trans-beta-Methylstyrene

Base Information

• Chemical Name: trans-beta-Methylstyrene
• CAS No.: 873-66-5
• Molecular Formula: C9H10
• Molecular Weight: 118.178
• Hs Code.: 29029000
• European Community (EC) Number: 212-848-0,211-287-9
• ICSC Number: 0736
• NSC Number: 73958,65591
• UN Number: 2618
• UNII: A5S9N1785O
• DSSTox Substance ID: DTXSID2060919,DTXSID101026543
• Nikkaji Number: J2.100H,J2.513.017K,J54.347K
• Wikipedia: Trans-Propenylbenzene
• Wikidata: Q2020228
• Metabolomics Workbench ID: 140309
• ChEMBL ID: CHEMBL506013
• Mol file: 873-66-5.mol

Synonyms:1-phenylpropene;beta-methylstyrene;isoallylbenzene;trans-phenylpropene

Chemical Property of trans-beta-Methylstyrene

Chemical Property:

• Appearance/Colour: clear colourless to very faintly yellow liquid
• Melting Point: -29°C(lit.)
• Refractive Index: n20/D 1.550(lit.)
• Boiling Point: 175 °C(lit.)
• Flash Point: 127 °F
• PSA: 0.00000
• Density: 0.911 g/mL at 25 °C(lit.)
• LogP: 2.71970
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 118.078250319
• Heavy Atom Count: 9
• Complexity: 86.2

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

trans-β-Methylstyrene (stabilized with TBC) >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 10-37/38-41-43-51/53-65
• Safety Statements: 16-26-36/37/39-61-62

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Styrenes
• Canonical SMILES: CC=CC1=CC=CC=C1
• Isomeric SMILES: C/C=C/C1=CC=CC=C1
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract.
• Uses: 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.

Technology Process of trans-beta-Methylstyrene

There total 460 articles about trans-beta-Methylstyrene 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: 69.0%

Cinnamyl bromide (4392-24-9) → 1-propenylbenzene (873-66-5) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); oxygen; tert-butyldibutyltin chloride; sodium cyanoborohydride; In tert-butyl alcohol; at 60 ℃; for 18h; Yields of byproduct given;

DOI:10.1055/s-1997-5779

Reference yield: 63.0%

(Z)-cinnamyl acetate (77134-01-1) → allylbenzene (300-57-2,57807-91-7) + 1-propenylbenzene (873-66-5) + Cinnamyl acetate (21040-45-9)

Guidance literature:

With tri-n-butyl-tin hydride; triethylamine; palladium diacetate; In dichloromethane; for 18h; Heating;

DOI:10.1021/jo0705263

Reference yield: 38.0%

4-((E)-3-Phenyl-allyloxycarbonylamino)-piperidine-1-carboxylic acid (E)-3-phenyl-allyl ester → 4-(2-Oxo-4-phenyl-[1,3]oxazinan-3-yl)-piperidine-1-carboxylic acid (E)-3-phenyl-allyl ester + 1-propenylbenzene (873-66-5) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7)

Guidance literature:

In acetonitrile; Electrochemical reaction;

DOI:10.1016/j.tetlet.2005.08.020

upstream raw materials:

allylbenzene

n-butyllithium

diethyl ether

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

Downstream raw materials:

1-methyl-4-{[(1E)-1-phenylprop-1-en-2-yl]sulfonyl}benzene

(±)-erythro-2-bromo-1-phenylpropane formate

4r-methyl-3-(4-nitro-phenyl)-5t-phenyl-4,5-dihydro-isoxazole

5t-methyl-3-(4-nitro-phenyl)-4r-phenyl-4,5-dihydro-isoxazole

Refernces

• 1、 Rudler-Chauvin,Rudler. "". . p. 115,118,119. Retrieved 1977.
• 2、 Zhang, Weijie,Qin, Ruixuan,Fu, Gang,Zheng, Nanfeng. "Heterogeneous Isomerization for Stereoselective Alkyne Hydrogenation to trans-Alkene Mediated by Frustrated Hydrogen Atoms". supporting information. p. 15882 - 15890. Retrieved 2021/10/02.
• 3、 Fetzer, Marcus N. A.,Tavakoli, Ghazal,Klein, Axel,Prechtl, Martin H. G.. "Ruthenium-Catalyzed E-Selective Partial Hydrogenation of Alkynes under Transfer-Hydrogenation Conditions using Paraformaldehyde as Hydrogen Source". . p. 1317 - 1325. Retrieved 2021/02/11.