423769

α-Vinylbenzyl alcohol

97%

• Synonym(s): α-Ethenylbenzenemethanol, α-Phenylallyl alcohol, (±)-1-Phenylallyl alcohol, 1-Hydroxy-1-phenyl-2-propene, 1-Phenyl-2-propen-1-ol, 1′-Hydroxyallylbenzene, 3-Phenyl-3-hydroxy-1-propene, Phenylvinylcarbinol
• Linear Formula: C₆H₅CH(CH=CH₂)OH
• CAS Number: 42273-76-7
• Molecular Weight: 134.18
• MDL number: MFCD00093987
• UNSPSC Code: 12352100
• PubChem Substance ID: 24866527
• NACRES: NA.22

Properties

• Assay: 97%
• form: liquid
• refractive index: n20/D 1.54 (lit.)
• bp: 101-102 °C/12 mmHg (lit.)
• density: 1.021 g/mL at 25 °C (lit.)
• functional group: hydroxyl; phenyl
• SMILES string: OC(C=C)c1ccccc1
• InChI: 1S/C9H10O/c1-2-9(10)8-6-4-3-5-7-8/h2-7,9-10H,1H2
• InChI key: MHHJQVRGRPHIMR-UHFFFAOYSA-N

Description

General description

α-Vinylbenzyl alcohol is an allyl alcohol derivative. Its isomerization reaction using a novel ternary catalyst system has been reported. The kinetic resolution of racemic α-vinylbenzyl alcohol by tungsten-catalyzed asymmetric epoxidation method has been repoorted. The coupling reaction of α-vinylbenzyl alcohol and aldehydes in the presence of RuCl₂(PPh₃)₃ catalyst and In(OAc)₃ as a co-catalyst in ionic liquids has been investigated. Etherification reaction of glycerol with α-vinylbenzyl alcohol in the presence of sulfonic catalyst immobilized on silica (SiO₂–SO₃H) has been reported.

Application

α−Vinylbenzyl alcohol may be used in the synthesis of cinnamyl ethers by reacting with alcohols.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 201.2 °F - closed cup
• Flash Point(C): 94 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves