1-(Bicyclo[2.2.2]octan-2-yl)ethanone

Base Information

• Chemical Name: 1-(Bicyclo[2.2.2]octan-2-yl)ethanone
• CAS No.: 23735-46-8
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.236
• European Community (EC) Number: 856-303-0
• DSSTox Substance ID: DTXSID30503211
• Mol file: 23735-46-8.mol

Synonyms:1-(Bicyclo[2.2.2]octan-2-yl)ethanone;23735-46-8;1-(2-bicyclo[2.2.2]octanyl)ethanone;1-(Bicyclo[2.2.2]octan-2-yl)ethan-1-one;1-{bicyclo[2.2.2]octan-2-yl}ethan-1-one;Ethanone, 1-bicyclo[2.2.2]oct-2-yl-;SCHEMBL15973426;DTXSID30503211;YAA73546;MFCD24689648;AKOS024462965;DS-3221;C74225;EN300-226961;Z1513600185

Chemical Property of 1-(Bicyclo[2.2.2]octan-2-yl)ethanone

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1CC2CCC1CC2

Technology Process of 1-(Bicyclo[2.2.2]octan-2-yl)ethanone

There total 6 articles about 1-(Bicyclo[2.2.2]octan-2-yl)ethanone 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: 100.0%

bicyclo(2.2.2)-5-octene-2-carboxaldehyde (40590-77-0,155156-91-5,155156-90-4,185303-22-4) → Bicyclo<2.2.2>oct-2-ylmethylketon (23735-46-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 5h; under 1034.32 Torr;

Reference yield: 75.0%

bicyclo[2.2.2]octan-2-ylcarboxylic acid chloride (68569-32-4) → Bicyclo<2.2.2>oct-2-ylmethylketon (23735-46-8)

Guidance literature:

Reference yield:

cyclohexene (110-83-8) → Bicyclo<2.2.2>oct-2-ylmethylketon (23735-46-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tin(IV) chloride / dichloromethane / 1.5 h / 0 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 5 h / 20 °C / 1034.32 Torr

With palladium 10% on activated carbon; hydrogen; tin(IV) chloride; In dichloromethane; ethyl acetate;

upstream raw materials:

bicyclo[2.2.2]octan-2-ylcarboxylic acid chloride

bicyclo(2.2.2)-5-octene-2-carboxaldehyde

cyclohexene

cyclohexa-1,3-diene

Downstream raw materials:

bicyclo[2.2.2]octan-2-ol

Bicyclo<2.2.2>oct-2-ylmethylketonoximpikrat

Refernces

• 1、 -. "BTK INHIBITORS". Page/Page column 144. . Retrieved 2016/07/27.
• 2、 Langhals, Heinz,Range, Guenter,Wistuba, Eckehardt,Ruechardt, Christoph. "Alkylwanderungen bei Sextettumlagerungen". . p. 3813 - 3830. Retrieved 2007/10/02.