Cyclohept-1-ene-1-carbonyl chloride

Base Information

• Chemical Name: Cyclohept-1-ene-1-carbonyl chloride
• CAS No.: 72233-47-7
• Molecular Formula: C8H11 Cl O
• Molecular Weight: 158.628
• DSSTox Substance ID: DTXSID50500444
• Mol file: 72233-47-7.mol

Synonyms:72233-47-7;Cyclohept-1-ene-1-carbonyl chloride;DTXSID50500444

Chemical Property of Cyclohept-1-ene-1-carbonyl chloride

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 158.0498427
• Heavy Atom Count: 10
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC=C(CC1)C(=O)Cl

Technology Process of Cyclohept-1-ene-1-carbonyl chloride

There total 6 articles about Cyclohept-1-ene-1-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:

cyclohept-1-enecarboxylic acid (4321-25-9) → 1-Cycloheptene-1-carboxylic acid chloride (72233-47-7)

Guidance literature:

With thionyl chloride;

Reference yield:

cyclohept-1-enecarbonitrile (20343-19-5) → 1-Cycloheptene-1-carboxylic acid chloride (72233-47-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide; tetra-n-butylammonium hydrogen sulfate / ethanol; H₂O / Heating

2: oxalyl chloride; DMF

With sodium hydroxide; oxalyl dichloride; tetra(n-butyl)ammonium hydrogensulfate; N,N-dimethyl-formamide; In ethanol; water;

DOI:10.1016/j.tet.2005.01.097

Reference yield:

1-hydroxy-cycloheptanecarbonitrile (19036-56-7) → 1-Cycloheptene-1-carboxylic acid chloride (72233-47-7)

Guidance literature:

Multi-step reaction with 3 steps

1: phosphorus oxychloride

2: sodium hydroxide; tetra-n-butylammonium hydrogen sulfate / ethanol; H₂O / Heating

3: oxalyl chloride; DMF

With sodium hydroxide; oxalyl dichloride; tetra(n-butyl)ammonium hydrogensulfate; N,N-dimethyl-formamide; trichlorophosphate; In ethanol; water;

DOI:10.1016/j.tet.2005.01.097

upstream raw materials:

cyclohept-1-enecarboxylic acid

cyclohept-1-enecarbonitrile

1-hydroxy-cycloheptanecarbonitrile

cycloheptanone

Downstream raw materials:

4-(cyclohept-1-enecarbonyl)-morpholine

Cyclohepten-1-carbonsaeure-(1)-amid

3,4,5,6,7,8-hexahydro-2H-azulen-1-one

Refernces

• 1、 Banaag, April R.,Berger, Gideon O.,Dhoro, Francis,Delos Santos, Derrick B.,Dixon, Darryl D.,Mitchell, James P.,Tokeshi, Bradley K.,Tius, Marcus A.. "Tandem alkylation-cyclization process via an O,C-dianion". . p. 3419 - 3428. Retrieved 2007/10/03.