1774-86-3

Basic information

• Product Name: 5-tert-butyl-2-methoxy-1,4- benzoquinone
• Synonyms: 5-tert-butyl-2-methoxy-1,4- benzoquinone
• CAS NO: 1774-86-3
• Molecular Weight: 194.23
• Mol File: 1774-86-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5-tert-butyl-2-methoxy-1,4- benzoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-tert-butyl-2-methoxy-1,4- benzoquinone(1774-86-3)
• EPA Substance Registry System: 5-tert-butyl-2-methoxy-1,4- benzoquinone(1774-86-3)

Safety Data

• Hazardous Substances Data: 1774-86-3(Hazardous Substances Data)

Upstream product

• 41280-64-2 4-(tert-butyl)-1,2-dimethoxybenzene 
• 67-56-1 methanol 
• 1609537-97-4 4-(tert-butyl)-5-(4-(tert-butyl)phenoxy)cyclohexa-3,5-diene-1,2-dione 
• 4857-74-3 5-tert-butyl-1,2,4-trihydroxybenzene 
• 533-73-3 1,2,4-Trihydroxybenzene 
• 108-46-3 recorcinol 
• 2206-50-0 4-tert-butylbenzene-1,3-diol 
• 7051-11-8 4-(1,1-dimethylethyl)-3-methoxyanisol 
• 7697-37-2 nitric acid 
• 108-24-7 acetic anhydride 
• 4857-70-9 2-tert-butyl-5-hydroxy-1,4-benzoquinone 
• 186581-53-3 diazomethane 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 36150-68-2 4-Amino-5-methoxy-2-tert.butylphenol 
• 780-25-6 N-benzylidene benzylamine 

Relevant articles and documents

A divergent and selective synthesis of ortho- and para-quinones from phenols

Abstract We describe a divergent synthesis of substituted ortho- and para-quinones by catalytic aerobic oxygenation of phenols. Substituted quinones are omnipresent in chemistry and biology, but their synthesis frequently suffers from low efficiency and poor scope. Our methodology employs a catalytic aerobic di-functionalization of phenols to aryloxy-ortho-quinones. Regioselective substitution with an alcohol provides the alkoxy substituted ortho- or para-quinone, while hydrolysis affords the para-hydroxyquinone. These are mild and selective conditions for the synthesis of diversely substituted quinones from readily available phenol starting materials.

Iron Porphyrin-Catalyzed Oxidation of 1,2-Dimethoxyarenes: A Discussion of the Different Reactions Involved and the Competition between the Formation of Methoxyquinones or Muconic Dimethyl Esters

This paper describes the oxidation of an α,β-diarylpropane lignin dimer model and other dimethoxyarenes by several iron porphyrin-based biomimetic systems.From 1-(3,4-dimethoxyphenyl)-2-phenylpropanol (1), three types of products are identified: the 3,4-dimethoxybenzaldehyde derived from the Cα-Cβ cleavage of the propyl side chain and either quinones or muconic dimethyl esters resulting from oxidations at level of the dimethoxyaryl group.The selectivity of the reaction is discussed with respect to the nature and reactivity of the high-valent iron-oxo species formed upon reaction of the oxidants, H2O2 or magnesium monoperoxyphthalate (MMP), with the iron porphyrins.Fe(TF5PP)Cl-catalyzed oxidation of 1 by H2O2 in an aprotic medium (CH3CN/CH2Cl2), yields a clean "lignin peroxidase-like" reaction with selective formation of the aldehyde.In an aqueous buffered solution, MMP oxidation of para-substituted 1,2-dimethoxyarenes catalyzed by an iron tetrakis(pentafluorophenyl)-β-tetrasulfonatoporphyrin, Fe(TF5PS4P), clearly depends on the electronic properties of the para-substituent.The reaction is selective for para-quinone formation in the case of an electron-releasing group and for muconic dimethyl ester formation in the case of an electron-withdrawing group.