Oxidation of 2-methylnaphthalene to 2-methyl-1,4-naphthaquinone with ammonium dichromate catalysed by RuCl3

S. Chocron; M. Michman

doi:10.1016/S0166-9834(00)82241-1

Oxidation of 2-methylnaphthalene to 2-methyl-1,4-naphthaquinone with ammonium dichromate catalysed by RuCl₃

S. Chocron^*, M. Michman

^*Corresponding author for this work

Institute of Chemistry

Research output: Contribution to journal › Article › peer-review

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Abstract

The oxidation of 2-methylnaphthalene (1) to 2-methyl-1,4-naphthaquinone (2), by tetraalkylammonium dichromate and ammonium dichromate in acidic solutions of acetonitrile-water, is catalysed by RuCl₃. A reaction between the dichromate reagent and RuCl₃ is observed at 50°C but is too slow to be observed at 20°C although the catalysed oxidation is already evident at 20°C. Increasing the temperature enhances both the rate of oxidation of 1 and selectivity for 2 whereas increasing the concentration of RuCl₃ increases the selectivity rather than rate of oxidation. The effect of RuCl₃ is possibly through enhanced oxidation of water. The ruthenium IV compound (NH₄)₂RuCl₆ has no effect.

Original language	English
Pages (from-to)	119-123
Number of pages	5
Journal	Applied Catalysis
Volume	62
Issue number	1
DOIs	https://doi.org/10.1016/S0166-9834(00)82241-1
State	Published - 1990

Keywords

2-methyl-1
2-methylnaphthalene oxidation
4-naphthaquinone.
ammonium dichromate
ruthenium trichloride
tetraalkylammonium dichromate

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10.1016/S0166-9834(00)82241-1

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title = "Oxidation of 2-methylnaphthalene to 2-methyl-1,4-naphthaquinone with ammonium dichromate catalysed by RuCl3",

abstract = "The oxidation of 2-methylnaphthalene (1) to 2-methyl-1,4-naphthaquinone (2), by tetraalkylammonium dichromate and ammonium dichromate in acidic solutions of acetonitrile-water, is catalysed by RuCl3. A reaction between the dichromate reagent and RuCl3 is observed at 50°C but is too slow to be observed at 20°C although the catalysed oxidation is already evident at 20°C. Increasing the temperature enhances both the rate of oxidation of 1 and selectivity for 2 whereas increasing the concentration of RuCl3 increases the selectivity rather than rate of oxidation. The effect of RuCl3 is possibly through enhanced oxidation of water. The ruthenium IV compound (NH4)2RuCl6 has no effect.",

keywords = "2-methyl-1, 2-methylnaphthalene oxidation, 4-naphthaquinone., ammonium dichromate, ruthenium trichloride, tetraalkylammonium dichromate",

author = "S. Chocron and M. Michman",

year = "1990",

doi = "10.1016/S0166-9834(00)82241-1",

language = "אנגלית",

volume = "62",

pages = "119--123",

journal = "Applied Catalysis",

issn = "0166-9834",

publisher = "Elsevier B.V.",

number = "1",

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T1 - Oxidation of 2-methylnaphthalene to 2-methyl-1,4-naphthaquinone with ammonium dichromate catalysed by RuCl3

AU - Chocron, S.

AU - Michman, M.

PY - 1990

Y1 - 1990

N2 - The oxidation of 2-methylnaphthalene (1) to 2-methyl-1,4-naphthaquinone (2), by tetraalkylammonium dichromate and ammonium dichromate in acidic solutions of acetonitrile-water, is catalysed by RuCl3. A reaction between the dichromate reagent and RuCl3 is observed at 50°C but is too slow to be observed at 20°C although the catalysed oxidation is already evident at 20°C. Increasing the temperature enhances both the rate of oxidation of 1 and selectivity for 2 whereas increasing the concentration of RuCl3 increases the selectivity rather than rate of oxidation. The effect of RuCl3 is possibly through enhanced oxidation of water. The ruthenium IV compound (NH4)2RuCl6 has no effect.

AB - The oxidation of 2-methylnaphthalene (1) to 2-methyl-1,4-naphthaquinone (2), by tetraalkylammonium dichromate and ammonium dichromate in acidic solutions of acetonitrile-water, is catalysed by RuCl3. A reaction between the dichromate reagent and RuCl3 is observed at 50°C but is too slow to be observed at 20°C although the catalysed oxidation is already evident at 20°C. Increasing the temperature enhances both the rate of oxidation of 1 and selectivity for 2 whereas increasing the concentration of RuCl3 increases the selectivity rather than rate of oxidation. The effect of RuCl3 is possibly through enhanced oxidation of water. The ruthenium IV compound (NH4)2RuCl6 has no effect.

KW - 2-methyl-1

KW - 2-methylnaphthalene oxidation

KW - 4-naphthaquinone.

KW - ammonium dichromate

KW - ruthenium trichloride

KW - tetraalkylammonium dichromate

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AN - SCOPUS:0025437095

SN - 0166-9834

VL - 62

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JO - Applied Catalysis

JF - Applied Catalysis

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ER -

Oxidation of 2-methylnaphthalene to 2-methyl-1,4-naphthaquinone with ammonium dichromate catalysed by RuCl₃

Abstract

Keywords

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