4481-56-5

Basic information

• Product Name: α,α-diphenyl-2-furanmethanol
• Synonyms: α,α-diphenyl-2-furanmethanol
• CAS NO: 4481-56-5
• Molecular Weight: 250.297
• Mol File: 4481-56-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: α,α-diphenyl-2-furanmethanol(CAS DataBase Reference)
• NIST Chemistry Reference: α,α-diphenyl-2-furanmethanol(4481-56-5)
• EPA Substance Registry System: α,α-diphenyl-2-furanmethanol(4481-56-5)

Safety Data

• Hazardous Substances Data: 4481-56-5(Hazardous Substances Data)

Upstream product

• 2689-59-0 (furan-2-yl)(phenyl)methanone 
• 54829-48-0 2-iodofuran 
• 464-72-2 tetraphenylethane-1,2-diol 
• 22037-28-1 3-bromofurane 
• 119-61-9 benzophenone 
• 79654-37-8 diphenyl(2-thienyl)methanol 
• 76-84-6 triphenylmethyl alcohol 
• 110-00-9 furan 
• 98754-48-4 2-furylmagnesium bromide 
• 614-99-3 Ethyl 2-furoate 

Downstream Products

• 67081-30-5 2-benzhydrylidene-5-methoxy-2,5-dihydro-furan 
• 7023-45-2 dicrotyl ether 
• 557-40-4 Allyl ether 
• 5432-54-2 (2-methylphenyl)diphenylmethanol 
• 79654-37-8 diphenyl(2-thienyl)methanol 
• 847-83-6 p-methoxytrityl alcohol 
• 64655-62-5 (2-methoxyphenyl)(diphenyl)methanol 
• 21856-96-2 Diphenyl<4-(trifluormethyl)phenyl>methanol 
• 6326-62-1 (biphenyl-2-yl)(diphenyl)methanol 
• 73475-34-0 [2-(trifluoromethyl)phenyl](diphenyl)methanol 
• 569674-01-7 (2,6-dimethylphenyl)(diphenyl)methanol 

Relevant articles and documents

Manganese=Catalyzed Achmatowicz Rearrangement Using Green Oxidant H2O2

Oxidation reactions have been extensively studied in the context of the transformations of biomass=derived furans. However, in contrast to the vast literature on utilizing the stoichiometric oxidants, such as m=CPBA and NBS, catalytic methods for the oxidative furan=recyclizations remain scarcely investigated. Given this, we report a means of manganese=catalyzed oxidations of furan with low loading, achieving the Achmatowicz rearrangement in the presence of hydrogen peroxide as an environmentally benign oxidant under mild conditions with wide functional group compatibility.

Sodium-Ketyl Radical Anions by Reverse Pinacol Reaction and Their Coupling with Iodoarenes

Transition-metal-free C-C bond formation between aryl iodides and pinacols is presented. Pinacols are readily transformed by deprotonation with NaH to their Na-pinacolates. C-C-bond homolysis at room temperature generates in situ the corresponding Na-ketyl radical anions which react with various aryl iodides in a homolytic aromatic substitution reaction to form tertiary Na-alcoholates. Protonation eventually provides tertiary alcohols in an unprecedented route.

Deprotonation of furans using lithium magnesates

Furan was deprotonated on treatment with 1/3 equiv of Bu3MgLi in THF at rt. The lithium arylmagnesate formed was either trapped with electrophiles or involved in a palladium-catalyzed cross-coupling reaction with 2-bromopyridine. The highly coordinated magnesate Bu4MgLi2 (1/3 equiv) proved to be a better deprotonating agent than Bu3MgLi; the monitoring of the reaction using NMR spectroscopy showed that the deprotonation of furan at rt required 2 h whereas the subsequent electrophilic trapping was instantaneous. The method was extended to benzofuran, allowing its functionalization at C2 in high yields. The deprotonation of 2-methylfuran and lithium furfurylalkoxide at C5 turned out to be difficult, requiring either long reaction times or higher temperatures.