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M80806

Sigma-Aldrich

4-Methylstyrene

96%, contains 3,5-di-tert-butylcatechol as inhibitor

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Synonym(s):
4-Vinyltoluene
Linear Formula:
CH3C6H4CH=CH2
CAS Number:
Molecular Weight:
118.18
Beilstein:
1209317
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

vapor pressure

<1 mmHg ( 20 °C)

Assay

96%

form

liquid

autoignition temp.

959 °F

contains

3,5-di-tert-butylcatechol as inhibitor

expl. lim.

5.3 %

refractive index

n20/D 1.542 (lit.)

bp

170-175 °C (lit.)

density

0.897 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

Cc1ccc(C=C)cc1

InChI

1S/C9H10/c1-3-9-6-4-8(2)5-7-9/h3-7H,1H2,2H3

InChI key

JLBJTVDPSNHSKJ-UHFFFAOYSA-N

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This Item
522864M8090369180
4-Methylstyrene 96%, contains 3,5-di-tert-butylcatechol as inhibitor

Sigma-Aldrich

M80806

4-Methylstyrene

Methylstyrene 60% meta, 40% para and 1% ortho, 99%, contains ~50&#160;ppm 4-tert-butylcatechol as inhibitor

Sigma-Aldrich

522864

Methylstyrene

&#945;-Methylstyrene 99%, contains 15&#160;ppm p-tert-butylcatechol as inhibitor

Sigma-Aldrich

M80903

α-Methylstyrene

2-Methylstyrene &#8805;95.0% (GC)

Sigma-Aldrich

69180

2-Methylstyrene

form

liquid

form

-

form

liquid

form

liquid

contains

3,5-di-tert-butylcatechol as inhibitor

contains

~50 ppm 4-tert-butylcatechol as inhibitor

contains

15 ppm p-tert-butylcatechol as inhibitor

contains

-

refractive index

n20/D 1.542 (lit.)

refractive index

n20/D 1.5425 (lit.)

refractive index

n20/D 1.538 (lit.)

refractive index

n20/D 1.543

bp

170-175 °C (lit.)

bp

168 °C (lit.)

bp

165-169 °C (lit.)

bp

169-171 °C

density

0.897 g/mL at 25 °C (lit.)

density

0.893 g/mL at 25 °C (lit.)

density

0.909 g/mL at 25 °C (lit.)

density

0.914 g/mL at 20 °C

General description

4-Methylstyrene is a molecule with an extended Π conjugation. The threefold symmetric torsional potential of 4-methylstyrene has been investigated. Polymerization of 4-methylstyrene by employing a half-metallocene type catalytic system composed of (trimethyl)pentamethylcyclopentadienyltitanium (Cp*TiMe3), trioctylaluminum (AlOct3), and tris(pentafluorophenyl)borane [B(C6F5)3] has been reported. Palladium-catalyzed Heck coupling of chlorobenzene with 4-methylstyrene has been investigated.

Application

4-Methylstyrene was employed as Π ligand in the preparation of cationic, two-coordinate triphenylphosphine-gold(I)-Π complexes.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Chronic 2 - Asp. Tox. 1 - Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

113.0 °F

Flash Point(C)

45 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Rachel E M Brooner et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(25), 8276-8284 (2013-04-18)
Cationic, two-coordinate triphenylphosphine-gold(I)-π complexes of the form [(PPh₃)Au(π ligand)]⁺SbF₆⁻ (π ligand=4-methylstyrene, 1∙SbF₆), 2-methyl-2-butene (3∙SbF₆), 3-hexyne (6∙SbF₆), 1,3-cyclohexadiene (7∙SbF₆), 3-methyl-1,2-butadiene (8∙SbF₆), and 1,7-diphenyl-3,4-heptadiene (10∙SbF₆) were generated in situ from reaction of [(PPh₃)AuCl], AgSbF₆, and π ligand at -78 °C and were
Syndiospecific living polymerization of 4-methylstyrene and styrene with (trimethyl) pentamethylcyclopentadienyltitanium/tris (pentafluorophenyl) borane/trioctylaluminum catalytic system.
Kawabe M and Murata M.
Journal of Polymer Science Part A: Polymer Chemistry, 39(21), 3692-3706 (2001)
An efficient palladium-catalyzed Heck coupling of aryl chlorides with alkenes.
Yi C and Hua R.
Tetrahedron Letters, 47(15), 2573-2576 (2006)
Rajeev K Sinha et al.
The Journal of chemical physics, 124(14), 144316-144316 (2006-04-22)
To understand the effect of the para position vinyl group substitution in toluene on methyl torsion, we investigated 4-methylstyrene, a benchmark molecule with an extended pi conjugation. The assignment for a 33 cm(-1) band in the excitation spectrum to the
T Kühler
Xenobiotica; the fate of foreign compounds in biological systems, 14(5), 417-428 (1984-05-01)
N-Acetyl-L-cysteine was reacted with 2-(2-, 3-, or 4-methylphenyl)-oxiranes to give mixtures of the two possible regio isomers N-acetyl-S-[1-(2-, 3-, or 4-methylphenyl)-2-hydroxyethyl]-L-cysteine and N-acetyl-S-[2-(2-, 3-, or 4-methylphenyl)-2-hydroxyethyl]-L-cysteine, respectively. These were isolated in pure form by h.p.l.c.. The diastereomers were characterized by

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