100-42-5

Basic information

• Product Name: Phenylethene
• Synonyms: Styrene(8CI);Cinnamene;Ethenylbenzene;NSC 62785;Phenethylene;Phenylethene;Phenylethylene;Styrol;Styrole;Styrolene;Styropol SO;TTB 7302;Vinylbenzene;Vinylbenzol
• CAS NO: 100-42-5
• Molecular Formula: C₈H₈
• Molecular Weight: 104.14912
• EINECS: 202-851-5
• Mol File: 100-42-5.mol
• Article Data: 1443

Chemical Properties

• Melting Point: -31℃
• Boiling Point: 145.159 °C at 760 mmHg
• Flash Point: 31.105 °C
• Appearance: colorless, oily liquid with aroma odour
• Density: 0.903 g/cm³
• Vapor Pressure: 6.21mmHg at 25°C
• Refractive Index: 1.557
• Water Solubility: 0.3 g/L (20℃)
• CAS DataBase Reference: Phenylethene(CAS DataBase Reference)
• NIST Chemistry Reference: Phenylethene(100-42-5)
• EPA Substance Registry System: Phenylethene(100-42-5)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R10:; R20:; R36/38:
• Safety Statements: S23:
• RIDADR: 2055
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 100-42-5(Hazardous Substances Data)

Usage

Uses

Used in Plastics and Resins Industry:
Phenylethene is used as a monomer for the production of polystyrene plastics and resins. The application reason is its ability to form strong and versatile polymers that are widely used in various applications.
Used in Chemical Industry:
Phenylethene is used as a raw material in the synthesis of various chemicals, such as rubber, latex, and adhesives. The application reason is its reactivity, which allows it to be easily converted into other useful compounds.
Used in Health and Safety Measures:
Phenylethene is used as a warning agent for its potential health hazards. The application reason is its flammability and its classification as a possible human carcinogen, which necessitates strict safety measures and regulations to protect workers and the environment from exposure.

InChI:InChI=1/C8H8/c1-2-8-6-4-3-5-7-8/h2-7H,1H2

Synthetic route

(C5H5)(CO)RhC + (eta.5-C5Me5)2ScCH3 (99707-15-0) → Cp(CO)RhC(CH3)OSc(C5Me5)2 (100-42-5)

Conditions	Yield
In benzene-d6 mixing in an NMR tube; not isolated, characterized spectroscopically;

Upstream product

• 689-97-4 3-buten-1-yne 
• 67-56-1 methanol 
• 100-41-4 ethylbenzene 
• 15719-64-9 methylammonium carbonate 
• 103-65-1 phenylpropane 
• 140-10-3 (E)-3-phenylacrylic acid 
• 827-52-1 1-phenyl-1-cyclohexane 
• 637-27-4 phenyl propionate 
• 93-92-5 1-phenylethyl acetate 
• 42142-07-4 dimethyl-(1-phenyl-ethyl)-amine oxide 
• 103-63-9 1-phenyl-2-bromoethane 
• 621-82-9 Cinnamic acid 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 106-99-0 buta-1,3-diene 

Downstream Products

• 39657-33-5 2-methyl-1-phenethyl-aziridine 
• 936-48-1 3-phenyl-4,5-dihydro-1H-pyrazole 
• 772-00-9 4-phenyl-1,3-dioxane 
• 772-65-6 (2-phenylethyl)methyldichlorosilane 
• 7282-39-5 (1-phenyl-ethyl)methyldichlorosilane 
• 3164-46-3 1-(2-phenylethyl)aziridine 
• 107100-11-8 2-hydroxy-2-phenylethane-sulfonic acid 
• 26924-41-4 1,3,5-triphenyl-hex-1-ene 
• 672-65-1 (1-chloroethyl)benzene 
• 585-71-7 (1-bromoethyl)benzne 
• 34713-70-7 2-Phenylpropanal 
• 4013-34-7 3-phenyl-2-oxabutane 
• 98546-35-1 (1,2-diiodo-ethyl)-benzene 
• 29713-21-1 Di(2-chloro-2-phenylethyl) sulfide 

Relevant articles and documents

PARTIAL HYDROGENATION OF ACETYLENES ON MODIFIED NICKEL BORIDE CATALYSTS.

It is shown that Ni-B catalysts modified with a small amount of copper(II) salt have a hgher selectivity than palladium and modified Raney nickel catalysts for partial hydrogenation of phenylacetylene, 1-heptyne, 1-ethynylcyclohexene, and propargyl alcoho

Promoting Role of Iron Series Elements Modification on Palladium/Nitrogen Doped Carbon for the Semihydrogenation of Phenylacetylene

In this work, an effective and versatile modification approach of palladium (Pd)/nitrogen doped carbon by iron series element for the semihydrogenation of phenylacetylene is presented. Pd and iron series element M (M=Fe, Co or Ni) particles were co-reduce

Defect-site promoted surface reorganization in nanocrystalline ceria for the low-temperature activation of ethylbenzene

Defect-site enriched nanocrystalline ceria prepared by an alcoholysis method favors oxidative dehydrogenation of ethylbenzene using nitrous oxide with high conversion and selectivity at much lower temperatures compared to ceria samples prepared by other c

Oxorhenium-catalyzed deoxydehydration of glycols and epoxides

The conversion of renewable cellulosic biomass into hydrocarbons has attracted significant attention with a growing demand of sustainability. MeReO3 catalyzes the deoxydehydration (DODH) of glycols and epoxides to alkenes by primary and secondary alcohols (5-nonanol, 3-octanol, 1-butanol) in the benzene solvent. The product yield range from moderate to excellent.

