Thermal rearrangement of N-substituted pyrazoles to 4,4-dipyrazolylmethane and 1,1,2-(4,4,4"-tripyrazolyl)ethane

Nial J. Wheate; John A. Broomhead; J. Grant Collins; Anthony I. Day

doi:10.1071/CH00151

Thermal rearrangement of N-substituted pyrazoles to 4,4-dipyrazolylmethane and 1,1,2-(4,4,4"-tripyrazolyl)ethane

Nial J. Wheate, John A. Broomhead, J. Grant Collins, Anthony I. Day

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

16 Citations (Scopus)

Abstract

A mechanistic explanation is given for the thermal rearrangement of 1,1′-dipyrazolylmethane to 4,4′-dipyrazolylmethane (dpzm). This mechanism can, in part, be used to explain the formation of 1,1,2-(4,4′,4″-tripyrazolyl) ethane (tpze) from pyrazole and trichloroethanol. An improved synthesis for dpzm and the synthesis of tpze, a new pyrazole derivative, is presented.

Original language	English
Pages (from-to)	141-144
Number of pages	4
Journal	Australian Journal of Chemistry
Volume	54
Issue number	2
DOIs	https://doi.org/10.1071/CH00151
Publication status	Published - 2001
Externally published	Yes

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10.1071/CH00151

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abstract = "A mechanistic explanation is given for the thermal rearrangement of 1,1′-dipyrazolylmethane to 4,4′-dipyrazolylmethane (dpzm). This mechanism can, in part, be used to explain the formation of 1,1,2-(4,4′,4″-tripyrazolyl) ethane (tpze) from pyrazole and trichloroethanol. An improved synthesis for dpzm and the synthesis of tpze, a new pyrazole derivative, is presented.",

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AU - Wheate, Nial J.

AU - Broomhead, John A.

AU - Collins, J. Grant

AU - Day, Anthony I.

PY - 2001

Y1 - 2001

N2 - A mechanistic explanation is given for the thermal rearrangement of 1,1′-dipyrazolylmethane to 4,4′-dipyrazolylmethane (dpzm). This mechanism can, in part, be used to explain the formation of 1,1,2-(4,4′,4″-tripyrazolyl) ethane (tpze) from pyrazole and trichloroethanol. An improved synthesis for dpzm and the synthesis of tpze, a new pyrazole derivative, is presented.

AB - A mechanistic explanation is given for the thermal rearrangement of 1,1′-dipyrazolylmethane to 4,4′-dipyrazolylmethane (dpzm). This mechanism can, in part, be used to explain the formation of 1,1,2-(4,4′,4″-tripyrazolyl) ethane (tpze) from pyrazole and trichloroethanol. An improved synthesis for dpzm and the synthesis of tpze, a new pyrazole derivative, is presented.

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Thermal rearrangement of N-substituted pyrazoles to 4,4-dipyrazolylmethane and 1,1,2-(4,4,4"-tripyrazolyl)ethane

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