3-(2-Biphenyl)-1-propene

Base Information

• Chemical Name: 3-(2-Biphenyl)-1-propene
• CAS No.: 41658-35-9
• Molecular Formula: C15H14
• Molecular Weight: 194.276
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID60593448
• Nikkaji Number: J1.557.420H
• Wikidata: Q82487938
• Mol file: 41658-35-9.mol

Synonyms:3-(2-Biphenyl)-1-propene;41658-35-9;1-phenyl-2-prop-2-enylbenzene;2-Allyl-1,1'-biphenyl;MFCD07782389;2-(Prop-2-en-1-yl)-1,1'-biphenyl;allyl bi-phenyl;2-(prop-2-en-1-yl)biphenyl;2-Allybiphenyl;DTXSID60593448;AKOS006285931

Chemical Property of 3-(2-Biphenyl)-1-propene

Chemical Property:

• Vapor Pressure: 0.000854mmHg at 25°C
• Boiling Point: 314.6oC at 760 mmHg
• Flash Point: 149.3oC
• PSA: 0.00000
• Density: 0.975g/cm3
• LogP: 4.08210
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 194.109550447
• Heavy Atom Count: 15
• Complexity: 188

Purity/Quality:

95% ^*data from raw suppliers

3-(2-Biphenyl)-1-propene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC1=CC=CC=C1C2=CC=CC=C2

Technology Process of 3-(2-Biphenyl)-1-propene

There total 2 articles about 3-(2-Biphenyl)-1-propene 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: 68.0%

2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) + allyl bromide (106-95-6) + phenylboronic acid (98-80-6) → 2-allyl-1,1’-biphenyl (41658-35-9) + triphenylene (217-59-4)

Guidance literature:

With 4Pb⁽²⁺⁾*Pd⁽²⁺⁾*4Br^(1-)*C₂O₄^(2-)*2C₂₁H₁₇N₄O₄^(2-); cesium fluoride; In acetonitrile; at 60 ℃; Inert atmosphere;

DOI:10.1039/c6cc04570g

Reference yield:

biphenyl (92-52-4,1594-86-1) + para-xylene (106-42-3) + allyl alcohol (107-18-6) → 2-allyl-1,1’-biphenyl (41658-35-9) + m-allylbiphenyl (58144-28-8) + 2-allyl-p-xylene (42918-26-3) + 4-allylbiphenyl (20120-35-8)

Guidance literature:

With zinc(II) chloride; at 120 ℃; for 1.5h; Rate constant; Product distribution; the competing reaction with p-xylene and biphenyl; partial rate const.;

Reference yield:

2-allyl-1,1’-biphenyl (41658-35-9) + 4-nitrobenzaldehdye (555-16-8) → (1R,2S)-2-([1,1'-biphenyl]-2-yl)-1-(4-nitrophenyl)but-3-en-1-ol + 2-([1,1'-biphenyl]-2-yl)-1-(4-nitrophenyl)but-3-en-1-ol

Guidance literature:

2-allyl-1,1’-biphenyl; With N-fluorobis(benzenesulfon)imide; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; bis((+)-pinanediolato)diboron; In toluene; at 50 ℃; for 24h; Inert atmosphere;

4-nitrobenzaldehdye; With C₃₄H₂₁O₄P; In toluene; at 25 ℃; for 24h; Overall yield = 56 %; Overall yield = 19.3 mg; enantioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.6b03378

upstream raw materials:

biphenyl

para-xylene

allyl alcohol

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

Downstream raw materials:

diisopropyl ((2R,3R,4S)-3-([1,1'-biphenyl]-2-yl)-2-(2-hydroxyethyl)-4-phenyl-3,4-dihydro-2H-pyran-6-yl)phosphonate

Refernces

• 1、 Magerramov, M. N.. "REACTIVITY OF SOME AROMATIC HYDROCARBONS DURING ALLYLATION". . p. 305 - 307. Retrieved 2007/10/02.