6,8-Dioxabicyclo[3.2.1]octan-7-one

Base Information

• Chemical Name: 6,8-Dioxabicyclo[3.2.1]octan-7-one
• CAS No.: 5257-20-5
• Molecular Formula: C6H8 O3
• Molecular Weight: 128.128
• Hs Code.: 2932999099
• European Community (EC) Number: 226-061-5
• NSC Number: 55666
• DSSTox Substance ID: DTXSID40966999
• Nikkaji Number: J42.106E
• Mol file: 5257-20-5.mol

Synonyms:6,8-Dioxabicyclo[3.2.1]octan-7-one;5257-20-5;6-Hydroxytetrahydropyran-2-carboxylic acid lactone;NSC55666;EINECS 226-061-5;NSC 55666;BRN 0115928;6,8-DIOXABICYCLO(3.2.1)OCTAN-7-ONE;7,8-dioxabicyclo[3.2.1]octan-6-one;7,8-Dioxabicyclo(3.2.1)octan-6-one;Pyran-2-carboxylic acid, tetrahydro-6-hydroxy-, gamma-lactone;2H-Pyran-2-carboxylic acid, tetrahydro-6-hydroxy-, gamma-lactone;5-19-04-00085 (Beilstein Handbook Reference);SCHEMBL6230684;WLN: T56 A AO COVTJ;DTXSID40966999;NSC-55666;LS-62201;Pyran-2-carboxylic acid, .gamma.-lactone;6, {8-Dioxabicyclo[3.2.1]octan-7-one};2H-Pyran-2-carboxylic acid, .gamma.-lactone;7-Oxy-6, 8-dioxabicyclo-(3,2,1) - octane;2H-Pyran-2-carboxylic acid, tetrahydro-6-hydroxy-, .gamma.-lactone;Pyran-2-carboxylic acid, tetrahydro-6-hydroxy-, .gamma.-lactone

Chemical Property of 6,8-Dioxabicyclo[3.2.1]octan-7-one

Chemical Property:

• Vapor Pressure: 1.02E-10mmHg at 25°C
• Boiling Point: 232.2°Cat760mmHg
• Flash Point: 89.8°C
• PSA: 35.53000
• Density: 1.261g/cm³
• LogP: 0.43840
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 128.047344113
• Heavy Atom Count: 9
• Complexity: 143

Purity/Quality:

6,8-DIOXABICYCLO(3.2.1)OCTAN-7-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC2C(=O)OC(C1)O2

Technology Process of 6,8-Dioxabicyclo[3.2.1]octan-7-one

There total 4 articles about 6,8-Dioxabicyclo[3.2.1]octan-7-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: 78.0%

3,4-dihydro-2H-pyran-2-carboxylic acid sodium salt (16698-52-5) → (+/-)-6,8-dioxabicyclo<3.2.1>octan-7-one (5257-20-5,71357-98-7,78392-85-5,88853-67-2)

Guidance literature:

With hydrogenchloride; In water;

DOI:10.1021/ja00404a020

Reference yield:

→ 7-Oxo-6,8-dioxabicyclo<3.2.1>octane (5257-20-5)

Guidance literature:

With sodium hydroxide; Behandeln der erhaltenen Natrium-Salzes der 3,4-Dihydro-2H-pyran-2-carbonsaeure mit wss. Salzsaeure und Erhitzen des Reaktionsprodukts unter vermindertem Druck_.;

DOI:10.1021/ja01155a079 DOI:10.1021/jo01093a618

Reference yield:

racem. ethyl 3,4-dihydro-2H-pyran-2-carboxylate (83568-11-0) + 1-methyl-4-nitrosobenzene (623-11-0) → 7-Oxo-6,8-dioxabicyclo<3.2.1>octane (5257-20-5)

Guidance literature:

anschliessend ansaeuern mit wss. Salzsaeure und erwaermen des Reaktionsprodukts unter vermindertem Druck_.;

DOI:10.1021/ja01155a079

upstream raw materials:

racem. ethyl 3,4-dihydro-2H-pyran-2-carboxylate

1-methyl-4-nitrosobenzene

3,4-dihydro-2H-pyran-2-carboxylic acid sodium salt

Downstream raw materials:

2-Hydroxy-6-carboxytetrahydropyran