Isopropylbiphenyl

Base Information

• Chemical Name: Isopropylbiphenyl
• CAS No.: 19486-60-3
• Molecular Formula: C15H16
• Molecular Weight: 196.292
• Hs Code.: 2902909090
• European Community (EC) Number: 247-156-8
• UNII: W161X7N5AA
• DSSTox Substance ID: DTXSID10173138
• Nikkaji Number: J219.544E
• Wikidata: Q26841002
• Mol file: 19486-60-3.mol

Synonyms:4-isopropylbiphenyl;isopropylbiphenyl;mono-isopropylbiphenyl

Chemical Property of Isopropylbiphenyl

Chemical Property:

• Melting Point: 24.5°C
• Refractive Index: 1.5761 (estimate)
• Boiling Point: 302.8°Cat760mmHg
• Flash Point: 140.2°C
• PSA: 0.00000
• Density: 0.958g/cm³
• LogP: 4.47700
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 196.125200510
• Heavy Atom Count: 15
• Complexity: 177

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: CC(C)C1=CC=CC=C1C2=CC=CC=C2

Technology Process of Isopropylbiphenyl

There total 9 articles about Isopropylbiphenyl 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: 14.0%

acetic anhydride (108-24-7) + 2-isopropylaniline (643-28-7) → 2-(1-methylethyl)phenol (88-69-7) + 2-isopropylbiphenyl (19486-60-3) + 2-isopropyl-phenyl acetate (1608-68-0) + 3,3-dimethyl-3H-indazole (59341-22-9)

Guidance literature:

With potassium acetate; isopentyl nitrite; In benzene; at 80 ℃; for 10h;

Reference yield: 6.4%

acetic anhydride (108-24-7) + 2-isopropylaniline (643-28-7) → 2-(1-methylethyl)phenol (88-69-7) + 2-isopropylbiphenyl (19486-60-3) + 2-isopropyl-phenyl acetate (1608-68-0)

Guidance literature:

With potassium acetate; isopentyl nitrite; In benzene; at 80 ℃; for 10h;

Reference yield:

bromobenzene (108-86-1,52753-63-6) + 2-isopropyliodobenzene (19099-54-8) → Isopropylbenzene (98-82-8) + biphenyl (92-52-4,1594-86-1) + 2-isopropylbiphenyl (19486-60-3)

Guidance literature:

bromobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

2-isopropyliodobenzene; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; hexane; at 60 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ja903277d

upstream raw materials:

Isopropylbenzene

phenyl radical

phenylium

acetic anhydride

Downstream raw materials:

(+/-)-trans-2-Isopropyl-bicyclohexyl

(+/-)-cis-2-Isopropyl-bicyclohexyl

4-isopropylbiphenyl

Refernces

• 1、 Pendyala, Venkat Ramana Rao,Jacobs, Gary,Shafer, Wilson D.,Keogh, Robert A.,Kang, Jungshik,Sparks, Dennis E.,Davis, Burtron H.. "Shape-selective alkylation of biphenyl with propylene using zeolite and amorphous silica-alumina catalysts". . p. 195 - 203. Retrieved 2013/04/10.
• 2、 Liu, Qiang,Lan, Yu,Liu, Jing,Li, Gang,Wu, Yun-Dong,Lei, Aiwen. "Revealing a second transmetalation step in the Negishi coupling and its competition with reductive elimination: Improvement in the interpretation of the mechanism of biaryl syntheses". supporting information; experimental part. p. 10201 - 10210. Retrieved 2009/12/08.