Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride

Base Information

• Chemical Name: Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride
• CAS No.: 27063-48-5
• Molecular Formula: C₈H₉ClO
• Molecular Weight: 156.612
• Hs Code.: 2916209090
• European Community (EC) Number: 248-200-9
• NSC Number: 91503
• DSSTox Substance ID: DTXSID50949819
• Nikkaji Number: J308.443D
• Mol file: 27063-48-5.mol

Synonyms:5-Norbornene-2-carbonyl chloride;27063-48-5;Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride;EINECS 248-200-9;Bicyclo(2.2.1)hept-5-ene-2-carbonyl chloride;bicyclo[2.2.1]hept-2-ene-5-carbonyl chloride;NSC91503;norbornene-5-carbonylchloride;SCHEMBL950831;DTXSID50949819;2-norbornene-5-carboxylic chloride;NSC 91503;NSC-91503;AKOS000301529;AKOS016344155;Norborna-2-ene-5-carboxylic acid chloride;BB 0259463;FT-0656315;Bicyclo[2.2.1]-5-heptene-2-carbonyl chloride;bicyclo[2.2.1]-hept-5-ene-2-carbonyl chloride;A818896

Chemical Property of Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride

Chemical Property:

• Vapor Pressure: 0.314mmHg at 25°C
• Refractive Index: 1.544
• Boiling Point: 201.1 °C at 760 mmHg
• Flash Point: 97.2 °C
• PSA: 17.07000
• Density: 1.256 g/cm³
• LogP: 1.96400
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 156.0341926
• Heavy Atom Count: 10
• Complexity: 197

Purity/Quality:

99% ^*data from raw suppliers

Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride

There total 16 articles about Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride 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: 100.0%

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + acryloyl chloride (814-68-6,25189-84-8) → bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride (27063-48-5,34733-86-3,37750-50-8,117835-14-0,143916-13-6,214920-46-4,783334-78-1)

Guidance literature:

With methyloxirane; Inert atmosphere;

DOI:10.1016/j.tet.2010.05.005

Reference yield: 88.0%

5-norbornene-endo-2-carboxylic acid (934-30-5,1195-12-6,20507-53-3,58001-99-3,67999-50-2,67999-53-5,74645-32-2,108266-75-7,120-74-1) → bicyclo[2.2.1]hept-2-ene-5-carbonyl chloride (27063-48-5,34733-86-3,37750-50-8,117835-14-0,143916-13-6,214920-46-4,783334-78-1)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 2.5h;

Reference yield: 82.0%

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + acryloyl chloride (814-68-6,25189-84-8) → bicyclo[2.2.1]hept-2-ene-5-carbonyl chloride (27063-48-5,34733-86-3,37750-50-8,117835-14-0,143916-13-6,214920-46-4,783334-78-1)

Guidance literature:

at 95 ℃; for 6h;

DOI:10.1021/ol017205c

upstream raw materials:

exo-5-norbornene-2-carboxylic acid

5-norbornene-endo-2-carboxylic acid

cyclopenta-1,3-diene

acryloyl chloride

Downstream raw materials:

bicyclo[2.2.1]hept-5-ene-2-carboxamide

N-(endo-bicyclo<2.2.1>hept-5-en-2-carbonyl)-L-phenylalanine

2-(Bicyclo<2.2.1>hept-5-en-2-ylcarbonyl)-1-cyclohexanon

N-(4-nitrophenyl)-norbornene-2-carboxamide