(2R,4aR,8aR)-1,1,5,5-Tetramethylhexahydro-1H-2,4a-methanonaphthalen-8(2H)-one

Base Information

• Chemical Name: (2R,4aR,8aR)-1,1,5,5-Tetramethylhexahydro-1H-2,4a-methanonaphthalen-8(2H)-one
• CAS No.: 14727-47-0
• Molecular Formula: C15H24 O
• Molecular Weight: 220.355
• European Community (EC) Number: 249-649-3
• Nikkaji Number: J257.458F
• Mol file: 14727-47-0.mol

Synonyms:(2R,4aR,8aR)-1,1,5,5-Tetramethylhexahydro-1H-2,4a-methanonaphthalen-8(2H)-one;57456-74-3;(3R,6R,9R)-2,2,8,8-tetramethyl-octahydro-1H-2,4a-methanonapthalen-10-one;Isolongifolanone;29461-14-1;(1S,8S)-2,2,7,7-tetramethyltricyclo[6.2.1.0^{1,6}]undecan-5-one;Isolongifolene ketone exo;(1R,6R,8R)-2,2,7,7-tetramethyltricyclo[6.2.1.0,undecan-5-one

Chemical Property of (2R,4aR,8aR)-1,1,5,5-Tetramethylhexahydro-1H-2,4a-methanonaphthalen-8(2H)-one

Chemical Property:

• Vapor Pressure: 0.00196mmHg at 25°C
• Boiling Point: 291.4°Cat760mmHg
• Flash Point: 122.5°C
• PSA: 17.07000
• Density: 0.971g/cm³
• LogP: 3.67390
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 220.182715385
• Heavy Atom Count: 16
• Complexity: 352

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC(=O)C2C13CCC(C3)C2(C)C)C
• Isomeric SMILES: CC1(CCC(=O)[C@H]2[C@]13CC[C@H](C3)C2(C)C)C

Technology Process of (2R,4aR,8aR)-1,1,5,5-Tetramethylhexahydro-1H-2,4a-methanonaphthalen-8(2H)-one

There total 2 articles about (2R,4aR,8aR)-1,1,5,5-Tetramethylhexahydro-1H-2,4a-methanonaphthalen-8(2H)-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:

4α-Hydroxy-isolongifolan → (1α,3aβ,4α,8aβ,9S*)-octahydro-4,8,8,9-tetramethyl-1,4-methanoazulen-2(1H)-one (14727-47-0)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In acetone;

DOI:10.1016/0040-4020(67)85041-5

Reference yield:

C15H22O2 → (1α,3aβ,4α,8aβ,9S*)-octahydro-4,8,8,9-tetramethyl-1,4-methanoazulen-2(1H)-one (14727-47-0)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) LiAlH₄, Et₂O, (ii) N₂H₄*H₂O, KOH, diethylene glycol

2: CrO₃, aq. H₂SO₄ / acetone

With chromium(VI) oxide; sulfuric acid; In acetone;

DOI:10.1016/0040-4020(67)85041-5

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