14174-48-2

Basic information

• Product Name: Furan, 2-cyclohexyl-
• CAS NO: 14174-48-2
• Molecular Formula: C10H14O
• Molecular Weight: 150.221
• Mol File: 14174-48-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Furan, 2-cyclohexyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Furan, 2-cyclohexyl-(14174-48-2)
• EPA Substance Registry System: Furan, 2-cyclohexyl-(14174-48-2)

Safety Data

• Hazardous Substances Data: 14174-48-2(Hazardous Substances Data)

Upstream product

• 107-05-1 3-chloroprop-1-ene 
• 2719-27-9 cyclohexanylcarbonyl chloride 
• 584-12-3 2-bromofuran 
• 626-62-0 Cyclohexyl iodide 
• 1338347-15-1 4-(1-methoxycyclohexyl)but-3-yn-1-ol 
• 1338347-52-6 C₁₆H₂₆O₃ 
• 931-51-1 cyclohexylmagnesiumchloride 
• 10160-87-9 Propiolaldehyde diethyl acetal 
• 2043-61-0 cyclohexanecarbaldehyde 
• 60444-22-6 3,4-Dichloro-1-cyclohexyl-butan-1-one 

Relevant articles and documents

Asymmetric hydrogenation of furans and benzofurans with iridium-pyridine-phosphinite catalysts

Enantioselective hydrogenation of furans and benzofurans remains a challenging task. We report the hydrogenation of 2- and 3-substituted furans by using iridium catalysts that bear bicyclic pyridine-phosphinite ligands. Excellent enantioselectivities and high conversions were obtained for monosubstituted furans with a 3-alkyl or 3-aryl group. Furans substituted at the 2-position and 2,4-disubstituted furans proved to be more difficult substrates. The best results (80-97% conversion, 65-82% enantiomeric excess) were obtained with monosubstituted 2-alkylfurans and 2-[4-(trifluoromethyl)phenyl]furan. Benzofurans with an alkyl substituent at the 2- or 3-position also gave high conversions and enantioselectivity, whereas 2-aryl derivatives showed essentially no reactivity. The asymmetric hydrogenation of a 3-methylbenzofuran derivative was used as a key step in the formal total synthesis of the cytotoxic naphthoquinone natural product (-)-thespesone.

Synthesis of 2-substituted furans by iron- and palladium-catalyzed coupling reactions

The synthesis of 2-substituted furans via palladium- and iron-catalyzed coupling utilizing 2-bromofuran is described. Whereas palladium-catalyzed Suzuki coupling effectively provided the corresponding aryl furans, little or no product was obtained by palladium-catalyzed coupling with various alkyl nucleophiles. Iron-catalyzed coupling proved effective for the synthesis of primary and secondary alkyl furans in modest yields and aryl furans in low yields. Georg Thieme Verlag Stuttgart New York.

Efficient one-pot synthesis of 2-substituted furans from 3,3-diethoxypropyne and aldehydes using a Ti(O-i-Pr)4/2i-PrMgCl reagent

A new, efficient and direct synthetic method for synthesizing 2-substituted furans using titanium-alkyne complex from easily preparable lithium propargyl alcohol derivatives derived from commercially available 3,3-diethoxypropyne, n-butyllithium and aldehydes by a Ti(O-i-Pr)4/2 i-PrMgCl reagent in 68-85percent yields.