2,6-Di-tert-butyl-4-(methoxymethylene)-2,5-cyclohexadiene-1-one

Base Information

• Chemical Name: 2,6-Di-tert-butyl-4-(methoxymethylene)-2,5-cyclohexadiene-1-one
• CAS No.: 20357-48-6
• Molecular Formula: C16H24O2
• Molecular Weight: 248.365
• European Community (EC) Number: 606-532-5
• DSSTox Substance ID: DTXSID301151691
• Nikkaji Number: J1.695.618J
• Mol file: 20357-48-6.mol

Synonyms:SCHEMBL85970;DTXSID301151691;2,6-Di-tert-butyl-4-(methoxymethylene)-2,5-cyclohexadiene-1-one;2,6-Bis(1,1-dimethylethyl)-4-(methoxymethylene)-2,5-cyclohexadien-1-one;20357-48-6

Chemical Property of 2,6-Di-tert-butyl-4-(methoxymethylene)-2,5-cyclohexadiene-1-one

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 248.177630004
• Heavy Atom Count: 18
• Complexity: 399

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=COC)C=C(C1=O)C(C)(C)C

Technology Process of 2,6-Di-tert-butyl-4-(methoxymethylene)-2,5-cyclohexadiene-1-one

There total 8 articles about 2,6-Di-tert-butyl-4-(methoxymethylene)-2,5-cyclohexadiene-1-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: 82.0%

orthoformic acid triethyl ester (122-51-0) + 3,5-di-t-butyl-4-hydroxybenzaldehyde (1620-98-0) → 2,6-di-tert-butyl-4-(methoxymethylene)cyclohexa-2,5-dienone (20357-48-6)

Guidance literature:

With ammonium chloride; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; silica gel;

Reference yield: 26.0%

2,6-di-tert-butyl-4-methoxymethylene-phenol (87-97-8) → 2,6-di-tert-butyl-4-(methoxymethylene)cyclohexa-2,5-dienone (20357-48-6) + 3,5-di-t-butyl-4-hydroxybenzaldehyde (1620-98-0)

Guidance literature:

With 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; In toluene; at 190 ℃; for 6h; Product distribution;

Reference yield:

2,6-Bis--4-methoxymethyl-phenoxyl (20357-53-3) → 2,6-di-tert-butyl-4-methoxymethylene-phenol (87-97-8) + 2,6-di-tert-butyl-4-(methoxymethylene)cyclohexa-2,5-dienone (20357-48-6)

Guidance literature:

Rate constant; Thermodynamic data; rate constant of the disproportionation;

DOI:10.1007/BF00953918

upstream raw materials:

2,6-di-tert-butyl-4-methoxymethylene-phenol

2,6-Bis--4-methoxymethyl-phenoxyl

3,5-di-tert-butyl-4-hydroxybenzaldehyde dimethyl acetal

3,5-di-t-butyl-4-hydroxybenzaldehyde

Downstream raw materials:

tetraethyl (3,5-di-tert-butyl-4-hydroxyphenyl)methylenediphosphonate

3,5-di-t-butyl-4-hydroxybenzaldehyde