1-(Cyclohex-1-en-1-yl)-4-(trifluoromethyl)benzene

Base Information

• Chemical Name: 1-(Cyclohex-1-en-1-yl)-4-(trifluoromethyl)benzene
• CAS No.: 74975-88-5
• Molecular Formula: C13H13F3
• Molecular Weight: 226.2375
• NSC Number: 122579
• DSSTox Substance ID: DTXSID10298330
• Nikkaji Number: J914.226F
• Wikidata: Q82040076
• Mol file: 74975-88-5.mol

Synonyms:1-(cyclohex-1-en-1-yl)-4-(trifluoromethyl)benzene;74975-88-5;NSC122579;DTXSID10298330;ZHWZIUOJISTCRY-UHFFFAOYSA-N;NSC-122579

Chemical Property of 1-(Cyclohex-1-en-1-yl)-4-(trifluoromethyl)benzene

Chemical Property:

• Vapor Pressure: 0.0271mmHg at 25°C
• Boiling Point: 254.8°C at 760 mmHg
• Flash Point: 94.1°C
• Density: 1.157g/cm³
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 226.09693490
• Heavy Atom Count: 16
• Complexity: 257

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=CC1)C2=CC=C(C=C2)C(F)(F)F

Technology Process of 1-(Cyclohex-1-en-1-yl)-4-(trifluoromethyl)benzene

There total 9 articles about 1-(Cyclohex-1-en-1-yl)-4-(trifluoromethyl)benzene 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: 89.0%

p-(trifluoromethyl)phenyl trifluoromethanesulfonate (146397-87-7) + cyclohexene (110-83-8) → 4'-(trifluoromethyl)-2,3,4,5-tetrahydro-1,1'-biphenyl (74975-88-5)

Guidance literature:

With 1,2-dimethoxybenzene; bis(1,1,1,5,5,5-hexafluoro-2,4-pentanedionato)palladium(II); 1,3-bis-(diphenylphosphino)propane; lithium carbonate; at 120 ℃; for 60h; Inert atmosphere;

DOI:10.1002/chem.201204427

Reference yield: 62.0%

4-trifluoromethylphenylboronic acid (128796-39-4) + phosphoric acid cyclohex-1-enyl ester diphenyl ester (109467-74-5) → 4'-(trifluoromethyl)-2,3,4,5-tetrahydro-1,1'-biphenyl (74975-88-5)

Guidance literature:

With potassium phosphate; n-butyllithium; cis-[dppf]NiCl₂; In toluene; at 90 ℃; for 24h;

DOI:10.1016/S0040-4039(99)00517-1

Reference yield: 44.0%

1-(4-(trifluoromethyl)phenyl)cyclohexanol (29480-13-5) → 4'-(trifluoromethyl)-2,3,4,5-tetrahydro-1,1'-biphenyl (74975-88-5)

Guidance literature:

With acetic acid; at 118 ℃; for 1h;

DOI:10.1021/ja4100595

upstream raw materials:

1-(4-(trifluoromethyl)phenyl)cyclohexanol

4-trifluoromethylphenylboronic acid

phosphoric acid cyclohex-1-enyl ester diphenyl ester

cyclohexanone

Downstream raw materials:

6-oxo-6-(4-(trifluoromethyl)phenyl)hexanoic acid

3-[4-(trifluoromethyl)phenyl]cyclohexene

p-(6-acetyl-1-cyclohexenyl)trifluoromethylbenzene