Caron

Base Information

• Chemical Name: Caron
• CAS No.: 497-62-1
• Molecular Formula: C10H16O
• Molecular Weight: 152.236
• DSSTox Substance ID: DTXSID70339652
• Nikkaji Number: J45.914C
• Wikidata: Q67879763
• Mol file: 497-62-1.mol

Synonyms:Carone;Caron;Caranone;497-62-1;3,7,7-Trimethylbicyclo[4.1.0]heptan-2-one;2-Caranone;3,7,7-trimethyl-bicyclo[4.1.0]heptan-2-one;3,7,7-TRIMETHYL-BICYCLO(4.1.0)HEPTAN-2-ONE;Bicyclo[4.1.0]heptan-2-one, 3,7,7-trimethyl-;SCHEMBL215689;DTXSID70339652;3,7,7-Trimethylbicyclo[4.1.0]heptan-2-one #;Q67879763

Chemical Property of Caron

Chemical Property:

• PSA: 17.07000
• LogP: 2.25760
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2C(C1=O)C2(C)C

Technology Process of Caron

There total 22 articles about Caron 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: 50.0%

3,7,7-trimethyl-bicyclo[4.1.0]hept-2-en-1-yl benzoate → 2-isocaranone (497-62-1,5561-14-8,16838-46-3,16838-48-5,18541-52-1,24563-23-3,57693-89-7,74431-68-8,83945-86-2,85993-62-0)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2005.03.019

Reference yield:

6-Methyl-hept-5-en-2-on (110-93-0,129085-68-3) → 2-isocaranone (497-62-1,5561-14-8,16838-46-3,16838-48-5,18541-52-1,24563-23-3,57693-89-7,74431-68-8,83945-86-2,85993-62-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 72 percent / diethyl ether; tetrahydrofuran / 3 h / 20 °C

2: 81 percent / pyridine; 4-(dimethylamino)pyridine / 12 h / 20 °C

3: 54 percent / PtCl₂ / toluene / 72 h / 40 °C

4: potassium carbonate / methanol / 0.25 h / 20 °C

With pyridine; dmap; potassium carbonate; platinum(II) chloride; In tetrahydrofuran; methanol; diethyl ether; toluene;

DOI:10.1016/j.tet.2005.03.019

Reference yield:

3,7-dimethyloct-6-en-1-yn-3-ol (29171-20-8) → 2-isocaranone (497-62-1,5561-14-8,16838-46-3,16838-48-5,18541-52-1,24563-23-3,57693-89-7,74431-68-8,83945-86-2,85993-62-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / pyridine; 4-(dimethylamino)pyridine / 12 h / 20 °C

2: 54 percent / PtCl₂ / toluene / 72 h / 40 °C

3: potassium carbonate / methanol / 0.25 h / 20 °C

With pyridine; dmap; potassium carbonate; platinum(II) chloride; In methanol; toluene;

DOI:10.1016/j.tet.2005.03.019

upstream raw materials:

8-chloro-p-menthan-2-one

2-methyl-5-(prop-1-en-2-yl)cyclohexanone

diazomethane

2,6-dimethyl-5-heptenoic acid

Downstream raw materials:

p-menth-3-en-2-one

carvomenthone

Menthane

(+/-)-menthol