Isomintlactone

Base Information

• Chemical Name: Isomintlactone
• CAS No.: 13341-72-5
• Deprecated CAS: 51744-94-6
• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22
• European Community (EC) Number: 236-390-6
• DSSTox Substance ID: DTXSID90884593
• Nikkaji Number: J40.149H
• Metabolomics Workbench ID: 47183
• Mol file: 13341-72-5.mol

Synonyms:isomintlactone;mintlactone

Chemical Property of Isomintlactone

Chemical Property:

• Vapor Pressure: 0.000914mmHg at 25°C
• Refractive Index: n20/D 1.5(lit.)
• Boiling Point: 303.7°Cat760mmHg
• Flash Point: 123.9°C
• PSA: 26.30000
• Density: 1.07g/cm³
• LogP: 1.90420
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 166.099379685
• Heavy Atom Count: 12
• Complexity: 253

Purity/Quality:

98%,99%, ^*data from raw suppliers

Menthalactone ≥99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CCC2=C(C(=O)OC2C1)C

Technology Process of Isomintlactone

There total 62 articles about Isomintlactone 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: 91.0%

(+/-)-6-methyl-3-methylene-hexahydrobenzofuran-2(3H)-one (38049-03-5,77954-14-4,77965-62-9,79298-77-4,80924-17-0,82838-43-5,84709-83-1,121468-63-1,121468-69-7) → (+/-) isomintlactone (13341-72-5,16434-36-9,16434-37-0,38049-04-6,51744-94-6,75684-66-1,142759-52-2,142759-53-3)

Guidance literature:

With hydridotetakis(triphenylphosphine)rhodium(I); In toluene; for 2h; Reflux;

DOI:10.1039/c1ob05709j

Reference yield: 90.0%

2-(2-diethoxyphosphoryl)propionyloxy-4-methylcyclohexanone (195435-29-1) → menthalactone (13341-72-5,51744-94-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 4h; Heating;

DOI:10.1080/00397919708005649

Reference yield: 68.0%

2-(4-Methyl-7-oxa-bicyclo[4.1.0]hept-1-yl)-propionic acid methyl ester (132060-11-8) → (+/-) isomintlactone (13341-72-5,16434-36-9,16434-37-0,38049-04-6,51744-94-6,75684-66-1,142759-52-2,142759-53-3) + (+/-)-3,6-dimethyl-5,6,7,7a-tetrahydrobenzofuran-2(4H)-one (13341-72-5,16434-36-9,16434-37-0,38049-04-6,51744-94-6,75684-66-1,142759-52-2,142759-53-3)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; for 18h; Yield given. Title compound not separated from byproducts; Heating;

DOI:10.1016/S0040-4039(00)97172-7

upstream raw materials:

Ethyl 2-<1-(ethoxycarbonyl)-4-methyl-2-oxocyclohexyl>propionate

2-(2-diethoxyphosphoryl)propionyloxy-4-methylcyclohexanone

2-hydroxy-4-methylcyclohexanone

2-acetoxy-4-methylcyclohexanone

Downstream raw materials:

(+/-)-3,6-dimethyl-5,6,7,7a-tetrahydrobenzofuran-2(4H)-one

methyl-4 cyclohexenyl-1 methyle cetone

menthofuran

2-(4-Methyl-1-cyclohexenyl)-1,2-propanediol

Refernces

• 1、 -. "Use of 3,6-dimethyl-2(3H)-benzofuranone as flavor material and new process for its preparation". . . Retrieved 2008/06/13.
• 2、 Tanyeli, Cihangir,Caliskan, Zerrin,Demir, Ayhan S.. "A facile synthesis of (±)-mintlactone". . p. 3471 - 3476. Retrieved 2007/10/03.