2-Methyl-2-(4-methylpent-3-enyl)-2,6,7,8-tetrahydro-chromen-5-one

Base Information

• Chemical Name: 2-Methyl-2-(4-methylpent-3-enyl)-2,6,7,8-tetrahydro-chromen-5-one
• CAS No.: 58134-00-2
• Molecular Formula: C16H22O2
• Molecular Weight: 246.34468
• DSSTox Substance ID: DTXSID90469829
• Nikkaji Number: J2.277.344E
• Mol file: 58134-00-2.mol

Synonyms:58134-00-2;2-Methyl-2-(4-methylpent-3-en-1-yl)-7,8-dihydro-2H-chromen-5(6H)-one;2-METHYL-2-(4-METHYLPENT-3-ENYL)-2,6,7,8-TETRAHYDRO-CHROMEN-5-ONE;2-methyl-2-(4-methylpent-3-en-1-yl)-5,6,7,8-tetrahydro-2H-chromen-5-one;SCHEMBL15989476;DTXSID90469829

Chemical Property of 2-Methyl-2-(4-methylpent-3-enyl)-2,6,7,8-tetrahydro-chromen-5-one

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.525
• Boiling Point: 375.5°Cat760mmHg
• Flash Point: 158.7°C
• PSA: 26.30000
• Density: 1.03g/cm³
• LogP: 4.08500
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 246.161979940
• Heavy Atom Count: 18
• Complexity: 436

Purity/Quality:

99% ^*data from raw suppliers

2-METHYL-2-(4-METHYLPENT-3-ENYL)-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: CC(=CCCC1(C=CC2=C(O1)CCCC2=O)C)C

Technology Process of 2-Methyl-2-(4-methylpent-3-enyl)-2,6,7,8-tetrahydro-chromen-5-one

There total 6 articles about 2-Methyl-2-(4-methylpent-3-enyl)-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: 90.0%

1,3-cylohexanedione (504-02-9) + (E/Z)-3,7-dimethyl-2,6-octadienal (5392-40-5,96680-15-8) → 2-Methyl-2-(4-methyl-3-pentenyl)-5-oxo-5,6,7,8-tetrahydro-2H-chromene (58134-00-2)

Guidance literature:

With 2,4,8,10-tetra-tert-butyl-6-hydroxydibenzo[d,f][1,3,2]dioxaphosphepine 6-oxide; sodium sulfate; In toluene; at 60 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1021/jo901238y

Reference yield: 85.0%

1,3-Cyclohexanedione (30182-67-3) + (E/Z)-3,7-dimethyl-2,6-octadienal (5392-40-5,96680-15-8) → 2-Methyl-2-(4-methyl-3-pentenyl)-5-oxo-5,6,7,8-tetrahydro-2H-chromene (58134-00-2)

Guidance literature:

With 4 A molecular sieve; In dichloromethane;

DOI:10.1021/ol0523042

Reference yield: 72.0%

(Z)-2-(3,7-dimethylocta-2,6-dienyl)-3-hydroxycyclohex-2-enone (1236034-22-2) → 2-Methyl-2-(4-methyl-3-pentenyl)-5-oxo-5,6,7,8-tetrahydro-2H-chromene (58134-00-2) + 2-methyl-2-(4-methylpent-3-enyl)-6,7-dihydro-2H-chromen-5(3H)-one + 2-methyl-2-(4-methylpent-3-enyl)-6,7-dihydro-2H-chromen-5(3H)-one

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; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol1013069

upstream raw materials:

3,7-dimethyl-2,6-octadienal

1,3-cylohexanedione

1,3-Cyclohexanedione

(E/Z)-3,7-dimethyl-2,6-octadienal