hexahydro-2H-cyclopenta[b]furan-2-one

Base Information

• Chemical Name: hexahydro-2H-cyclopenta[b]furan-2-one
• CAS No.: 5745-61-9
• Molecular Formula: C7H10O2
• Molecular Weight: 126.155
• DSSTox Substance ID: DTXSID60470225
• Nikkaji Number: J464.754H
• Mol file: 5745-61-9.mol

Synonyms:hexahydro-2H-cyclopenta[b]furan-2-one;5745-61-9;hexahydro-cyclopenta[b]furan-2-one;SCHEMBL107577;SCHEMBL26188183;oxabicyclo[3.3.0]octan-3-one;DTXSID60470225;DICZUTMNXOMHQD-UHFFFAOYSA-N;2-oxabicyclo[3.3.0]octan-3-one;2-oxabicyclo[3,3,0]octane-3-one;AKOS015908430;2-oxabicyclo [3,3,0] octane-3-one;3,3a,4,5,6,6a-hexahydro-cyclopenta[d]furan-2-one

Chemical Property of hexahydro-2H-cyclopenta[b]furan-2-one

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 126.068079557
• Heavy Atom Count: 9
• Complexity: 142

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC(=O)OC2C1

Technology Process of hexahydro-2H-cyclopenta[b]furan-2-one

There total 8 articles about hexahydro-2H-cyclopenta[b]furan-2-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:

norborn-5-en-2-one (694-98-4) → hexahydro-cyclopenta[b]furan-2-one (5745-61-9)

Guidance literature:

With perchloric acid; at 84.9 ℃; for 66h; Yield given;

Reference yield:

norborn-5-en-2-one (694-98-4) → hexahydro-cyclopenta[b]furan-2-one (5745-61-9) + 2-oxabicyclo[3.2.1]octan-3-one (5724-61-8) + exo-5-hydroxy-2-norbornanone (58029-22-4,58029-23-5,89898-02-2,114529-14-5,114529-15-6)

Guidance literature:

With perchloric acid; water; at 85.1 ℃; Rate constant; Product distribution; hydration of 2-norbornen-5-one, disappearance rate constants for 2-norbornen-5-one and for some of its hydration products in HClO₄; mechanism of formation of the hydration products;

Reference yield:

Norbornan-2-on (497-38-1) → hexahydro-cyclopenta[b]furan-2-one (5745-61-9) + (3-oxo-cyclopentyl)-acetic acid (3128-05-0)

Guidance literature:

With sulfuric acid; In water; acetonitrile; at 15 ℃; Yield given. Yields of byproduct given; anodic oxidation (Pt anode, 300 A*m^-2);

DOI:10.1002/prac.19923340107

upstream raw materials:

Norbornan-2-on

norborn-5-en-2-one

cyclopentylidene acetic acid

benzene

Downstream raw materials:

trans-2-phenylcyclopentaneacetic acid

cis-2-phenylcyclopentaneacetic acid

cis-3-Phenylcyclopentylacetic acid

1,5-pentanedioic acid