exo-3,3-Dimethylbicyclo(2.2.1)heptane-2-carbaldehyde

Base Information

• Chemical Name: exo-3,3-Dimethylbicyclo(2.2.1)heptane-2-carbaldehyde
• CAS No.: 57075-07-7
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.236
• European Community (EC) Number: 260-549-9
• DSSTox Substance ID: DTXSID701188678
• Nikkaji Number: J342.996B
• Mol file: 57075-07-7.mol

Synonyms:EINECS 260-549-9;57075-07-7;exo-3,3-Dimethylbicyclo(2.2.1)heptane-2-carbaldehyde;exo-3,3-dimethylbicyclo[2.2.1]heptane-2-carbaldehyde;DTXSID701188678;Bicyclo[2.2.1]heptane-2-carboxaldehyde, 3,3-dimethyl-, exo-;(1beta,4beta)-3,3-Dimethylbicyclo[2.2.1]heptane-2beta-carbaldehyde

Chemical Property of exo-3,3-Dimethylbicyclo(2.2.1)heptane-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.32mmHg at 25°C
• Boiling Point: 200.7°Cat760mmHg
• Flash Point: 65.9°C
• PSA: 17.07000
• Density: 1.013g/cm³
• LogP: 2.25760
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC(C2)C1C=O)C
• Isomeric SMILES: CC1([C@@H]2CC[C@@H](C2)[C@H]1C=O)C

Technology Process of exo-3,3-Dimethylbicyclo(2.2.1)heptane-2-carbaldehyde

There total 21 articles about exo-3,3-Dimethylbicyclo(2.2.1)heptane-2-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:

dl-camphene (565-00-4) + lead(IV) tetraacetate (546-67-8) + acetic acid (64-19-7,77671-22-8) → (1S,4R)-3,3-Dimethyl-bicyclo[2.2.1]heptane-2-carbaldehyde (472-17-3,50705-16-3,57075-07-7,90025-57-3,134678-15-2,134678-16-3,361152-33-2,361152-24-1,481660-35-9)

Guidance literature:

anschl. Verseifen;

DOI:10.1021/jo01062a014 DOI:10.1246/bcsj.17.491

Reference yield:

3,3-dimethyl-2-(bromomethylene)bicyclo<2.2.1>heptane (70234-75-2) → (1S,4R)-3,3-Dimethyl-bicyclo[2.2.1]heptane-2-carbaldehyde (472-17-3,50705-16-3,57075-07-7,90025-57-3,134678-15-2,134678-16-3,361152-33-2,361152-24-1,481660-35-9)

Guidance literature:

DOI:10.1021/jo01062a014 DOI:10.1246/bcsj.17.491

Reference yield:

hydrogenchloride (7647-01-0,15364-23-5) + 2-endo-hydroxymethyl-3,3-dimethylbicyclo[2.2.1]heptane-2-exo-ol (466-12-6) → (1S,4R)-3,3-Dimethyl-bicyclo[2.2.1]heptane-2-carbaldehyde (472-17-3,50705-16-3,57075-07-7,90025-57-3,134678-15-2,134678-16-3,361152-33-2,361152-24-1,481660-35-9)

Guidance literature:

upstream raw materials:

diethyl ether

(E)-3-Ureido-but-2-enoic acid ethyl ester

3,3-dimethyl-spiro[norbornan-2,2'-oxirane]

camphene

Downstream raw materials:

3,3-dimethylbicyclo[2.2.1]heptane-2-carbaldehyde

2.2-Dimethyl-3-oxymethyl-bicyclo-[1.2.2]-heptan

4-(3,3-dimethyl-[2]norbornyl)-but-3-en-2-one

5,5-Dimethyl-1,3-dioxocyclohex-2-yl-5',5'-dimethyl-1'-oxo-3'-hydroxy-cyclohex-2'-en-2'-yl-3'',3''-dimethylbicyclo<2.2.1>hept-2''-exo-yl-methan

Refernces

• 1、 Kobayashi, Shigeki,Kotani, Eiichi,Ishii, Yoko,Tobinaga, Seisho. "Oxygenation of Oleefinic Hydrocarbons Catalyzed by Iron(II) Acetonitrile Solvate". . p. 610 - 614. Retrieved 2007/10/02.
• 2、 Henderson, George Gerald,Sutherland, Maggie Millen Jeffs. "CLXXV. - Contributions to the chemistry of the terpenes. Part IX. The oxidation of camphene with hydrogen peroxide". . p. 1539 - 1549. Retrieved 2007/10/12.