1-(3,5-Di-tert-butyl-2-hydroxyphenyl)pyridin-1-ium bromide

Base Information

• Chemical Name: 1-(3,5-Di-tert-butyl-2-hydroxyphenyl)pyridin-1-ium bromide
• CAS No.: 73405-43-3
• Molecular Formula: C19H26NO.Br
• Molecular Weight: 364.326
• DSSTox Substance ID: DTXSID90502806

Synonyms:73405-43-3;DTXSID90502806;1-(3,5-Di-tert-butyl-2-hydroxyphenyl)pyridin-1-ium bromide

Chemical Property of 1-(3,5-Di-tert-butyl-2-hydroxyphenyl)pyridin-1-ium bromide

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 363.11978
• Heavy Atom Count: 22
• Complexity: 333

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=C(C(=C1)[N+]2=CC=CC=C2)O)C(C)(C)C.[Br-]

Technology Process of 1-(3,5-Di-tert-butyl-2-hydroxyphenyl)pyridin-1-ium bromide

There total 3 articles about 1-(3,5-Di-tert-butyl-2-hydroxyphenyl)pyridin-1-ium bromide 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: 45.0%

pyridine (110-86-1) + 4-bromo-2,4,6-tri-tert-butyl-2,5-cyclohexadiene-1-one (1988-75-6) + ethylene glycol (107-21-1) → 2,6-Di-tert-butyl-1,4-benzoquinone (719-22-2) + 2,4,6-tri-tert-butylphenoxol (732-26-3) + 2,4,6-tri-tert-butyl-4-hydroxy-2,5-cyclohexadienone (4971-61-3) + 1-(3,5-di-tert-butyl-2-hydroxyphenyl)pyridinium bromide (73405-43-3) + 2-(1,3,5-tri-tert-butyl-4-oxo-2,5-cyclohexadien-1-oxy)ethanol (73405-44-4)

Guidance literature:

at 110 ℃; for 1h; Product distribution; other pyridines, other cyclohexadienone;

DOI:10.1021/jo00335a026

Reference yield: 23.0%

pyridine (110-86-1) + 4-bromo-2,4,6-tri-tert-butyl-2,5-cyclohexadiene-1-one (1988-75-6) → 2,4,6-tri-tert-butylphenoxol (732-26-3) + 2,4,6-tri-tert-butyl-4-hydroxy-2,5-cyclohexadienone (4971-61-3) + 1-(3,5-di-tert-butyl-2-hydroxyphenyl)pyridinium bromide (73405-43-3) + 2-(1,3,5-tri-tert-butyl-4-oxo-2,5-cyclohexadien-1-oxy)ethanol (73405-44-4)

Guidance literature:

In ethylene glycol; at 110 ℃; for 1h; Further byproducts given;

DOI:10.1021/jo00335a026

Reference yield: 21.0%

4-bromo-2,4,6-tri-tert-butyl-2,5-cyclohexadiene-1-one (1988-75-6) → 2,6-Di-tert-butyl-1,4-benzoquinone (719-22-2) + 2,4,6-tri-tert-butylphenoxol (732-26-3) + 2,4,6-tri-tert-butyl-4-hydroxy-2,5-cyclohexadienone (4971-61-3) + 1-(3,5-di-tert-butyl-2-hydroxyphenyl)pyridinium bromide (73405-43-3)

Guidance literature:

With pyridine; at 110 ℃; for 6h;

DOI:10.1021/jo00335a026

upstream raw materials:

pyridine

4-bromo-2,4,6-tri-tert-butyl-2,5-cyclohexadiene-1-one

ethylene glycol

Downstream raw materials:

2,4-di-tert-butyl-6-(1,2,3,6-tetrahydro-1-pyridyl)phenol

2-(piperidin-1-yl)-4,6-di-tert-butylphenol

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