Bicyclo[3.2.1]octan-2-one

Base Information

• Chemical Name: Bicyclo[3.2.1]octan-2-one
• CAS No.: 5019-82-9
• Molecular Formula: C8H12O
• Molecular Weight: 124.183
• Hs Code.: 2914299000
• European Community (EC) Number: 225-704-7
• NSC Number: 657806
• DSSTox Substance ID: DTXSID50964527
• Nikkaji Number: J112.661J
• ChEMBL ID: CHEMBL1969827
• Mol file: 5019-82-9.mol

Synonyms:Bicyclo[3.2.1]octan-2-one;5019-82-9;Bicyclo(3.2.1)octan-2-one;NSC657806;Bicyclo[3,2,1]octan-2-one;EINECS 225-704-7;NSC 657806;bicyclo[3.2.1]octan-4-one;Bicyclo[3.2.1]octanone;ghl.PD_Mitscher_leg0.241;Bicyclo[3.2.1]oct-2-one;bicyclo[3.2.1]octan-2-on;SCHEMBL1266170;CHEMBL1969827;DTXSID50964527;MFCD00074726;AT22812;NSC-657806;NCI60_020149;AM20070492;FT-0761784;EN300-704161

Chemical Property of Bicyclo[3.2.1]octan-2-one

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.305mmHg at 25°C
• Melting Point: 118-124
• Refractive Index: 1.499
• Boiling Point: 201.6 °C at 760 mmHg
• Flash Point: 68.7 °C
• PSA: 17.07000
• Density: 1.039 g/cm³
• LogP: 1.76560
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 124.088815002
• Heavy Atom Count: 9
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

BICYCLO[3.2.1]OCTAN-2-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC1CCC2=O

Technology Process of Bicyclo[3.2.1]octan-2-one

There total 25 articles about Bicyclo[3.2.1]octan-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: 79.0%

Bicyclo<3.2.1>octan-exo-2-ol (1965-38-4) → bicyclo[3.2.1]octan-2-one (5019-82-9)

Guidance literature:

With chromium(VI) oxide; acetic acid;

DOI:10.1021/jo00267a029

Reference yield:

exo-3-bromo-4-hydroxybicyclo<3.2.1>oct-2-ene (2565-97-1) → bicyclo[3.2.1]octan-2-one (5019-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / aq. NaOH, H₂ / 10percent Pd/C / tetrahydrofuran / 1.5 h

2: 79 percent / CrO₃, AcOH

With chromium(VI) oxide; sodium hydroxide; hydrogen; acetic acid; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1021/jo00267a029

Reference yield:

[2-(4-Oxo-cyclohex-2-enyl)-ethyl]-carbamic acid ethyl ester → bicyclo[3.2.1]octan-2-one (5019-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C / ethanol

2: (i) N₂O₄, (ii) K₂CO₃, MeOH, CH₂Cl₂

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jo01038a002

upstream raw materials:

bicyclo[3.2.1]octan-2-ol

bicyclo[3.2.1]oct-2-ene

optically inactive 6-hydroxy-bicyclo[3.2.1]octane

N-Aethoxycarbonyl-2-(4-oxo-cyclohexyl)-aethylamin

Downstream raw materials:

Bicyclo-<3.2.1>-oktan-2,3,4-trion

Bicyclo<3.2.1>octan-exo-2-ol

endo-bicyclo<3.2.1>-octan-2-ol

methyl 3-cyclopentyl propionate