3,3,6-Trimethyloxan-2-one

Base Information

• Chemical Name: 3,3,6-Trimethyloxan-2-one
• CAS No.: 62581-36-6
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• DSSTox Substance ID: DTXSID30495526
• Nikkaji Number: J1.346.134A
• Mol file: 62581-36-6.mol

Synonyms:3,3,6-Trimethyloxan-2-one;62581-36-6;SCHEMBL576449;DTXSID30495526;(2r,4r,5s)-dimethyl-5-hexanolide

Chemical Property of 3,3,6-Trimethyloxan-2-one

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 149

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(C(=O)O1)(C)C

Technology Process of 3,3,6-Trimethyloxan-2-one

There total 2 articles about 3,3,6-Trimethyloxan-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:

2,2-dimethyl-4-hexenoic acid → 2,2-dimethyl-4-hydroxyhexanoic acid γ-lactone (54491-23-5) + tetrahydro-3,3,6-trimethyl-2H-pyran-2-one (62581-36-6)

Guidance literature:

With silver trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 83 ℃; for 15h;

DOI:10.1021/ol051065f

Reference yield:

2,2-dimethylhex-5-enoic acid (58203-68-2) → 2,2-dimethyl-4-hydroxyhexanoic acid γ-lactone (54491-23-5) + tetrahydro-3,3,6-trimethyl-2H-pyran-2-one (62581-36-6)

Guidance literature:

With silver trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 83 ℃; for 15h;

DOI:10.1021/ol051065f

Reference yield:

tetrahydro-3,3,6-trimethyl-2H-pyran-2-one (62581-36-6) → 7-Benzyloxy-heptanoic acid 6-(dimethoxy-phosphoryl)-1,4,4-trimethyl-5-oxo-hexyl ester (124286-29-9)

Guidance literature:

Multi-step reaction with 2 steps

1: BuLi / tetrahydrofuran / -78 °C

2: DCC, DMAP / dimethylformamide

With dmap; n-butyllithium; dicyclohexyl-carbodiimide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ja00157a071

upstream raw materials:

2,2-dimethylhex-5-enoic acid

Downstream raw materials:

7-Benzyloxy-heptanoic acid 6-(dimethoxy-phosphoryl)-1,4,4-trimethyl-5-oxo-hexyl ester