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M80903

Sigma-Aldrich

α-Methylstyrene

99%, contains 15 ppm p-tert-butylcatechol as inhibitor

Synonym(s):

2-Phenylpropene, Isopropenylbenzene

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About This Item

Linear Formula:
C6H5C(CH3)=CH2
CAS Number:
Molecular Weight:
118.18
Beilstein:
969405
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

vapor density

4.1 (vs air)

Quality Level

vapor pressure

2.1 mmHg ( 20 °C)

Assay

99%

form

liquid

autoignition temp.

1065 °F

contains

15 ppm p-tert-butylcatechol as inhibitor

expl. lim.

6.1 %

refractive index

n20/D 1.538 (lit.)

bp

165-169 °C (lit.)

mp

−24 °C (lit.)

density

0.909 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=C)c1ccccc1

InChI

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

InChI key

XYLMUPLGERFSHI-UHFFFAOYSA-N

General description

-Methylstyrene is an aromatic alkyl-substituted styrene monomer with a relatively high boiling point. It is widely used as a monomer to synthesize thermoplastic composite resins applied in adhesives, and coatings that require high-temperature stability. It can also participate as a precursor in regioselective and diastereoselective synthesis of natural products, pharmaceuticals, and other structurally diverse compounds.

Application

α-Methylstyrene can be used:

  • As a monomer to prepare “Phene” monomer for photopolymerizable dental resin composites to reduce their polymerization shrinkage. α-Methylstyrene has a low double bond concentration suitable for the preparation of low volumetric shrinkage and shrinkage stress resilient resin composites.
  • As a monomer to prepare poly(α-methylstyrene) polymer which can be used as an additive to fabricate organic thin film transistors. This polymer promotes the growth of uniformly aligned semiconductor crystals with significantly improved orientation.
  • As a precursor to synthesize 3,4-dihydropyrans with therapeutic potential.

Signal Word

Danger

Hazard Classifications

Aquatic Chronic 2 - Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 3 - Repr. 2 - Skin Sens. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

114.8 °F - closed cup

Flash Point(C)

46 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Ting Luo et al.
iScience, 23(11), 101717-101717 (2020-11-17)
Resin embedding is widely used to dissect the fine structure of bio-tissue with electron and optical microscopy. However, it is difficult to embed large-volume tissues with resin. Here, we modified the formula of LR-White resin to prevent the sample cracking
Monomer reactivity ratio and thermal performance of a-methyl styrene and glycidyl methacrylate copolymers
Deng JP and Yang WT
Chinese Journal of Polymer Science, 28(3), 323-330 (2010)
Toughening modification of (Acrylonitrile-styrene-acrylic copolymer)/(a-Methylstyrene-acrylonitrile copolymer) binary blend via using different impact modifiers."
Zhu W, et al.
Journal of Vinyl & Additive Technology (2014)
D B Dzhusupova et al.
Mikrobiologiia, 54(1), 136-140 (1985-01-01)
The work was aimed at studying alpha-methylstyrene oxidation by three active Pseudomonas cultures. P. acidovorans 9 oxidized alpha-methylstyrene only to acetophenone whereas two P. aeruginosa cultures assimilated the compound entirely. Analysis of the intermediate products and enzymes catalyzing the aromatic
National Toxicology Program technical report series, (543)(543), 1-210 (2008-08-08)
alpha-Methylstyrene is used in the production of acrylonitrile-butadiene-styrene resins and copolymers, which improve the impact and heat-resistant properties of polymers, specialty grades of plastics, rubber, and protective coatings. alpha-Methylstyrene also moderates polymerization rates and improves product clarity in coatings and

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