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637-50-3

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637-50-3 Usage

Description

TRANS-BETA-METHYLSTYRENE, also known as β-Methylstyrene, is a styrene derivative with the molecular formula C9H10. It is an organic compound that exists in both cis and trans isomers, with the trans isomer being more stable. It is characterized by its aromatic ring structure and a methyl group attached to the beta carbon.

Uses

Used in Chemical Industry:
TRANS-BETA-METHYLSTYRENE is used as a chemical intermediate for the production of various plasticizers, resins, and polymers. Its unique chemical structure allows it to be a versatile building block in the synthesis of a wide range of materials with specific properties.
Used in Pharmaceutical Industry:
TRANS-BETA-METHYLSTYRENE is used as a starting material in the synthesis of certain pharmaceutical compounds. Its reactivity and structural features make it a valuable component in the development of new drugs with potential therapeutic applications.
Used in Environmental Applications:
TRANS-BETA-METHYLSTYRENE is produced from the combustion of methamphetamine, which highlights its potential use in environmental monitoring and control. Understanding the formation and release of this compound can help in the development of strategies to mitigate the environmental impact of drug manufacturing and usage.

Check Digit Verification of cas no

The CAS Registry Mumber 637-50-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,3 and 7 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 637-50:
(5*6)+(4*3)+(3*7)+(2*5)+(1*0)=73
73 % 10 = 3
So 637-50-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H10/c1-2-6-9-7-4-3-5-8-9/h2-8H,1H3

637-50-3 Well-known Company Product Price

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  • TCI America

  • (P0495)  β-Methylstyrene (cis- and trans- mixture) (stabilized with TBC)  >95.0%(GC)

  • 637-50-3

  • 25mL

  • 1,720.00CNY

  • Detail

637-50-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name β-Methylstyrene

1.2 Other means of identification

Product number -
Other names Benzene, 1-propen-1-yl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:637-50-3 SDS

637-50-3Relevant articles and documents

Bumgardner, Jwerks

, p. 431 (1968)

HETEROPOLY ANION-ASSISTED Rh CATALYSIS REVEALED IN THE HOMOGENEOUS SELECTIVE HYDROGENATION

Urabe, Kazuo,Tanaka, Yoshiyuki,Izumi, Yusuke

, p. 1595 - 1596 (1985)

When coupled with lithium salt of heteropoly acid, the Wilkinson complex RhCl(PPh3)3 catalyst became very active and selective for the semihydrogenation of alkyne to alkene and, more interestingly, exhibited sharp substrate-selectivity in hydrogenation of substituted alkenes.

The N-Methylpyrrolidone (NMP) Effect in Iron-Catalyzed Cross-Coupling with Simple Ferric Salts and MeMgBr

Mu?oz, Salvador B.,Daifuku, Stephanie L.,Sears, Jeffrey D.,Baker, Tessa M.,Carpenter, Stephanie H.,Brennessel, William W.,Neidig, Michael L.

, (2018)

The use of N-methylpyrrolidone (NMP) as a co-solvent in ferric salt catalyzed cross-coupling reactions is crucial for achieving the highly selective, preparative scale formation of cross-coupled product in reactions utilizing alkyl Grignard reagents. Desp

Isomerization of 3-phenyl-1-propene (allylbenzene) over base catalysts

Marinas,Aramendia,Borau,Jimenez,Marinas,Urbano

, p. 556 - 559 (2002)

The isomerization of 3-phenyl-1-propylene (allylbenzene) to 1-phenyl-1-propylene (β-methylstyrene) (cis + trans) was studied as a new test reaction for base catalysts. The injection of pure trans-β-methylstyrene (without catalyst) only yielded 1% of the other isomer (cis-βmethylstyrene). The injection of pure trans-β-methylstyrene, in the presence of catalysts, yielded small quantities of allylbenzene and cis-β-methylstyrene. Poisoning of the catalyst with CO2 led to a sharp decrease in activity. The trans/cis ratio was ~ six for all the catalysts.

