6,7-dihydrocyclopenta[d][1,3]dioxin-5(4H)-one

Base Information

• Chemical Name: 6,7-dihydrocyclopenta[d][1,3]dioxin-5(4H)-one
• CAS No.: 102306-78-5
• Molecular Formula: C7H8 O3
• Molecular Weight: 140.139
• DSSTox Substance ID: DTXSID20403110
• Nikkaji Number: J716.244H
• Wikidata: Q82206692
• Mol file: 102306-78-5.mol

Synonyms:102306-78-5;6,7-dihydrocyclopenta[d][1,3]dioxin-5(4H)-one;6,7-dihydro-4H-cyclopenta[d][1,3]dioxin-5-one;6,7-Dihydro-4H-cyclopenta[1,3]dioxin-5-one;6,7-Dihydro-5(4H)-cyclopenta[1,3]dioxin-5-one;SCHEMBL5799318;DTXSID20403110;MFCD00075482;AKOS006271557;SY318893;CS-0339792;Cyclopenta-1,3-dioxin-5(4H)-one, 6,7-dihydro-;6,7-DIHYDROCYCLOPENTA-1,3-DIOXIN-5(4H)-ONE;6,7-Dihydro-2H-cyclopenta[d][1,3]dioxin-5(4H)-one

Chemical Property of 6,7-dihydrocyclopenta[d][1,3]dioxin-5(4H)-one

Chemical Property:

• Vapor Pressure: 0.00181mmHg at 25°C
• Refractive Index: 1.52
• Boiling Point: 292.6°Cat760mmHg
• Flash Point: 121.6°C
• PSA: 35.53000
• Density: 1.27g/cm³
• LogP: 0.60770
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 140.047344113
• Heavy Atom Count: 10
• Complexity: 205

Purity/Quality:

98%min ^*data from raw suppliers

6,7-Dihydro-5(4H)-cyclopenta[1,3]dioxin-5-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C2=C1OCOC2

Technology Process of 6,7-dihydrocyclopenta[d][1,3]dioxin-5(4H)-one

There total 4 articles about 6,7-dihydrocyclopenta[d][1,3]dioxin-5(4H)-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: 77.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1,3-cyclopentadione (3859-41-4) → 6,7-dihydrocyclopenta[d][1,3]dioxin-5(4H)-one (102306-78-5)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 38h;

DOI:10.1016/S0040-4020(03)00181-9

Reference yield: 73.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1,3-cyclopentadione (3859-41-4) → 1,3-cylohexanedione (504-02-9) + 6,7-dihydrocyclopenta[d][1,3]dioxin-5(4H)-one (102306-78-5)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 38h; Product distribution; Ambient temperature; var. 1,3-cyclodienones; var. forms of CH₂O, var. time;

DOI:10.1021/jo00253a024

Reference yield: 72.0%

1,3,5-Trioxan (110-88-3) + 3-hydroxy-2-cyclopenten-1-one (5870-62-2) → 6,7-dihydrocyclopenta[d][1,3]dioxin-5(4H)-one (102306-78-5)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 50h; Inert atmosphere; Molecular sieve;

DOI:10.15227/orgsyn.075.0189

upstream raw materials:

formaldehyd

1,3-cyclopentadione

1,3,5-Trioxan

3-hydroxy-2-cyclopenten-1-one

Downstream raw materials:

2-(hydroxymethyl)cyclopent-2-enone

2-(hydroxymethyl)-3-(2-propenyl)-2-cyclopentenone

(+/-)-(4aα,7α,7aα)-hexahydro-7-methylcyclopentapyran-3(1H)-one

4-Hydroxy-2-hydroxymethyl-3-methyl-cyclopent-2-enone

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