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111848

Sigma-Aldrich

trans-β-Methylstyrene

99%

Synonym(s):

trans-1-Phenyl-1-propene, trans-beta-Methylstyrene, trans-Propenylbenzene

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About This Item

Linear Formula:
C6H5CH=CHCH3
CAS Number:
873-66-5
Molecular Weight:
118.18
Beilstein:
1361672
EC Number:
212-848-0
MDL number:
MFCD00009280
UNSPSC Code:
12352100
PubChem Substance ID:
24847044
NACRES:
NA.22

Assay

99%

contains

20 ppm 3,5-di-tert-butylcatechol as inhibitor

refractive index

n20/D 1.550 (lit.)

bp

175 °C (lit.)

density

0.911 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C\C=C\c1ccccc1

InChI

1S/C9H10/c1-2-6-9-7-4-3-5-8-9/h2-8H,1H3/b6-2+

InChI key

QROGIFZRVHSFLM-QHHAFSJGSA-N

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General description

The product exhibits potential exothermic hazards at higher temperatures.

Application

Trans-β-methylstyrene was used in the epoxidation reaction of an oxidant solution with a solution of dichloromethane, where nickel is used as a catalyst and benzyltributylammonium bromide as a phase-transfer agent.
Trans-β-methylstyrene was used in the preparation of exo-chromans by the oxa analogue of the Povarov reaction.

Signal Word

Danger

Hazard Classifications

Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 3 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

125.6 °F - closed cup

Flash Point(C)

52 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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S Y Lin et al.
Journal of hazardous materials, 161(1), 330-335 (2008-05-20)
According to literature and our research, the styrene polymerization mechanism is identified by alpha-methylstyrene (AMS). This study investigated the basic exothermic behavior of styrene and its major derivatives, AMS, and trans-beta-methylstyrene (TBMS), by two calorimeters, differential scanning calorimetry (DSC) and
(Salen)nickel-Catalysed Epoxidations in the Homogeneous and Heterogeneous Phase: The Implications of Oxygen on the Efficiency and Product Selectivity.
Ferreira R, et al.
European Journal of Inorganic Chemistry, 2005(21), 4272-4279 (2005)
Rivka R R Taylor et al.
The Journal of organic chemistry, 78(4), 1404-1420 (2012-12-13)
An oxa analogue of the well-known Povarov reaction has been developed for the synthesis of 3,4-dihydrobenzopyrans (chromans). The reaction involves the formal inverse electron demand [4 + 2] cycloaddition reaction of in situ-generated cationic aryl 2-oxadiene oxocarbenium ions with alkenes.

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