Identifying and Evading Olefin Isomerization Catalyst Deactivation Pathways Resulting from Ion-Tunable Hemilability

Dodge, Henry M.,Kita, Matthew R.,Chen, Chun-Hsing,Miller, Alexander J. M.

, p. 13019 - 13030 (2020)

Hemilabile ligands are found in many leading organometallic catalysts, but it can be challenging to tune the degree of hemilability in a particular catalyst. This work explores the impact of cation-tunable hemilability on the speciation of iridium(III) pincer-crown ether catalysts during high-activity olefin isomerization. Under conditions where strong cation-macrocycle interactions are fostered and terminal olefin has been consumed, labilization of the aza-crown ether group leads to an η6-arene complex, wherein the pincer ligand is metallated at a different position. Arene complexes of styrene, naphthalene, and mesitylene were independently synthesized and found to exhibit diminished catalytic activity for allylbenzene isomerization. In response to these findings, a previously unreported catalyst bearing a synthetically modified pincer ligand was designed, resulting in a refined system that maintains high activity even when arene complexes are formed.

Enantioselective hydroamination of unactivated terminal alkenes

Fan, Haoyu,Hartwig, John F.,Ma, Senjie,Roediger, Sven,Xi, Yumeng

supporting information, p. 532 - 542 (2022/02/11)

Asymmetric alkene hydroamination could be a direct route to valuable chiral amines from abundant feedstocks. However, most asymmetric hydroaminations have limited synthetic value because they require a large excess of alkene, occur with modest enantioselectivity, and proceed with limited tolerance of functional groups. We report an enantioselective, intermolecular hydroamination of unactivated terminal alkenes that occurs with equimolar amounts of alkene and amine, tolerates many functional groups, and occurs in high yield, with high enantioselectivity and turnover numbers. Mechanistic studies revealed factors, including reversibility of the addition, reversible oxidation of the product amine, competing isomerization of the alkene reactant, and unfavorable replacement of sacrificial ligands in standard catalyst precursors by the chiral bisphosphine, that needed to be addressed to achieve enantioselective N–H additions to alkenes.

Highly selective semi-hydrogenation of alkynes with a Pd nanocatalyst modified with sulfide-based solid-phase ligands

Huang, Lingqi,Hu, Kecheng,Ye, Ganggang,Ye, Zhibin

, (2021/03/30)

Soluble small molecular/polymeric ligands are often used in Pd-catalyzed semi-hydrogenation of alkynes as an efficient strategy to improve the selectivity of targeted alkene products. The use of soluble ligands requires their thorough removal from the reaction products, which adds significant extra costs. In the paper, commercially available, inexpensive, metallic sulfide-based solid-phase ligands (SPL8-4 and SPL8-6) are demonstrated as simple yet high-performance insoluble ligands for a heterogeneous Pd nanocatalyst (Pd@CaCO3) toward the semi-hydrogenation of alkynes. Based on the reactions with a range of terminal and internal alkyne substrates, the use of the solid-phase ligands has been shown to markedly enhance the selectivity of the desired alkene products by efficiently suppressing over-hydrogenation and isomerization side reactions, even during the long extension of the reactions following full substrate conversion. A proper increase in the dosage or a reduction in the average size of the solid-phase ligands enhances such effects. With their insoluble nature, the solid-phase ligands have the distinct advantage in their simple, convenient recycling and reuse while without contaminating the products. A ten-cycle reusability test with the SPL8-4/Pd@CaCO3 catalyst system confirms its well-maintained activity and selectivity over repeated uses. A mechanistic study with x-ray photoelectron spectroscopy indicates that the solid-phase ligands have electronic interactions with Pd in the supported catalyst, contributing to inhibit the binding and further reaction of the alkene products. This is the first demonstration of solid-phase ligands for highly selective semi-hydrogenation of alkynes, which show strong promise for commercial applications.

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