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423769

Sigma-Aldrich

α-Vinylbenzyl alcohol

97%

Sinónimos:

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

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About This Item

Fórmula lineal:
C6H5CH(CH=CH2)OH
Número de CAS:
42273-76-7
Peso molecular:
134.18
Número MDL:
MFCD00093987
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24866527
NACRES:
NA.22

Ensayo

97%

Formulario

liquid

índice de refracción

n20/D 1.54 (lit.)

bp

101-102 °C/12 mmHg (lit.)

densidad

1.021 g/mL at 25 °C (lit.)

grupo funcional

hydroxyl
phenyl

cadena SMILES

OC(C=C)c1ccccc1

InChI

1S/C9H10O/c1-2-9(10)8-6-4-3-5-7-8/h2-7,9-10H,1H2

Clave InChI

MHHJQVRGRPHIMR-UHFFFAOYSA-N

Categorías relacionadas

Descripción general

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.

Aplicación

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

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H315,H319,H335

Clasificaciones de peligro

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

201.2 °F - closed cup

Punto de inflamabilidad (°C)

94 °C - closed cup

Equipo de protección personal

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
0000331375
0000331374
0000275150
0000227050

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Masato Ito et al.
Journal of the American Chemical Society, 127(17), 6172-6173 (2005-04-28)
Highly efficient isomerization of allylic alcohols into saturated carbonyls is accomplished using the catalyst system of Cp*RuCl[Ph2P(CH2)2NH2-kappa2-P,N]-KOt-Bu (Cp* = eta5-C5(CH3)5) under mild conditions. Mechanistic consideration based on isotope-labeling experiments indicated the present reaction is applicable to the asymmetric isomerization of
Ruthenium-catalyzed tandem olefin migration-Aldol-and mannich-type reactions in ionic liquid.
Yang XF, et al.
J. Mol. Catal. A: Chem., 214(1), 147-154 (2004)
Chuan Wang et al.
Journal of the American Chemical Society, 136(4), 1222-1225 (2014-01-16)
A simple, efficient, and environmentally friendly asymmetric epoxidation of primary, secondary, tertiary allylic, and homoallylic alcohols has been accomplished. This process was promoted by a tungsten-bishydroxamic acid complex at room temperature with the use of aqueous 30% H2O2 as oxidant
Heterogeneously catalyzed etherification of glycerol: new pathways for transformation of glycerol to more valuable chemicals.
Gu Y, et al.
Green Chemistry, 10(2), 164-167 (2008)
Yoshio Kasashima et al.
Journal of oleo science, 59(10), 549-555 (2010-09-30)
Reactions of α-vinylbenzyl alcohol with other alcohols using iodine as a catalyst were investigated. The corresponding cinnamyl ethers were obtained as products. This suggested that α-vinylbenzyl alcohol was converted to cinnamyl ethers via 1-phenylallyl cation. Cinnamyl ethyl ether was obtained

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