52767-51-8

Basic information

• Product Name: 2-Phenethoxytetrahydrofuran
• Synonyms: 2-Phenethoxytetrahydrofuran
• CAS NO: 52767-51-8
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.25424
• Mol File: 52767-51-8.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Phenethoxytetrahydrofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenethoxytetrahydrofuran(52767-51-8)
• EPA Substance Registry System: 2-Phenethoxytetrahydrofuran(52767-51-8)

Safety Data

• Hazardous Substances Data: 52767-51-8(Hazardous Substances Data)

Upstream product

• 109-99-9 tetrahydrofuran 
• 60-12-8 2-phenylethanol 
• 24330-46-9 2-phenylethyl nitrite 
• 5371-52-8 2-hydroxytetrahydrofuran 
• 1927-61-3 2-(2-phenylethoxy)tetrahydro-2H-pyran 

Relevant articles and documents

Metal-free tetrahydrofuranylation of alcohols with tertbutyl nitrite

Metal-free tetrahydrofuranylation of alcohols in the presence of tertbutyl nitrite is described, providing a facile and green route for the protection of hydroxy groups. Mechanistic studies demonstrate that this transformation proceeds in a radical way, and involves alkyl nitrite of corresponding alcohol as the key intermediate.

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.

Vanadium(III) chloride (VCl3): Efficient reagent for the introduction of tetrahydrofuran-based acetal protecting groups for alcohols

Treatment of different types of alcohols with tetrahydrofuran (THF) in the presence of VCl3 and CCl4 smoothly afforded the corresponding THF-based acetals in excellent yields. The reaction is fast at room temperature, and several functional groups are tolerated, with no racemization being observed. A radical mechanism, based on Cl3C ? as the active species, is proposed for this novel kind of transformation, which complements the classical tetrahydro-2H-pyran-2-yl (THP) protocol.