6006-81-1

Basic information

• Product Name: beta-methylenephenethyl alcohol
• Synonyms: beta-methylenephenethyl alcohol;2-Phenyl-2-propen-1-ol;2-Phenylallyl alcohol;2-Phenylpropen-3-ol;β-Methylenebenzeneethanol;Einecs 227-857-5
• CAS NO: 6006-81-1
• Molecular Formula: C₉H₁₀O
• Molecular Weight: 134.1751
• EINECS: 227-857-5
• Mol File: 6006-81-1.mol
• Article Data: 90

Chemical Properties

• Melting Point: 19 °C
• Boiling Point: 116-118 °C(Press: 11 Torr)
• Appearance: /
• Density: 1.0509 g/cm3
• PKA: 14.52±0.10(Predicted)
• CAS DataBase Reference: beta-methylenephenethyl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: beta-methylenephenethyl alcohol(6006-81-1)
• EPA Substance Registry System: beta-methylenephenethyl alcohol(6006-81-1)

Safety Data

• Hazardous Substances Data: 6006-81-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 27, p. 5579, 1986 DOI: 10.1016/S0040-4039(00)85270-3

Upstream product

• 3360-54-1 3-bromo-2-phenylprop-1-ene 
• 7534-40-9 2-phenylallyl acetate 
• 107-19-7 propargyl alcohol 
• 98-83-9 isopropenylbenzene 
• 96-09-3 styrene oxide 
• 2181-42-2 trimethylsulphonium iodide 
• 2085-88-3 2-methyl-2-phenyloxirane 
• 50-00-0 formaldehyd 
• 98-81-7 1-bromovinylbenzene 
• 67300-99-6 1-phenylethenylmagnesium bromide 
• 87234-28-4 1,3-dichloro-2-hydroxy-2-phenylpropane 
• 1005-91-0 2-phenyl-2-(chloromethyl)oxirane 
• 593-71-5 Chloroiodomethane 
• 98-88-4 benzoyl chloride 

Downstream Products

• 3360-52-9 3-chloro-2-phenylprop-1-ene 
• 112422-91-0 2-phenyl-2-propen-1-ol 3,5-dinitrobenzoate 
• 62296-21-3 3-tert-Butylthio-2-phenyl-propanol 
• 3917-24-6 2-Phenylprop-1-en-3-yl-vinylether 
• 53379-39-8 3-Phenyl-but-3-enoic acid dimethylamide 
• 1666-96-2 3-phenylquinoline 
• 106093-47-4 1--2-phenyl-2-propene 
• 4432-63-7 2-phenylacrolein 
• 86537-63-5 Ethyl 2-Phenyl-2-propenyl carbonate 
• 131706-45-1 2-phenyl-2-propenyl triphenylmethyl ether 
• 125289-58-9 Carbonic acid isopropyl ester 2-phenyl-allyl ester 
• 121386-57-0 methyl 2-phenylprop-2-en-1-yl carbonate 
• 66303-64-8 toluene-4-sulfonic acid 2-phenylallyl ester 
• 66966-42-5 2-phenyl-2-propen-1-yl trifluoroacetate 

Relevant articles and documents

An efficient HCl promoted Petasis reaction of 2-pyridinecarbaldehydes, amines and 1,2-oxborol-2(5H)-ols

A Petasis reaction of 2-pyridinecarbaldehydes with various amines and 4-substituted 1,2-oxaborol-2(5H)-ols was developed. In the presence of HCl, the reaction proceeded smoothly under very mild conditions and the corresponding desired products were obtained in medium to excellent yields. This method allows the access a wide range of highly functionalized allylic alcohols, which might be useful compounds in medicinal and material chemistry.

Oxoammonium-Mediated Allylsilane–Ether Coupling Reaction

A new C(sp3)?H functionalization reaction consisting of the oxidative α-allylation of allyl- and benzyl- methyl ethers has been developed. The C?C coupling could be carried out under mild conditions thanks to the use of cheap and green oxoammonium salts. The scope of the reaction was studied over 27 examples, considering the nature of the substituents on the two coupling partners.

Synthesis of Six-Membered Spiro Azacyclic Oxindole Derivatives via a One-Pot Process of Umpolung Allylation/Aza-Prins Cyclization

An unprecedented synthetic approach involving umpolung allylation/aza-Prins cyclization of N-2,2,2-trifluoroethylisatin ketimines is described. The reactions proceed smoothly with allyl bromide in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene, H2O, and trimethylsilyl bromide; this one-pot protocol allows access to six-membered spiro azacyclic oxindole derivatives in good to excellent yields. Notably, while the general aza-Prins cyclization involves amines and aldehydes, the present synthetic strategy represents the first aza-Prins cyclization that utilizes the umpolung property of N-2,2,2-trifluoroethylisatin ketimines.