cis-1 -Propenylbenzene

Base Information

• Chemical Name: cis-1 -Propenylbenzene
• CAS No.: 766-90-5
• Molecular Formula: C9H10
• Molecular Weight: 118.178
• Hs Code.: 2902909090
• Mol file: 766-90-5.mol

Synonyms:Benzene,(1Z)-1-propenyl- (9CI);Benzene, 1-propenyl-, (Z)-;Benzene, propenyl-, (Z)- (8CI);(1Z)-1-Propenylbenzene;(Z)-(1-Propenyl)benzene;(Z)-1-Phenylpropene;(Z)-1-Propenylbenzene;(Z)-Propenylbenzene;(Z)-b-Methylstyrene;cis-1-Phenyl-1-propene;cis-1-Phenylpropene;cis-1-Propenylbenzene;cis-Propenylbenzene;

Chemical Property of cis-1 -Propenylbenzene

Chemical Property:

• Vapor Pressure: 2.24mmHg at 25°C
• Melting Point: -60 °C
• Refractive Index: 1.5430
• Boiling Point: 167.5 °C at 760 mmHg
• Flash Point: 49.4 °C
• PSA: 0.00000
• Density: 0.906 g/cm³
• LogP: 2.71970

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cis-1 -Propenylbenzene

There total 253 articles about cis-1 -Propenylbenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 25.0%

cesium phenyl(2-phenylcyclopropyl)dimethylborate (132514-55-7) → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + allylbenzene (300-57-2,57807-91-7) + cis-1-phenyl-1-propylene (766-90-5) + 1,3-diphenylpropane (1081-75-0) + toluene (108-88-3,15644-74-3,16713-13-6)

Guidance literature:

With methanol; In tetrahydrofuran; Irradiation (UV/VIS); Further Products. Purging of a THF soln. of Cs-salt with N2, addn. of MeOH in THF, irradn. at 254 nm.; Monitored by (11)B-NMR and GC.;

Reference yield:

(2-Ethylphenyl)diazomethane → 1-propenylbenzene (873-66-5) + 2-Ethyltoluene (611-14-3) + cis-1-phenyl-1-propylene (766-90-5) + 1-methyl-2-vinyl-benzene (611-15-4) + INDANE (496-11-7) + 1,2-dihydro-1-methylbenzocyclobutene (55337-80-9)

Guidance literature:

In gas; under 0.001 Torr; Product distribution; Irradiation; also in various solvents;

DOI:10.1021/jo00093a014

Reference yield:

methanol (67-56-1) + 1-phenyl-2-chloropropane (10304-81-1) → 1-propenylbenzene (873-66-5) + cis-1-phenyl-1-propylene (766-90-5) + (1-methoxypropyl)benzene (59588-12-4) + methyl 1-phenyl-2-propyl ether (10066-31-6) + benzaldehyde (100-52-7)

Guidance literature:

With oxygen; deuterium; at 37.5 ℃; Product distribution; Irradiation; 0.5 Torr substrate, 750 Torr bulk gas, 4 Torr O₂ and 2.5 Torr methanol partial pressures;

DOI:10.1021/ja00209a005

upstream raw materials:

1-Phenylprop-1-yne

n-butyllithium

diethyl ether

cis-1-bromo-2-methyl-1-phenylethene

Downstream raw materials:

c-3-Methyl-c-2-phenyl-r-1-cyclopropancarbonsaeure-methylester

t-3-Methyl-t-2-phenyl-r-1-cyclopropancarbonsaeure-methylester

1-phenylpropylene oxide

cis-1-phenylpropene oxide

Refernces

• 1、 Bartlett, Stuart A.,Badiola, Katrina A.,Arandiyan, Hamidreza,Masters, Anthony F.,Maschmeyer, Thomas. "The Autocatalytic Isomerization of Allylbenzene by Nickel(0) Tetrakis(triethylphosphite)". . p. 3384 - 3387. Retrieved 2018.
• 2、 Alunni,Baciocchi. "". . p. 205. Retrieved 1973.
• 3、 Uchiyama, Yosuke,Kuniya, Suguru,Watanabe, Ryo,Ohtsuki, Takemaru. "Observation of intermediates in Wittig reactions of non-stabilized phosphonium ylides bearing a phosphaheteratriptycene skeleton containing Group 15 elements with benzaldehyde". . p. 281 - 284. Retrieved 2019.
• 4、 Halpern, Marc,Yonowich-Weiss, Minda,Sasson, Yoel,Rabinovitz, Mordecai. "HYDROXIDE ION INITIATED REACTIONS IN PHASE TRANSFER CATALYSIS. I. ISOMERIZATION OF ALLYLBENZENE.". . p. 703 - 704. Retrieved 1981.
• 5、 Shiraishi, Yasuhiro,Suzuki, Takeshi,Hirai, Takayuki. "Photosensitized isomerization of olefin with benzophenone-conjugated amphiphilic graft copolymers". . p. 80 - 86. Retrieved 2010.
• 6、 Cram. "". . p. 5791,5792,5794,5798,5799. Retrieved 1966.
• 7、 Lau, Chak-Po,Chang, Biau-Hung,Grubbs, R. H.,Brubaker, Carl H.. "POLYMER-SUPPORTED METALLOCENES AND THEIR APPLICATIONS TO THE CATALYSIS OF OLEFIN ISOMERIZATION, OLIGOMERIZATION, EPOXIDATION AND DINITROGEN FIXATION REACTIONS". . p. 325 - 337. Retrieved 1981.
• 8、 Mixer et al.. "-". . p. 4094. Retrieved 1953.
• 9、 Gianetti, Thomas L.,Bergman, Robert G.,Arnold, John. "Stoichiometric carbon-carbon bond formation mediated by well defined Nb(III) complexes Dedicated to Professor John E. Bercaw, for his deep and wide-ranging contributions to organometallic chemistry and catalysis.". . p. 19 - 23. Retrieved 2014.
• 10、 -. "HYDROGENATION CATALYST". Page/Page column 60-61. . Retrieved 2022/02/05.