1-(4-Methylphenyl)cycloheptene

Base Information

• Chemical Name: 1-(4-Methylphenyl)cycloheptene
• CAS No.: 71172-69-5
• Molecular Formula: C14H18
• Molecular Weight: 186.297
• NSC Number: 127382
• DSSTox Substance ID: DTXSID40298989
• Nikkaji Number: J2.724.539K
• Mol file: 71172-69-5.mol

Synonyms:1-(4-methylphenyl)cycloheptene;71172-69-5;NSC127382;DTXSID40298989;NSC-127382

Chemical Property of 1-(4-Methylphenyl)cycloheptene

Chemical Property:

• Vapor Pressure: 0.00477mmHg at 25°C
• Boiling Point: 285.6°Cat760mmHg
• Flash Point: 123.3°C
• Density: 0.95g/cm³
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 186.140850574
• Heavy Atom Count: 14
• Complexity: 194

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CCCCCC2

Technology Process of 1-(4-Methylphenyl)cycloheptene

There total 9 articles about 1-(4-Methylphenyl)cycloheptene 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: 90.0%

cycloheptyl phenyl sulfide (10181-76-7) + para-methylphenylmagnesium bromide (4294-57-9) → 1-(1-cycloheptenyl)-4-methylbenzene (71172-69-5)

Guidance literature:

para-methylphenylmagnesium bromide; With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; In tetrahydrofuran; at 0 ℃; for 0.166667h;

cycloheptyl phenyl sulfide; In tetrahydrofuran; at 0 - 60 ℃; for 6.16667h;

DOI:10.1021/ja104155f

Reference yield: 76.0%

cyclohept-1-enyl diphenyl phosphate (1147123-27-0) + para-methylphenylmagnesium bromide (4294-57-9) → 1-(1-cycloheptenyl)-4-methylbenzene (71172-69-5)

Guidance literature:

With palladium dichloride; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo900098a

Reference yield: 65.0%

cyclohept-1-en-1-yl 4-methylbenzenesulfonate + para-methylphenylmagnesium bromide (4294-57-9) → 1-(1-cycloheptenyl)-4-methylbenzene (71172-69-5)

Guidance literature:

para-methylphenylmagnesium bromide; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,4,5,5-tetramethyl<1,3,2>dioxaphospholane-2-oxide; In tetrahydrofuran; at 20 ℃; for 0.0833333h; Inert atmosphere;

cyclohept-1-en-1-yl 4-methylbenzenesulfonate; In tetrahydrofuran; at 20 ℃; for 22h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201002386

upstream raw materials:

p-tolylazoxy p-tolyl sulphone

Cycloheptene

para-methylphenylmagnesium bromide

cycloheptanone

Downstream raw materials:

7-[4-((E)-Styryl)-phenyl]-heptanoic acid

(4-methylphenyl)cycloheptane

7-oxo-7-p-tolyl-heptanoic acid