3-Oxabicyclo[3.1.1]heptane-2,4-dione

Base Information

• Chemical Name: 3-Oxabicyclo[3.1.1]heptane-2,4-dione
• CAS No.: 4462-97-9
• Molecular Formula: C₆H₆O₃
• Molecular Weight: 126.112
• Mol file: 4462-97-9.mol

Synonyms:1,3-Cyclobutanedicarboxylicanhydride (7CI,8CI); 1,3-Cyclobutanedicarboxylic anhydride, cis-

Chemical Property of 3-Oxabicyclo[3.1.1]heptane-2,4-dione

Chemical Property:

• PSA: 43.37000
• LogP: 0.09600

Purity/Quality:

99% ^*data from raw suppliers

3-Oxa-bicyclo[3.1.1]heptane-2,4-dione 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Oxabicyclo[3.1.1]heptane-2,4-dione

There total 8 articles about 3-Oxabicyclo[3.1.1]heptane-2,4-dione 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: 70.0%

cis-1,3-cyclobutane dicarboxylic acid (2398-16-5) → cis-1,3-Cyclobutandicarbonsaeureanhydrid (4462-97-9)

Guidance literature:

With acetyl chloride; for 2.5h; Heating;

Reference yield:

1,1,3,3-cyclobutanetetracarboxylic acid (7371-69-9) → cis-cyclobutane-1,3-dicarboxylic acid anhydride (4462-97-9)

Guidance literature:

With acetyl chloride; Yield given. Multistep reaction; 1.) 185 deg C, from 60 Torr to 20 Torr;

Reference yield:

7‐phenyl‐6,8‐dioxaspiro[3.5]nonane‐2,2‐dicarboxylic acid (77614-64-3) → cis-cyclobutane-1,3-dicarboxylic acid anhydride (4462-97-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / HNO₃

2: 2.) acetyl chloride / 1.) 185 deg C, from 60 Torr to 20 Torr

With nitric acid; acetyl chloride;

upstream raw materials:

cis-1,3-cyclobutane dicarboxylic acid

1,1,3,3-cyclobutanetetracarboxylic acid

cis-1,3-bis(hydroxymethyl)cyclobutane

7‐phenyl‐6,8‐dioxaspiro[3.5]nonane‐2,2‐dicarboxylic acid

Downstream raw materials:

cis-1,3-cyclobutanedicarboxylic acid monomethyl ester

cis-Methyl-3-hydroxymethyl-cyclobutan-carboxylat

1,3-bis-benzylsulfanyl-cyclobutane-1,3-dicarboxylic acid

cis-1,3-bis(hydroxymethyl)cyclobutane ditosylate

Refernces

• 1、 Pecquet, Pascal,Huet, Francois,Legraverend, Michel,Bisagni, Emile. "SYNTHESIS OF NEW CARBOCYCLIC ANALOGUES OF OXETANOCIN A AND OXETANOCIN G". . p. 739 - 745. Retrieved 2007/10/02.