Bicyclo[2.2.2]octane-1-carbaldehyde

Base Information

• Chemical Name: Bicyclo[2.2.2]octane-1-carbaldehyde
• CAS No.: 2064-05-3
• Molecular Formula: C9H14O
• Molecular Weight: 138.21
• European Community (EC) Number: 893-906-8
• DSSTox Substance ID: DTXSID60547966
• Nikkaji Number: J1.090.503F
• Wikidata: Q82426521

Synonyms:Bicyclo[2.2.2]octane-1-carbaldehyde;2064-05-3;Bicyclo[2.2.2]oct-1-ylcarboxaldehyde;SCHEMBL2362307;DTXSID60547966;MPLAMJZRRHSDCU-UHFFFAOYSA-N;MFCD24674111;CS-0112086;D77060;EN300-380096;Z1511748324

Chemical Property of Bicyclo[2.2.2]octane-1-carbaldehyde

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC2(CCC1CC2)C=O

Technology Process of Bicyclo[2.2.2]octane-1-carbaldehyde

There total 1 articles about Bicyclo[2.2.2]octane-1-carbaldehyde 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>octane-1-methanol (2574-42-7) → bicyclo<2.2.2>octane-1-carboxaldehyde (2064-05-3) + bicyclo[2.2.2]octane-1-carboxylic acid (699-55-8)

Guidance literature:

With silica gel; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate; In dichloromethane;

DOI:10.1021/jo981322c

Reference yield: 77.0%

bicyclo<2.2.2>octane-1-carboxaldehyde (2064-05-3) + benzoyl triflate (36967-85-8) → 1-hydroxybicyclo<3.2.2>non-2-yl benzoate (110977-40-7)

Guidance literature:

With trifluorormethanesulfonic acid; In tetrachloromethane; at 0 ℃; for 0.5h;

DOI:10.1055/s-1987-28022

Reference yield: 74.0%

bicyclo<2.2.2>octane-1-carboxaldehyde (2064-05-3) + dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) → bicyclo<2.2.2>octylacetylene (96454-73-8)

Guidance literature:

With potassium carbonate; In methanol; at 0 - 20 ℃; for 2.25h;

upstream raw materials:

bicyclo<2.2.2>octane-1-methanol

Downstream raw materials:

1-hydroxybicyclo<3.2.2>non-2-yl benzoate

bicyclo<2.2.2>octane-1-carboxaldehyde tosylhydrazone

5-(adamantan-1-yloxymethyl)-2-bicyclo[2.2.2]oct-1-yl-1H-imidazole-4-carboxylic acid benzyl ester

bicyclo<2.2.2>octylacetylene

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