56667-10-8

Basic information

• Product Name: 1-Phenyl-2-cyclopenten-1-ol
• Synonyms: 1-Phenyl-2-cyclopenten-1-ol
• CAS NO: 56667-10-8
• Molecular Formula: C₁₁H₁₂O
• Molecular Weight: 160.21
• Mol File: 56667-10-8.mol

Chemical Properties

• Melting Point: 109-111 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4))
• Boiling Point: 280.3°C at 760 mmHg
• Flash Point: 103.7°C
• Appearance: /
• Density: 1.131g/cm³
• Vapor Pressure: 0.00182mmHg at 25°C
• Refractive Index: 1.602
• PKA: 13.85±0.20(Predicted)
• CAS DataBase Reference: 1-Phenyl-2-cyclopenten-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenyl-2-cyclopenten-1-ol(56667-10-8)
• EPA Substance Registry System: 1-Phenyl-2-cyclopenten-1-ol(56667-10-8)

Safety Data

• Hazardous Substances Data: 56667-10-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H12O/c12-11(8-4-5-9-11)10-6-2-1-3-7-10/h1-4,6-8,12H,5,9H2

Upstream product

• 930-30-3 cyclopent-2-enone 
• 591-51-5 phenyllithium 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 2327-56-2 1-phenyl-1,3-cyclopentadiene 
• 146562-75-6 1,4-diphenyl-2,4,6-triazatricyclo<5.2.1.0^2.6>decane-3,5-dione 
• 1961-98-4 5-phenylcyclopentadiene 
• 1961-93-9 1,4-cyclopentadien-1-ylbenzene 
• 3810-26-2 3-phenyl-2-cyclopenten-1-one 
• 118476-65-6 C₁₁H₁₂ 
• 93989-30-1 2-Phenyl-4,5,6,7,10,10-hexachlor-4,7-endomethylen-4,7,8,9-tetrahydroinden 
• 1206544-14-0 2-methyl-5-(3-phenylcyclopent-2-enyl)furan 
• 1234577-23-1 benzyl (RS)-(3-phenylcyclopent-2-en-1-yl)carbamate 
• 19926-46-6 1-hydroxy-3-phenylcyclopent-2-ene 

Relevant articles and documents

HFIP Solvent Enables Alcohols to Act as Alkylating Agents in Stereoselective Heterocyclization

A new method for the stereoselective synthesis of highly functionalized oxygen heterocycles using allyl or benzyl alcohols as alkylating agents is presented. The process is efficient and atom economic, generating water as the only stoichiometric byproduct. Substoichiometric amounts of Ti(OiPr)4 in HFIP solvent are key to this reactivity, and the method tolerates a broad substitution pattern on both the alcohol initiator and homoallylic alcohol substrate. Preliminary mechanistic studies reveal in situ formation of a titanium complex with HFIP which may initiate the cyclization reaction. Further stereoselective functionalization of the products allows access to a diverse range of interesting heterocyclic structures.

Pt-catalyzed oxidative rearrangement of cyclic tertiary allylic alcohols to enones using aqueous hydrogen peroxide

An oxidative rearrangement of cyclic tertiary allylic alcohols to β-disubstituted α,β-unsaturated ketones by Pt black catalyst with aqueous hydrogen peroxide is described. The reaction proceeds under organic solvent- and halide-free conditions and gives only water as a coproduct. The Pt black catalyst is commercially available and can be reused at least four times.

Chiral phosphine-phosphite ligands in the enantioselective 1,4-addition of Grignard reagents to α,β-unsaturated carbonyl compounds

A library of chiral phosphine-phosphite ligands was evaluated in the Cu-catalyzed asymmetric 1,4-addition of Grignard reagents to cyclopentenone, cycloheptenone and 5,6-dihydro-2H-pyran-2-one. TADDOL-based ligands 1a and 1b with a bulky substituent at the

Oxidative rearrangement of cyclic tertiary allylic alcohols with IBX in DMSO

(Chemical Equation Presented) A practical and environmentally friendly method for oxidative rearrangement of five- and six-membered cyclic tertiary allylic alcohols to β-disubstituted α,β-unsaturated ketones by the IBX/DMSO reagent system is described. Several conventional protecting groups (e.g., Ac, MOM, and TBDPS) are compatible under the reaction conditions prescribed.

Polystyrene-Bearing Cyclopentadienyl Metal Catalysts: Copolymerization of a Styrene Monomer Containing Cyclopentadiene Synthons

The reaction of p-styrylmagnesium bromide with norbornenone gave syn- and anti-7-hydroxy-7-(p-styryl)norborn-2-ene (6) which could be converted to either the syn- and anti-7-methoxy derivative (8) or anti-7-chloro-7-(p-styryl)norborn-2-ene (7).Both styryl monomers 7 and 8 were copolymerized with styrene and divinyl benzene to give polymers (9) containing 10 mol percent of 7-substituted norbornyl derivatives.Treatment of the 7-chloro polymer (9c,d) with butyllithium or reaction of uncross-linked 7-methoxy polymer (9a) with sodium-potassium alloy generated the polymer-attached cyclopentadienyl anion that could be converted to a polymer bound η5-cyclopentadienyldicarbonylrhodium catalyst (12).Quenching the polymer containing cyclopentadienyl anion gave a polymer containing cyclopentadiene units (11).This polymer could be converted to the polymer-bound η5-cyclopentadienyldicarbonylcobalt analogue (13).Although 13 was not a Fischer-Tropsch catalyst, 12 would effect the hydroformylation of 1-hexene and the reduction of aromatic substrates.