The reactivity of ketyl and alkyl radicals in reactions with carbonyl compounds

A parabolic model of bimolecular radical reactions was used for analysis of the hydrogen transfer reactions of ketyl radicals: >C+OH + R1COR2 → >C=O + R1R2C+OH. The parameters describing the reactivity of the reagents were calculated from the experimental data. The parameters that characterize the reactions of ketyl and alkyl radicals as hydrogen donors with olefins and with carbonyl compounds were obtained: >C+OH + R1CH=CH2 → >C=O + R1C+ HCH3; >R1CH=CH2 + R2C+HCH2R3 → R2C+HCH3 + R2CH=CHR3. These parameters were used to calculate the activation energies of these transformations. The kinetic parameters of reactions of hydrogen abstraction by free radicals and molecules (aldehydes, ketones, and quinones) from the C-H and O-H bonds were compared.

Mercury in Organic Chemistry. 25. Rhodium(I)-Catalyzed Alkenylation of Arylmercurials

Arylmercurials and vinyl halides are catalytically cross-coupled to aryl olefins in fair to good yields by 10percent ClRh(PPh3)3.This reaction appears to proceed through an arylvinylrhodium(III) intermediate.

Practical iron-catalyzed dehalogenation of aryl halides

An operationally simple iron-catalyzed hydrodehalogenation of aryl halides has been developed with 1 mol% Fe(acac)3 and commercial t-BuMgCl as reductant. The mild reaction conditions (THF, 0 °C, 1.5 h) effect rapid chemoselective dehalogenation of (hetero)aryl halides (I, Br, Cl) and tolerate F, Cl, OR, SR, CN, CO2R, and vinyl groups.

An ionic compound containing Ru(III)-complex cation and phosphotungstate anion as the efficient and recyclable catalyst for clean aerobic oxidation of alcohols

A novel ionic compound (3, [RuCl4(L)2] 3PW12O40) containing the Ru(III)-complex cation and α-Keggin-type phosphotungstate anion was synthesized and proven to be the efficient catalyst for aerobic oxidations of alcohols free of base and nitroxyl radical. Specially, 3 could be reused at least five runs without obvious activity loss. The stability of 3 was dramatically improved due to the incorporation of [PW12O40]3 - as the counter-anions, leading to its available recyclability.

Facile Styrene Formation from Ethylene and a Phenylplatinum(II) Complex Leading to an Observable Platinum(II) Hydride

A new 2-(di-tert-butylphosphanyl)benzenesulfonate-supported phenylplatinum(II) complex instantaneously but reversibly binds ethylene at room temperature. Direct and rapid styrene formation at room temperature via insertion of the PtII-bound ethylene into the PtII-Ph fragment followed by β-hydride elimination results in the formation of a solution-stable PtII-H complex. The PtII-H fragment is resistant toward protonolysis by acetic acid. Oxidation of the PtII-H fragment by excess CuII(OTf)2 leads to an inorganic PtII complex incapable of C-H activation.

Thermal Ring-Splitting Reactions of Diarylcyclobutanes: Significance of Steric Effects on Orbital Interactions in Transition States and Biradical Intermediates

Regiochemistry and rectivities in the thermal ring-splitting reactions of diarylcyclobutanes (1-5) have been studied and shown to depend on the stable conformations and rotational mobilities of the aryl substituents.The reactions of 1 and 2 result in a regiospecific symmetric cleavage to give indene or styrene along with significant isomerization of 2 to 3.In the cases of 3-5 both the symmetric and unsymmetric cleavages competitively occur with decreasing symmetric-to-unsymmetric ratios with an increase in methyl substitution.The olefin products from 4 are mixtures of cis- and trans-2-butene, cis- and trans-β-methylstyrene, and trans-stilbene.Thermochemical analyses combined with product analyses indicate that the symetric cleavage of 1 and the unsymmetric cleavage of 3 proceed with a concerted mechanism, whereas 1,4-biradicals are involved in the other reactions.Structure-reactivity relationships of the present reactions are discussed in terms of mixing of the ?* character in a bonding MO by specific ?-?* interactions, depending on the conformational situations of the aryl groups and in terms of the steric effects which destabilize 1,4-biradicals as well as transition states of the biradical fragmentation to the olefins.