (6945-87-5,17814-99-2,18317-73-2,126497-33-4,126497-54-9)

Guidance literature:

5-norbornene-2-carbonitrile; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃;

With 2-chloro-2-fluoro-2-phenylacetonitrile; In tetrahydrofuran; at -78 ℃; for 0.0833333h;

DOI:10.1021/ol100897y

Reference yield:

5-norbornene-2-carbonitrile (2890-96-2) → 2-chlorobicyclo<2.2.1>hept-5-ene-2-carbonitriles (6945-87-5,17814-99-2,18317-73-2,126497-33-4,126497-54-9) + (1R*,2S*,4R*)-2-chlorobicyclo[2.2.1]hept-5-ene-2-carbonitrile (6945-87-5,17814-99-2,18317-73-2,126497-33-4,126497-54-9)

Guidance literature:

5-norbornene-2-carbonitrile; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃;

With 2-chloro-2-fluoro-2-phenylacetonitrile; In tetrahydrofuran; at -78 ℃; for 0.0833333h;

DOI:10.1021/ol100897y

upstream raw materials:

cyclopenta-1,3-diene

2-Chloroacrylonitrile

5-norbornene-2-carbonitrile

bi(cyclopentadiene)

Downstream raw materials:

(1S,2S,4R,5S,6S)-2,5-Dichloro-6-phenylselanyl-bicyclo[2.2.1]heptane-2-carbonitrile

6-exo-benzeneselenenyl-2-endo,5-endo-dichlorobicyclo<2.2.1>heptane-2-exo-carbonitrile

norborn-5-en-2-one

((1R,2S,6S,7R)-3,5-Dioxo-4-phenyl-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-1-yl)-acetonitrile