887-15-0

Basic information

• Product Name: 2,2-diphenyltetrahydrofuran
• Synonyms: 2,2-Diphenyltetrahydrofurane;Tetrahydro-2,2-diphenylfuran;2,2-di(phenyl)oxolane
• CAS NO: 887-15-0
• Molecular Formula: C₁₆H₁₆O
• Molecular Weight: 224.29764
• EINECS: 212-957-3
• Mol File: 887-15-0.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 339.4°C at 760 mmHg
• Flash Point: 153.6°C
• Appearance: /
• Density: 1.085g/cm³
• Vapor Pressure: 0.000181mmHg at 25°C
• Refractive Index: 1.581
• CAS DataBase Reference: 2,2-diphenyltetrahydrofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-diphenyltetrahydrofuran(887-15-0)
• EPA Substance Registry System: 2,2-diphenyltetrahydrofuran(887-15-0)

Safety Data

• Hazardous Substances Data: 887-15-0(Hazardous Substances Data)

Usage

General Description

2,2-diphenyltetrahydrofuran is a chemical compound with the molecular formula C16H18O. It is a tetrahydrofuran derivative, which is a cyclic ether compound. This chemical is characterized by its two phenyl groups attached to the tetrahydrofuran ring. It is used as a reagent in organic synthesis, particularly in the preparation of various types of compounds such as pharmaceuticals, agrochemicals, and flavors. 2,2-diphenyltetrahydrofuran is known for its stability and reactivity, making it a versatile compound in the field of organic chemistry. Its unique structure and properties make it a valuable tool in the development of new chemical compounds and materials.

InChI:InChI=1/C16H16O/c1-3-8-14(9-4-1)16(12-7-13-17-16)15-10-5-2-6-11-15/h1-6,8-11H,7,12-13H2

Upstream product

• 75732-50-2 (2,2-dioxo-2λ⁶-[1,2]oxathiolan-3-yl)-diphenyl-methanol 
• 76694-24-1 4,4-diphenyl-3-buten-1-ol 
• 108-86-1 bromobenzene 
• 939-52-6 4-chloro-1-phenylbutan-1-one 
• 4165-79-1 1,1-diphenyl-3-buten-1-ol 
• 56740-71-7 4,4-diphenyl-1-butanol 
• 100-59-4 phenylmagnesium chloride 
• 884-73-1 2,2'-diphenyloxetane 
• 70775-39-2 dimethylsulfoxonium methylide 
• 119-61-9 benzophenone 
• 5785-66-0 cyclopropyl diphenyl carbinol 
• 100-58-3 phenylmagnesium bromide 
• 4635-59-0 4-Chlorobutanoyl chloride 
• 201230-82-2 carbon monoxide 

Downstream Products

• 1618101-67-9 2-phenyl-2-(o-tolyl)tetrahydrofuran 
• 1618101-68-0 2-(2-ethylphenyl)-2-phenyltetrahydrofuran 
• 1618101-69-1 2-(2-tributylstannylphenyl)-2-phenyltetrahydrofuran 
• 1618101-70-4 2-(2-(phenylthio)phenyl)-2-phenyltetrahydrofuran 
• 1618101-71-5 (2-(2-phenyltetrahydrofuran-2-yl)phenyl)diphenylphosphine 
• 1618101-74-8 2-(2-phenyltetrahydrofuran-2-yl)benzaldehyde 
• 1618101-75-9 [2-(2-phenyltetrahydrofuran-2-yl)phenyl]phenylmethanone 
• 1618101-76-0 2-(2-phenyltetrahydrofuran-2-yl)-N-(p-tolyl)benzamide 
• 1618101-77-1 ethyl 2-(2-(2-phenyltetrahydrofuran-2-yl)benzyl)acrylate 
• 1618101-79-3 1-[2-(2-phenyltetrahydrofuran-2-yl)phenyl]cyclohexanol 
• 1618101-80-6 2-(2-(2-phenyltetrahydrofuran-2-yl)phenyl)propan-2-ol 
• 1618101-90-8 5-(2-chlorophenyl)-5-phenyldihydrofuran-2(3H)-one 
• 7746-94-3 5,5-diphenyldihydrofuran-2(3H)-one 
• 1618101-73-7 2-(2-fluorophenyl)-2-phenyltetrahydrofuran 

Relevant articles and documents

Heterocyclization involving benzylic C(sp3)-H functionalization enabled by visible light photoredox catalysis

A general and efficient method for heterocyclization involving benzylic C(sp3)-H functionalization enabled by visible light photoredox catalysis to access a wide range of structurally diverse oxygen as well as nitrogen heterocycles up to a gram scale is reported. The potential application of this new methodology is demonstrated by the total synthesis of (-)-codonopsinine and (+)-centrolobine. Herein it is proposed that selectfluor, unlike a fluorinating reagent, acts as an oxidative quencher and a hydrogen radical acceptor.

Regioselective desymmetrization of diaryltetrahydrofurans via directed ortho-lithiation: An unexpected help from green chemistry

An efficient functionalization of diaryltetrahydrofurans via a regioselective THF-directed ortho-lithiation is first described. This reaction can be successfully carried out in cyclopentyl methyl ether as a greener alternative to Et2O, with better results in terms of yield and selectivity and, surprisingly, also in protic eutectic mixtures competitively with protonolysis.

Efficient, stereodivergent access to 3-piperidinols by traceless P(OEt)3 cyclodehydration

A stereodivergent and highly diastereoselective (dr up to >19:1 for both isomers), step economic (5-6 steps), and scalable synthesis (up to 14 g) of cis- and trans-2-substituted 3-piperidinols, the core motif of numerous bioactive compounds, providing efficient access to the NK-1 inhibitor L-733,060 is presented. Additionally, a "traceless" (referring to the simplified byproduct separation) cyclodehydration realizing simple P(OEt)3 as a substitute for PPh3 is developed.