2,4,4-Trimethyltricyclo[3.2.1.02,7]octan-6-one

Base Information

• Chemical Name: 2,4,4-Trimethyltricyclo[3.2.1.02,7]octan-6-one
• CAS No.: 58738-47-9
• Molecular Formula: C₁₁H₁₆O
• Molecular Weight: 164.247
• DSSTox Substance ID: DTXSID801247554
• Mol file: 58738-47-9.mol

Synonyms:2,4,4-trimethyltricyclo[3.2.1.02,7]octan-6-one;58738-47-9;DTXSID801247554

Chemical Property of 2,4,4-Trimethyltricyclo[3.2.1.02,7]octan-6-one

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 164.120115130
• Heavy Atom Count: 12
• Complexity: 279

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(CC2(C3C2C(=O)C1C3)C)C

Technology Process of 2,4,4-Trimethyltricyclo[3.2.1.02,7]octan-6-one

There total 2 articles about 2,4,4-Trimethyltricyclo[3.2.1.02,7]octan-6-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:

3,5,5-Trimethylcyclohex-2-en-1-one (78-59-1) + p-chlorophenyl vinyl sulfone (5535-51-3) → 2,4,4-Trimethyltricyclo<3.2.1.02,7>octan-6-one (58738-47-9) + 5-<2-<(p-chlorophenyl)sulfonyl>ethyl>-2,4,4-trimethyltricyclo<3.2.1.02,7>octan-6-one (91781-52-1)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; [2,2]bipyridinyl; n-butyllithium; diisopropylamine; Yield given. Multistep reaction. Yields of byproduct given; 1) THF, 0 deg C, 15 min, 2) 2 h, reflux;

DOI:10.1021/jo00195a005

Reference yield:

3,5,5-Trimethylcyclohex-2-en-1-one (78-59-1) + PVS (5535-48-8) → 2,4,4-Trimethyltricyclo<3.2.1.02,7>octan-6-one (58738-47-9) + 3,5,5-trimethyl-6-<2-(phenylsulfonyl)ethyl>cyclohex-2-en-1-one (91781-44-1) + 3,5,5-trimethyl-2-<2-(phenylsulfonyl)ethyl>cyclohex-2-en-1-one (91781-51-0) + 2,4,4-trimethyl-5-<2-(phenylsulfonyl)ethyl>tricyclo<3.2.1.02,7>octan-6-one (91781-45-2)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; [2,2]bipyridinyl; n-butyllithium; diisopropylamine; Yield given. Multistep reaction. Yields of byproduct given; 1) THF, 0 deg C, 15 min, 2) 2 h, reflux;

DOI:10.1021/jo00195a005

upstream raw materials:

3,5,5-Trimethylcyclohex-2-en-1-one

p-chlorophenyl vinyl sulfone

PVS