3,6-Dimethyl-2(3H)-benzofuranone

Base Information

• Chemical Name: 3,6-Dimethyl-2(3H)-benzofuranone
• CAS No.: 65817-24-5
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Hs Code.: 2932209090
• European Community (EC) Number: 480-080-5,613-842-4
• UNII: 0XUR2L45V9
• DSSTox Substance ID: DTXSID30984309
• Nikkaji Number: J2.040.629A
• Wikidata: Q27237325
• Metabolomics Workbench ID: 48360
• Mol file: 65817-24-5.mol

Synonyms:3,6-Dimethyl-2(3H)-benzofuranone;65817-24-5;2(3H)-benzofuranone, 3,6-dimethyl-;FEMA no. 3863;UNII-0XUR2L45V9;Dimethyl-3,6-benzo-2(3H)-furanone;0XUR2L45V9;2-(4-Methyl-2-hydroxyphenyl)propionic acid-gamma-lactone;2-(4-METHYL-2-HYDROXYPHENYL)PROPIONICACIDGAMMALACTONE;2-(4-Methyl-2-hydroxyphenyl)propionic acid-gamma-lactone [FHFI];3,6-dimethyl-2,3-dihydro-1-benzofuran-2-one;Furaminton;3,6-DIMETHYL-3H-1-BENZOFURAN-2-ONE;SCHEMBL6251806;FEMA 3863;DTXSID30984309;3,6-Dimethylbenzofuran-2(3H)-one;3,6-dimethyl-1-benzofuran-2(3H)-one;3,6-Dimethyl-benzo-[b]-furan-2(3H)-one;EN300-7833109;Q27237325;2-(4-METHYL-2-HYDROXYPHENYL)PROPIONIC ACID-.GAMMA.-LACTONE;2-(4-METHYL-2-HYDROXYPHENYL)PROPIONIC ACID-.GAMMA.-LACTONE [FHFI]

Chemical Property of 3,6-Dimethyl-2(3H)-benzofuranone

Chemical Property:

• Vapor Pressure: 0.067mmHg at 25°C
• Boiling Point: 230.175oC at 760 mmHg
• Flash Point: 87.279oC
• PSA: 26.30000
• Density: 1.14g/cm3
• LogP: 2.01750
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 200

Purity/Quality:

99.9% ^*data from raw suppliers

2(3H)BENZOFURANONE,3,6-DIMETHYL- 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C2=C(C=C(C=C2)C)OC1=O

Technology Process of 3,6-Dimethyl-2(3H)-benzofuranone

There total 10 articles about 3,6-Dimethyl-2(3H)-benzofuranone 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: 83.0%

3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide (50978-45-5) + 3(4)-vinylbenzyl alcohol (137408-21-0) → 3,6-dimethyl-3H-benzo[b]furan-2-one (65817-24-5)

Guidance literature:

3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide; With sodium carbonate; In N,N-dimethyl-formamide; under 1875.19 Torr; Inert atmosphere;

3⁽⁴⁾-vinylbenzyl alcohol; With diphenyl hydrogen phosphate; 1-(diphenylphosphino)ferrocene-1-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In diethyl ether; N,N-dimethyl-formamide; at 20 ℃; for 48h; regioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201705808

Reference yield: 71.0%

methyl 2-(2-methoxy-4-methylphenyl)propanethiolate (331626-90-5) → 3,6-dimethyl-3H-benzo[b]furan-2-one (65817-24-5)

Guidance literature:

With boron trichloride; In n-heptane; dichloromethane; at 0 ℃; for 30h;

DOI:10.1016/S0040-4020(00)01055-3

Reference yield:

3,6-dimethyl-5,6-dihydrobenzofuran-2(4H)-one (80417-97-6) + Dibutyl maleate (105-76-0,29014-71-9) → 3,6-dimethyl-3H-benzo[b]furan-2-one (65817-24-5)

Guidance literature:

palladium;

upstream raw materials:

methyl 2-(2-methoxy-4-methylphenyl)propanethiolate

4'-hydroxy-2'-methylacetophenone

3-acetoxytoluene

2-methoxy-4-methylacetophenone

Downstream raw materials:

(R)-phenyl 3,6-dimethyl-2-oxo-2,3-dihydrobenzofuran-3-carboxylate

3,6-dimethylbenzofuran-2-yl phenyl carbonate

menthalactone

rel-(3S,3aS,8bS)-7-bromo-3,6,8b-trimethyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-3a-carbaldehyde

Refernces

• 1、 Wang, Mo,Zhang, Xiao,Ling, Zheng,Zhang, Zhenfeng,Zhang, Wanbin. "Direct enantioselective: C -acylation for the construction of a quaternary stereocenter catalyzed by a chiral bicyclic imidazole". supporting information. p. 1381 - 1384. Retrieved 2017/02/05.
• 2、 Harrowven, David C,Lucas, Matthew C,Howes, Peter D. "The synthesis of a natural product family: From debromoisolaurinterol to the aplysins". . p. 791 - 804. Retrieved 2007/10/03.