2,6,6-Trimethylbicyclo[3.1.1]heptane-3-carbaldehyde

Base Information

• Chemical Name: 2,6,6-Trimethylbicyclo[3.1.1]heptane-3-carbaldehyde
• CAS No.: 60113-43-1
• Molecular Formula: C11H18 O
• Molecular Weight: 166.263
• European Community (EC) Number: 262-062-7
• DSSTox Substance ID: DTXSID10866790
• Nikkaji Number: J298.780E
• Mol file: 60113-43-1.mol

Synonyms:60113-43-1;2,6,6-TRIMETHYLBICYCLO[3.1.1]HEPTANE-3-CARBALDEHYDE;EINECS 262-062-7;2,6,6-Trimethylbicyclo(3.1.1)heptane-3-carbaldehyde;Bicyclo[3.1.1]heptane-3-carboxaldehyde, 2,6,6-trimethyl-;EC 262-062-7;Bicyclo(3.1.1)heptane-3-carboxaldehyde, 2,6,6-trimethyl-;(+)-3-formylpinane;3-formylpinane;3-Formylpinene;(-)-3-formylpinane;SCHEMBL2852181;DTXSID10866790;W-111178;2,6,6 - trimethylbicyclo(3.1.1)heptane - 3 - carbaldehyde

Chemical Property of 2,6,6-Trimethylbicyclo[3.1.1]heptane-3-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.161mmHg at 25°C
• Boiling Point: 213.8°C at 760 mmHg
• Flash Point: 71.5°C
• PSA: 17.07000
• Density: 0.976g/cm³
• LogP: 2.50360
• Water Solubility.: 46mg/L at 20℃
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 166.135765193
• Heavy Atom Count: 12
• Complexity: 207

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(CC2CC1C2(C)C)C=O

Technology Process of 2,6,6-Trimethylbicyclo[3.1.1]heptane-3-carbaldehyde

There total 4 articles about 2,6,6-Trimethylbicyclo[3.1.1]heptane-3-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: 96.0%

→ (+)-3-formylpinane (60113-43-1)

Guidance literature:

Reference yield:

Beta-pinene (177698-19-0,25719-60-2) + carbon monoxide (201230-82-2) → rac-α-pinene (80-56-8,25766-18-1) + (+)-3-formylpinane (60113-43-1) + trans-pinane (473-55-2,4755-33-3,4795-86-2,4863-59-6,6876-13-7,10281-53-5,33626-25-4,112456-46-9,112456-47-0) + trans-10-formylpinane

Guidance literature:

With hydrogen; di-μ-acetato-bis(η4-1,5-cyclooctadiene)dirhodium(I); In benzene; at 120 ℃; for 4h; under 67505.4 Torr;

DOI:10.1016/S0022-328X(03)00098-6

Reference yield:

carbon monoxide (201230-82-2) + (-)-α-pinene (25766-18-1) → endo-6,6-dimethylbicyclo<3.1.1>hept-2-ylacetaldehyde (60244-27-1,60244-28-2,109062-93-3,109062-94-4,64773-71-3) + (+)-3-formylpinane (60113-43-1) + formyl pinane

Guidance literature:

With acetylacetonatodicarbonylrhodium(l); C₅₀H₅₉Fe₂NP₂; hydrogen; In toluene; at 120 ℃; for 16h; under 56255.6 Torr;

DOI:10.1021/om300061d

upstream raw materials:

Beta-pinene

carbon monoxide

Pinene

(-)-α-pinene

Downstream raw materials:

(-)-3-pinanecarboxylic acid

(+)-3-(aminomethyl)-pinane

Refernces

• 1、 Barros, Humberto J. V.,Ospina, Maria L.,Arguello, Eduardo,Rocha, William R.,Gusevskaya, Elena V.,Santos, Eduardo N. dos. "Rhodium catalyzed hydroformylation of β-pinene and camphene: effect of phosphorous ligands and reaction conditions on stereoselectivity". . p. 150 - 157. Retrieved 2007/10/03.
• 2、 -. "Pinane derivatives". . . Retrieved 2008/06/13.