1927-58-8

Basic information

• Product Name: Furan, tetrahydro-2-(phenylmethoxy)-
• CAS NO: 1927-58-8
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• Mol File: 1927-58-8.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: Furan, tetrahydro-2-(phenylmethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Furan, tetrahydro-2-(phenylmethoxy)-(1927-58-8)
• EPA Substance Registry System: Furan, tetrahydro-2-(phenylmethoxy)-(1927-58-8)

Safety Data

• Hazardous Substances Data: 1927-58-8(Hazardous Substances Data)

Upstream product

• 109-99-9 tetrahydrofuran 
• 201230-82-2 carbon monoxide 
• 107-05-1 3-chloroprop-1-ene 
• 100-51-6 benzyl alcohol 
• 5664-17-5 cyclohexylallene 
• 1191-99-7 2,3-dihydro-2H-furan 
• 920-66-1 1,1,1,3',3',3'-hexafluoro-propanol 
• 25714-71-0 4-hydroxybutyraldehyde 

Downstream Products

• 2159-32-2 4-(benzyloxy)pentan-1-ol 
• 100-51-6 benzyl alcohol 
• 1383673-18-4 2-benzyloxy-4-hydroxytetrahydrofuran 
• 4541-14-4 4-benzyloxy-butan-1-ol 

Relevant articles and documents

A convenient synthesis of 2-tetrahydrofuranyl ethers.

[reaction: see text] A wide spectrum of alcohols and phenols are readily transformed to the corresponding 2-tetrahydrofuranyl ethers in good to excellent yields using CrCl2 and CCl4 in THF under nearly neutral conditions at room temperature.

Chiral Diaryliodonium Phosphate Enables Light Driven Diastereoselective α-C(sp3)-H Acetalization

C(sp3)-H bond functionalization has emerged as a robust tool enabling rapid construction of molecular complexity from simple building blocks, and the development of asymmetric versions of this reaction creates a powerful methodology to access enantiopure sp3-rich materials. Herein, we report the stereoselective functionalization of C(sp3)-H bonds of cyclic ethers employing a photochemically active diaryliodonium salt in combination with an anionic phase-transfer catalyst. The synthetic strategy outlined herein allows for regio- and stereochemical control in the α-C-H acetalization of furans and pyrans using alcohol nucleophiles, thus providing the ability to control the configuration at the stereogenic exocyclic acetal carbon.

Unexpected Mild Protection of Alcohols as 2-O-THF and 2-O-THP Ethers Catalysed by Cp2TiCl Reveal an Intriguing Role of the Solvent in the Single-Electron Transfer Reaction

A method for the conversion of primary, secondary and tertiary alcohols into the corresponding THF ethers at room temperature and primary and secondary alcohols into the corresponding THP ethers, has been developed using titanium(III) species generated from a catalytic amount of titanocene dichloride or (4R,5R)-(-)-2,2-dimethyl-α,α,α′,α′-tetra(1-naphthyl)-1,3-dioxolane-4,5-dimethanolatotitanium(IV) dichloride:acetonitrile adduct together with manganese(0) as a reductant and bromoform in THF or THP as the solvent. A radical mechanism is proposed for this transformation revealing an intriguing role of the solvent in the single-electron transfer reactions catalysed by the low valent TiIII system. A set of primary, secondary and benzylic alcohols have been converted into the corresponding THF and THP ethers and tertiary alcohols into the corresponding THF ethers using a catalytic amount of titanium dichloride in good yields and mild reaction conditions.