2,2-Dimethyl-2,6,7,8-tetrahydro-chromen-5-one

Base Information

• Chemical Name: 2,2-Dimethyl-2,6,7,8-tetrahydro-chromen-5-one
• CAS No.: 58133-99-6
• Molecular Formula: C11H14O2
• Molecular Weight: 178.22766
• DSSTox Substance ID: DTXSID80469570
• Nikkaji Number: J2.277.341K
• Wikidata: Q82297354
• Mol file: 58133-99-6.mol

Synonyms:58133-99-6;2,2-DIMETHYL-2,6,7,8-TETRAHYDRO-CHROMEN-5-ONE;2,2-dimethyl-7,8-dihydro-6H-chromen-5-one;2,2-DIMETHYL-2,6,7,8-TETRAHYDROCHROMEN-5-ONE;SCHEMBL19436193;DTXSID80469570;AKOS006289073;4-(2-CYANOETHYLAMINOCARBONYL)PHENYLBORONICACID;2,2-Dimethyl-2,6,7,8-tetrahydro-5H-1-benzopyran-5-one

Chemical Property of 2,2-Dimethyl-2,6,7,8-tetrahydro-chromen-5-one

Chemical Property:

• Vapor Pressure: 0.000877mmHg at 25°C
• Melting Point: 40-42 °C
• Refractive Index: 1.526
• Boiling Point: 304.4°Cat760mmHg
• Flash Point: 138.4°C
• PSA: 26.30000
• Density: 1.09g/cm³
• LogP: 2.35850
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 308

Purity/Quality:

95%-98% ^*data from raw suppliers

2,2-DIMETHYL-2,6,7,8-TETRAHYDRO-CHROMEN-5-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C=CC2=C(O1)CCCC2=O)C

Technology Process of 2,2-Dimethyl-2,6,7,8-tetrahydro-chromen-5-one

There total 4 articles about 2,2-Dimethyl-2,6,7,8-tetrahydro-chromen-5-one 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: 99.0%

3,3-dimethyl acrylaldehyde (107-86-8) + 1,3-cylohexanedione (504-02-9) → 2,6,7,8-tetrahydro-2,2-dimethyl-5H-1-benzopyran-5-one (58133-99-6)

Guidance literature:

With lipase from bovine pancreas; In acetonitrile; at 30 ℃; for 24h; regioselective reaction;

DOI:10.1039/c5ra13267c

Reference yield: 95.0%

3,3-dimethyl acrylaldehyde (107-86-8) + 1,3-Cyclohexanedione (30182-67-3) → 2,6,7,8-tetrahydro-2,2-dimethyl-5H-1-benzopyran-5-one (58133-99-6)

Guidance literature:

With 4 A molecular sieve; titanium tetrachloride; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/ol0523042

Reference yield: 52.0%

3-hydroxy-2-(3-methylbut-2-enyl)cyclohex-2-enone (926656-88-4) → 2,6,7,8-tetrahydro-2,2-dimethyl-5H-1-benzopyran-5-one (58133-99-6) + C11H14O2 (1236034-29-9)

Guidance literature:

With (M*,3aS*,3a'S*)-3,3',3a',4,4',5,5'-octahydro-3,3,3',3'-tetraisopropyl-6,6'-spirobi[6H-cyclopent[c]isoxazole]; palladium(II) trifluoroacetate; p-benzoquinone; In diethylene glycol dimethyl ether; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol1013069

upstream raw materials:

3,3-dimethyl acrylaldehyde

1,3-Cyclohexanedione

1,3-cylohexanedione

3-hydroxy-2-(3-methylbut-2-enyl)cyclohex-2-enone

Refernces

• 1、 Wei, Yongyi,Hao, Zhongkai,Zhang, Fang,Li, Hexing. "A functionalized graphene oxide and nano-zeolitic imidazolate framework composite as a highly active and reusable catalyst for [3 + 3] formal cycloaddition reactions". . p. 14779 - 14785. Retrieved 2015.
• 2、 -. "SUBSTITUTED BENZOTHIOPHENYL DERIVATIVES AS GPR40 AGONISTS FOR THE TREATMENT OF TYPE II DIABETES". Paragraph 0600. . Retrieved 2017/11/01.