Metal free oxidation of alkyl substituted aromatics with aqueous tert-butyl hydroperoxide under microwave irradiation

Hao He; Bao-Jian Pei; Albert W. M. Lee

doi:10.1039/b916265h

Metal free oxidation of alkyl substituted aromatics with aqueous tert-butyl hydroperoxide under microwave irradiation

Hao He, Bao-Jian Pei, Albert W. M. Lee^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

26 Citations (Scopus)

42 Downloads (Pure)

Abstract

Oxidation of alkyl substituted aromatic compounds to ketones and carboxylic acids can be achieved by 70% aqueous TBHP (tert-butyl hydroperoxide) under microwave irradiation with no additional organic solvent, metal based reagent or catalyst. Methyl aromatics (toluenes and xylenes) can be oxidized directly to the industrially important benzoic and phthalic acids. An addition of a tiny amount of ionic liquid and simultaneous cooling improves the efficiency of these oxidations. For other alkyl substituted aromatics, ketones are obtained in good yields.

Original language	English
Pages (from-to)	1857-1861
Number of pages	5
Journal	Green Chemistry
Volume	11
Issue number	11
Early online date	7 Sept 2009
DOIs	https://doi.org/10.1039/b916265h
Publication status	Published - Nov 2009

Scopus Subject Areas

Environmental Chemistry
Pollution

Access to Document

10.1039/b916265h

Full TextAccepted author manuscript, 113 KB

Cite this

@article{104e36394750477cac0d50a369f98810,

title = "Metal free oxidation of alkyl substituted aromatics with aqueous tert-butyl hydroperoxide under microwave irradiation",

abstract = "Oxidation of alkyl substituted aromatic compounds to ketones and carboxylic acids can be achieved by 70% aqueous TBHP (tert-butyl hydroperoxide) under microwave irradiation with no additional organic solvent, metal based reagent or catalyst. Methyl aromatics (toluenes and xylenes) can be oxidized directly to the industrially important benzoic and phthalic acids. An addition of a tiny amount of ionic liquid and simultaneous cooling improves the efficiency of these oxidations. For other alkyl substituted aromatics, ketones are obtained in good yields.",

author = "Hao He and Bao-Jian Pei and Lee, {Albert W. M.}",

note = "This work was supported by Faculty Research Grants of Hong Kong Baptist University (FGR/03-04/II-36 and FRG/05-06/II-32) and a CERG Grant from the Hong Kong Research Grant Council (HKBU 201006). We thank Professor Tak-hang Chan of the Hong Kong Polytechnic University for the gift of ionic liquid samples.",

year = "2009",

month = nov,

doi = "10.1039/b916265h",

language = "English",

volume = "11",

pages = "1857--1861",

journal = "Green Chemistry",

issn = "1463-9262",

publisher = "Royal Society of Chemistry",

number = "11",

}

TY - JOUR

T1 - Metal free oxidation of alkyl substituted aromatics with aqueous tert-butyl hydroperoxide under microwave irradiation

AU - He, Hao

AU - Pei, Bao-Jian

AU - Lee, Albert W. M.

N1 - This work was supported by Faculty Research Grants of Hong Kong Baptist University (FGR/03-04/II-36 and FRG/05-06/II-32) and a CERG Grant from the Hong Kong Research Grant Council (HKBU 201006). We thank Professor Tak-hang Chan of the Hong Kong Polytechnic University for the gift of ionic liquid samples.

PY - 2009/11

Y1 - 2009/11

N2 - Oxidation of alkyl substituted aromatic compounds to ketones and carboxylic acids can be achieved by 70% aqueous TBHP (tert-butyl hydroperoxide) under microwave irradiation with no additional organic solvent, metal based reagent or catalyst. Methyl aromatics (toluenes and xylenes) can be oxidized directly to the industrially important benzoic and phthalic acids. An addition of a tiny amount of ionic liquid and simultaneous cooling improves the efficiency of these oxidations. For other alkyl substituted aromatics, ketones are obtained in good yields.

AB - Oxidation of alkyl substituted aromatic compounds to ketones and carboxylic acids can be achieved by 70% aqueous TBHP (tert-butyl hydroperoxide) under microwave irradiation with no additional organic solvent, metal based reagent or catalyst. Methyl aromatics (toluenes and xylenes) can be oxidized directly to the industrially important benzoic and phthalic acids. An addition of a tiny amount of ionic liquid and simultaneous cooling improves the efficiency of these oxidations. For other alkyl substituted aromatics, ketones are obtained in good yields.

UR - http://www.scopus.com/inward/record.url?scp=70449426437&partnerID=8YFLogxK

U2 - 10.1039/b916265h

DO - 10.1039/b916265h

M3 - Journal article

AN - SCOPUS:70449426437

SN - 1463-9262

VL - 11

SP - 1857

EP - 1861

JO - Green Chemistry

JF - Green Chemistry

IS - 11

ER -

Metal free oxidation of alkyl substituted aromatics with aqueous tert-butyl hydroperoxide under microwave irradiation

Abstract

Scopus Subject Areas

Access to Document

Other files and links

Fingerprint

Cite this