2-(o-Tolyl)cyclohexanone

Base Information

• Chemical Name: 2-(o-Tolyl)cyclohexanone
• CAS No.: 63882-42-8
• Molecular Formula: C13H16 O
• Molecular Weight: 188.269
• DSSTox Substance ID: DTXSID10980667
• Nikkaji Number: J72.719I
• Mol file: 63882-42-8.mol

Synonyms:2-(o-Tolyl)cyclohexanone;Cyclohexanone, 2-(o-tolyl)-;BRN 2451061;Cyclohexanone, 2-(2-methylphenyl)-;63882-42-8;4-07-00-01064 (Beilstein Handbook Reference);2-(2-methylphenyl)cyclohexan-1-one;2-o-tolyl-cyclohexanone;2-methylphenylcyclohexanone;SCHEMBL4132442;DTXSID10980667;GIAVYZPYLHJCHT-UHFFFAOYSA-N;AKOS011897930;LS-57361

Chemical Property of 2-(o-Tolyl)cyclohexanone

Chemical Property:

• Vapor Pressure: 0.000463mmHg at 25°C
• Boiling Point: 314.5°C at 760 mmHg
• Flash Point: 133.7°C
• Density: 1.026g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 188.120115130
• Heavy Atom Count: 14
• Complexity: 209

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C2CCCCC2=O

Technology Process of 2-(o-Tolyl)cyclohexanone

There total 30 articles about 2-(o-Tolyl)cyclohexanone 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: 96.0%

2-methylphenyl triflate (66107-34-4) + 1-tri(n-butyl)stannyloxy-1-cyclohexene (17851-97-7) → 2-(2-methylphenyl)cyclohexanone (63882-42-8)

Guidance literature:

2-methylphenyl triflate; With (R)-N-isopropyl-2-(dicyclohexylphosphino)-2'-(3-aminophenoxy)-1,1'-binaphthyl; sodium acetate; palladium diacetate; In diethyl ether; at 25 ℃; for 0.166667h; Glovebox; Inert atmosphere;

1-tri(n-butyl)stannyloxy-1-cyclohexene; In diethyl ether; dodecane; at 25 ℃; for 24h; Glovebox; Inert atmosphere;

DOI:10.1002/anie.201300621

Reference yield: 86.0%

1-(o-tolyl)cyclohexane-1,2-diol → 2-(2-methylphenyl)cyclohexanone (63882-42-8)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 1h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.7b01679

Reference yield: 83.74%

2-(o-tolyl)cyclohexan-1-ol (523-25-1) → 2-(2-methylphenyl)cyclohexanone (63882-42-8)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 0 - 25 ℃; for 12h; Inert atmosphere;

upstream raw materials:

ortho-tolylmagnesium bromide

2-Chlorocyclohexanone

2-o-tolyl-cyclohexanone-syn-phenylhydrazone

(+/-)-trans-2-(2-methylphenyl)cyclohexan-1-ol

Downstream raw materials:

(+/-)-cis-2-(o-Tolyl)-cyclohexanol <(+/-)-1(a)-Hydroxy-2(e)-o-tolyl-cyclohexan>

2-(4-methylbiphenyl-3-yl)cyclohexanone

trimethyl(6-o-tolylcyclohex-1-enyloxy)silane