4,6,6-Trimethyloxepan-2-one

Base Information

• Chemical Name: 4,6,6-Trimethyloxepan-2-one
• CAS No.: 2549-57-7
• Molecular Formula: C9H16 O2
• Molecular Weight: 156.225
• European Community (EC) Number: 219-836-4
• DSSTox Substance ID: DTXSID90948381
• Nikkaji Number: J192.039A
• Mol file: 2549-57-7.mol

Synonyms:4,6,6-Trimethyloxepan-2-one;2549-57-7;EINECS 219-836-4;SCHEMBL360858;DTXSID90948381

Chemical Property of 4,6,6-Trimethyloxepan-2-one

Chemical Property:

• Vapor Pressure: 0.0642mmHg at 25°C
• Boiling Point: 230.9°Cat760mmHg
• Flash Point: 87.6°C
• PSA: 26.30000
• Density: 0.918g/cm³
• LogP: 1.98570
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 156.115029749
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(=O)OCC(C1)(C)C

Technology Process of 4,6,6-Trimethyloxepan-2-one

There total 3 articles about 4,6,6-Trimethyloxepan-2-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: 92.0%

(+/-)-2,2,4-trimethylhexane-1,6-diol (3089-24-5) → β,δ,δ-trimethyl-ε-caprolactone (2549-57-7)

Guidance literature:

With horse liver alcohol dehydrogenase; NAD; Flavin mononucleotide; at 20 ℃; for 120h; pH=9; glycine-NaOH buffer; Enzymatic reaction;

DOI:10.1016/j.molcatb.2010.01.025

Reference yield: 20.0%

(+/-)-2,2,4-trimethylhexane-1,6-diol (3089-24-5) → β,δ,δ-trimethyl-ε-caprolactone (2549-57-7) + C9H18O2 (1257659-95-2)

Guidance literature:

With horse liver alcohol dehydrogenase; NAD; Flavin mononucleotide; at 20 ℃; for 48h; pH=9; glycine-NaOH buffer; Enzymatic reaction;

DOI:10.1016/j.molcatb.2010.01.025

Reference yield:

dihydroisophorone (873-94-9) → β,β,δ-trimethyl-ε-caprolactone (2549-56-6) + β,δ,δ-trimethyl-ε-caprolactone (2549-57-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid;

DOI:10.1021/ja9010578

upstream raw materials:

dihydroisophorone

(+/-)-2,2,4-trimethylhexane-1,6-diol

Downstream raw materials:

(+/-)-2,2,4-trimethylhexane-1,6-diol

Refernces

• 1、 Solé, Jordi,Brummund, Jan,Caminal, Gloria,álvaro, Gregorio,Schürmann, Martin,Guillén, Marina. "Enzymatic Synthesis of Trimethyl-?-caprolactone: Process Intensification and Demonstration on a 100 L Scale". . p. 2336 - 2344. Retrieved 2019/10/14.
• 2、 Fürst, Maximilian J.L.J.,Savino, Simone,Dudek, Hanna M.,Castellanos, J. Rúben Gómez,De Souza, Cora Gutiérrez,Rovida, Stefano,Fraaije, Marco W.,Mattevi, Andrea. "Polycyclic ketone monooxygenase from the thermophilic fungus Thermothelomyces thermophila: A structurally distinct biocatalyst for bulky substrates". supporting information. p. 627 - 630. Retrieved 2017/05/15.