6-Methyl-1-cyclohexenyl triflate

Base Information

• Chemical Name: 6-Methyl-1-cyclohexenyl triflate
• CAS No.: 76605-82-8
• Molecular Formula: C8H11F3O3S
• Molecular Weight: 244.235
• DSSTox Substance ID: DTXSID00454726
• Nikkaji Number: J876.755F
• Mol file: 76605-82-8.mol

Synonyms:6-Methyl-1-cyclohexenyl triflate;76605-82-8;(6-methylcyclohexen-1-yl) trifluoromethanesulfonate;SCHEMBL2752180;DTXSID00454726;FT-0717492;6-methyl-1-cyclohexen-1-yl trifluoromethanesulfonate;1-(Trifluoromethylsulfonyloxy)-6-methyl-1-cyclohexene;6-methyl-cyclohex-1-en-1-yl trifluoromethanesulfonate;trifluoro-methanesulfonic acid (6-methyl-1-cyclohexenyl) ester

Chemical Property of 6-Methyl-1-cyclohexenyl triflate

Chemical Property:

• Boiling Point: 73-77 °C(Press: 0.1 Torr)
• PSA: 51.75000
• Density: 1.36±0.1 g/cm3(Predicted)
• LogP: 3.63730
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 244.03809987
• Heavy Atom Count: 15
• Complexity: 350

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCC=C1OS(=O)(=O)C(F)(F)F

Technology Process of 6-Methyl-1-cyclohexenyl triflate

There total 5 articles about 6-Methyl-1-cyclohexenyl triflate 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: 95.0%

2-Methylcyclohexanone (583-60-8) + (CF3SO2)2NC6H4-O-(PEG-3400)-OC6H4N(SO2CF3)2 → 6-methyl-cyclohex-1-en-1-yl trifluoromethanesulfonate (76605-82-8)

Guidance literature:

2-Methylcyclohexanone; With lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane; at -78 ℃;

(CF₃SO₂)2NC₆H₄-O-(PEG-3400)-OC₆H₄N(SO₂CF₃)2; In tetrahydrofuran; 1,2-dimethoxyethane; at 0 ℃; Further stages.;

DOI:10.1021/ol9913237

Reference yield: 90.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + 2-Methylcyclohexanone (583-60-8) → 6-methyl-cyclohex-1-en-1-yl trifluoromethanesulfonate (76605-82-8)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.7b01694

Reference yield:

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + 2-Methylcyclohexanone (583-60-8) → 2-methyl-1-cyclohexenyl triflate (32363-21-6) + 6-methyl-cyclohex-1-en-1-yl trifluoromethanesulfonate (76605-82-8)

Guidance literature:

With bromomagnesium diisopropylamide; Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/ja00328a063

upstream raw materials:

N,N-phenylbistrifluoromethane-sulfonimide

2-Methylcyclohexanone

trifluoromethylsulfonic anhydride

Downstream raw materials:

2-[2-(6-Methyl-cyclohex-1-enyl)-allyl]-malonic acid dimethyl ester

6-methyl-1-vinyl-cyclohexene

[2-(tert-Butyl-dimethyl-silanyl)-4-(6-methyl-cyclohex-1-enyl)-furan-3-yl]-methanol

2-bromo-3-methylcyclohexene