Bicyclo[3.2.1]octan-3-one

Base Information

• Chemical Name: Bicyclo[3.2.1]octan-3-one
• CAS No.: 14252-05-2
• Molecular Formula: C8H12 O
• Molecular Weight: 124.183
• Hs Code.: 2914299000
• European Community (EC) Number: 824-805-9
• DSSTox Substance ID: DTXSID40931501
• Nikkaji Number: J113.220B
• Mol file: 14252-05-2.mol

Synonyms:Bicyclo[3.2.1]octan-3-one;14252-05-2;3-Bicyclo[3.2.1]octanone;Bicyclo(3.2.1)octan-3-one;BICYCLO[3,2,1]OCTANE-3-ONE;SCHEMBL2611974;bicyclo-[3.2.1]octan-3-one;DTXSID40931501;AMY34044;MFCD19300751;SB11407;AS-33958;CS-0049779;EN300-128387;A885181

Chemical Property of Bicyclo[3.2.1]octan-3-one

Chemical Property:

• Vapor Pressure: 0.305mmHg at 25°C
• Melting Point: 139 °C
• Boiling Point: 201.6°C at 760 mmHg
• Flash Point: 68.7°C
• PSA: 17.07000
• Density: 1.039g/cm³
• LogP: 1.76560
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 124.088815002
• Heavy Atom Count: 9
• Complexity: 126

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Bicyclo[3.2.1]octanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC1CC(=O)C2
• Uses: 3-Bicyclo[3.2.1]octanone is used as a reactant in the synthesis of polycyclic acid derivatives as selective inhibitors of human 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD-1).

Technology Process of Bicyclo[3.2.1]octan-3-one

There total 28 articles about Bicyclo[3.2.1]octan-3-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%

3-chlorobicyclo<3.2.1>oct-2-ene (35242-17-2,137688-28-9,137688-29-0) → bicyclo[3.2.1]octan-3-one (14252-05-2)

Guidance literature:

With sulfuric acid;

DOI:10.1016/S0960-894X(99)00098-0

Reference yield:

2-exo-iodoethynylbicyclo<2.2.1>heptan-2-ol → bicyclo[3.2.1]octan-3-one (14252-05-2) + bicyclo[3.2.1]octan-2-one (5019-82-9)

Guidance literature:

With sodium hydroxide; hydroxy(tosyloxy)iodobenzene; iodine; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₃CN, rt., 18 h; 2.) CH₃OH, 24 h, reflux;

DOI:10.1016/S0040-4020(01)89294-2

Reference yield:

(1R,5S)-2,2-Bis-methylsulfanyl-bicyclo[3.2.1]octan-3-one (77419-23-9) → bicyclo<3.2.1>octan-3-one (14252-05-2) + bicyclo<3.2.1>-octan-2-one (5019-82-9)

Guidance literature:

With zinc; In acetic acid;

DOI:10.1016/S0040-4039(00)77842-7

upstream raw materials:

bicyclo[3.2.1]oct-2-ene

3-chlorobicyclo<3.2.1>oct-2-ene

2,2-bis(methylthio)bicyclo<3.2.1>octan-3-one

Bicyclo<3.2.1>octan-3-yl-phenylketon

Refernces

• 1、 Brun et al.. "". . p. 331. Retrieved 1970.
• 2、 Sauers,Tucher. "". . p. 876. Retrieved 1963.
• 3、 Fachinetti et al.. "". . p. 393,394, 395. Retrieved 1971.
• 4、 Farcasiu,D. et al.. "-". . p. 3455 - 3459. Retrieved 1973.
• 5、 -. "Polycyclo Dyes and Use Thereof". Paragraph 0152. . Retrieved 2013/06/05.
• 6、 Meltzer, Peter C.,Blundell, Paul,Madras, Bertha K.. "Structure activity relationships of inhibition of the dopamine transporter by 3-arylbicyclo[3.2.1]octanes". . p. 12 - 34. Retrieved 2007/10/03.