Cyclohex-3-ene-1-carboxamide

Base Information

• Chemical Name: Cyclohex-3-ene-1-carboxamide
• CAS No.: 4771-81-7
• Molecular Formula: C7H11NO
• Molecular Weight: 125.1683
• Hs Code.: 2924299090
• NSC Number: 176944
• DSSTox Substance ID: DTXSID40306492
• Nikkaji Number: J535.833G
• Mol file: 4771-81-7.mol

Synonyms:cyclohex-3-ene-1-carboxamide;4771-81-7;cyclohex-3-enecarboxamide;NSC 176944;3-Cyclohexene-1-carboxamide;NSC176944;SCHEMBL4612793;SCHEMBL24786161;DTXSID40306492;cyclohex-3-enecarboxylic acid amide;MFCD00218754;AKOS006243118;AB85991;NSC-176944;CS-0238091;FT-0730839;EN300-189809;Z145119476

Chemical Property of Cyclohex-3-ene-1-carboxamide

Chemical Property:

• Vapor Pressure: 0.00305mmHg at 25°C
• Refractive Index: 1.51
• Boiling Point: 284°C at 760mmHg
• Flash Point: 125.6°C
• PSA: 43.09000
• Density: 1.059g/cm³
• LogP: 1.52830
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 125.084063974
• Heavy Atom Count: 9
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

Cyclohex-3-ene-1-carboxamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CC=C1)C(=O)N

Technology Process of Cyclohex-3-ene-1-carboxamide

There total 10 articles about Cyclohex-3-ene-1-carboxamide 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: 85.0%

N-(phenylthio)cyclohex-3-enecarboxamide (872164-43-7) → 3-Cyclohexene-1-carboxamide (4771-81-7) + aza-6 bicyclo<3.2.1>octanone-7 (6142-56-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 4h; Heating;

DOI:10.1139/v05-029

Reference yield: 82.0%

3-cyclohexene-1-carboxaldehyde oxime (57606-87-8,57606-88-9,84049-09-2,112710-09-5,112710-10-8,4736-13-4) → 3-Cyclohexene-1-carboxamide (4771-81-7)

Guidance literature:

With [(eta.⁽⁵⁾-pentamethylcyclopentadienyl)Ir(H₂O)3](OTf)2; In water; at 120 ℃; for 12h; Schlenk technique;

DOI:10.1039/c3cy00934c

Reference yield: 80.0%

cyclohex-2-enecarbaldehyde (42540-33-0) → 3-Cyclohexene-1-carboxamide (4771-81-7)

Guidance literature:

cyclohex-2-enecarbaldehyde; With hydroxylamine hydrochloride; sodium carbonate; In water; at 20 ℃; for 0.5h; Schlenk technique;

With [(eta.⁽⁵⁾-pentamethylcyclopentadienyl)Ir(H₂O)3](OTf)2; In water; at 120 ℃; for 12h; Schlenk technique;

DOI:10.1039/c3cy00934c

upstream raw materials:

1,2,5,6-tetrahydrobenzoic acid

buta-1,3-diene

2-propenamide

N-(phenylthio)cyclohex-3-enecarboxamide

Downstream raw materials:

methyl N-(cyclohex-3-enyl)carbamate

1-Isocyanatoformyl-cyclohexen-⁽³⁾

N-(phenylthio)cyclohex-3-enecarboxamide

3-Cyclohexenyl-1-amine

Refernces

• 1、 Sun, Chunlou,Qu, Panpan,Li, Feng. "Rearrangement of aldoximes to amides in water under air atmosphere catalyzed by water-soluble iridium complex [Cp*Ir(H2O) 3][OTf]2". . p. 988 - 996. Retrieved 2014/04/03.
• 2、 Loudon, G. Marc,Radhakrishna, A. S.,Almond, Merrick R.,Blodgett, James K.,Boutin, Raymond H.. "Conversion of Aliphatic Amides into Amines with benzene. Scope of the Reaction". . p. 4272 - 4276. Retrieved 2007/10/02.