2-(2-Furylmethylene)cyclohexanone

Base Information

• Chemical Name: 2-(2-Furylmethylene)cyclohexanone
• CAS No.: 10496-51-2
• Molecular Formula: C11H12 O2
• Molecular Weight: 176.215
• European Community (EC) Number: 234-025-5
• Nikkaji Number: J2.838.797K,J212.431I
• Mol file: 10496-51-2.mol

Synonyms:2-(2-furylmethylene)cyclohexanone;136118-15-5;(E)-2-(Furan-2-ylmethylene)cyclohexanone;(2E)-2-(furan-2-ylmethylidene)cyclohexan-1-one;2-(2-Furfurylidene)cyclohexan-1-one;(E)-2-(Furan-2-ylmethylene)cyclohexan-1-one;10496-51-2;AI3-05663;2-(2-Furanylmethylene)cyclohexanone;2-[(alphaE)-Furfurylidene]cyclohexanone;(2e)-2-[2-furyl-methylene]cyclohexanone;(Z)-2-(furan-2-ylmethylene)cyclohexanone;EC-000.1728;EN300-814494;cyclohexanone, 2-(2-furanylmethylene)-, (2E)-;(2E)-2-[(furan-2-yl)methylidene]cyclohexan-1-one;J-502588

Chemical Property of 2-(2-Furylmethylene)cyclohexanone

Chemical Property:

• Vapor Pressure: 0.00107mmHg at 25°C
• Boiling Point: 301.2°Cat760mmHg
• Flash Point: 137.5°C
• Density: 1.147g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=O)C(=CC2=CC=CO2)C1
• Isomeric SMILES: C1CCC(=O)/C(=C/C2=CC=CO2)/C1

Technology Process of 2-(2-Furylmethylene)cyclohexanone

There total 6 articles about 2-(2-Furylmethylene)cyclohexanone 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: 98.0%

furfural (98-01-1) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → (E)-2-((furan-2-yl)methylene)cyclohexanone (10496-51-2,136118-15-5)

Guidance literature:

With propylamine; Bi(S(CH₂C₆H₄)2)(H₂O)⁽¹⁺⁾*BF₄^(1-)=[Bi(H₂O)(S(CH₂C₆H₄)2)]BF₄; at 0 ℃; for 6h; diastereoselective reaction; Ionic liquid;

DOI:10.1039/c004940a

Reference yield: 70.0%

furfural (98-01-1) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-(furan-2-ylmethylene)cyclohexanone (10496-51-2)

Guidance literature:

With pyrrolidine; for 0.1h; chemoselective reaction; Sonication; Inert atmosphere;

DOI:10.1016/j.ultsonch.2012.11.004

Reference yield:

furfural (98-01-1) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-(furan-2-ylmethylene)cyclohexanone (10496-51-2) + 2,6-bis[(furan-2-yl)methylidene]cyclohexan-1-one (893-00-5)

Guidance literature:

With anthracenebisresorcinol^1-*2(LaOH)²*6H₂O; In water; at 24.84 ℃; for 85h;

DOI:10.1021/ja001140b

upstream raw materials:

furfural

cyclohexanone

Downstream raw materials:

2-(5-Hydroxy-pentyl)-cyclohexanol

4-furan-2-yl-3-phenyl-1-oxa-2-aza-spiro[4.5]dec-2-en-6-one

optically inactive 2-((Ξ)-furfurylidene)-6-[[2]furyl-(2-oxo-cyclohexyl)-methyl]-cyclohexanone

2-((Ξ)-furfurylidene)-cyclohexanone-(2,4-dinitro-phenylhydrazone)

Refernces

• 1、 Kikhtyanin, Oleg,Kadlec, David,Velvarská, Romana,Kubi?ka, David. "Using Mg-Al Mixed Oxide and Reconstructed Hydrotalcite as Basic Catalysts for Aldol Condensation of Furfural and Cyclohexanone". . p. 1464 - 1475. Retrieved 2018.
• 2、 ?aczkowski, Krzysztof Z.,Misiura, Konrad,Biernasiuk, Anna,Malm, Anna. "Synthesis and antimicrobial activities of (4,5,6,7-tetrahydro-1H-indazol- 2(3H)-yl)thiazole derivatives". . p. 960 - 967. Retrieved 2014/10/15.