WH Perkin, Patent AD 1856 No 1984: a review on authentic mauveine and related compounds

M. John Plater

doi:10.3184/174751915X14303016711715

WH Perkin, Patent AD 1856 No 1984: a review on authentic mauveine and related compounds

M. John Plater

Chemistry

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

7 Citations (Scopus)

8 Downloads (Pure)

Abstract

A failed attempt to make pseudo-mauveine from 10 g of aniline led the author into an on-going 6-year research programme. Drawing inspiration from the collective work of many others, recent results cast doubt on Perkin's stated method for making authentic mauveine. Uncovering an improved route into synthetic derivatives of mauveine, which contain a 3-[(N-alkyl)aryl] substituent, has led by chance to a removable and traceless 3-(N-alkyl) protecting group, which alters the composition of mauveine to closely match that of the museum-archived samples. The possibility that W.H. Perkin or others exploited this method to make mauveine is considered.

Original language	English
Pages (from-to)	251-259
Number of pages	9
Journal	Journal of Chemical Research
Volume	39
Issue number	5
Early online date	1 May 2015
DOIs	https://doi.org/10.3184/174751915X14303016711715
Publication status	Published - May 2015

Bibliographical note

Acknowledgements
Authentic mauveine and Schunk’s mauveine were kindly provided from the Beaufoy-Kirkpatrick Collection, Museum of Science and Industry, Manchester. The National Mass Spectrometry Service Centre provided mass spectra.

Keywords

coal-tar dye
mauve
mauveine
tert-butyl-p-toluidine
trimethylcarbinol

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WH Perkin, Patent AD 1856 No 1984
This is the author's accepted manuscript of a paper published in Journal of Chemical Research
Accepted author manuscript, 17.4 MB

Michael Plater
- School of Natural & Computing Sciences, Chemistry - Senior Lecturer
Person: Academic

Cite this

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title = "WH Perkin, Patent AD 1856 No 1984: a review on authentic mauveine and related compounds",

abstract = "A failed attempt to make pseudo-mauveine from 10 g of aniline led the author into an on-going 6-year research programme. Drawing inspiration from the collective work of many others, recent results cast doubt on Perkin's stated method for making authentic mauveine. Uncovering an improved route into synthetic derivatives of mauveine, which contain a 3-[(N-alkyl)aryl] substituent, has led by chance to a removable and traceless 3-(N-alkyl) protecting group, which alters the composition of mauveine to closely match that of the museum-archived samples. The possibility that W.H. Perkin or others exploited this method to make mauveine is considered.",

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AB - A failed attempt to make pseudo-mauveine from 10 g of aniline led the author into an on-going 6-year research programme. Drawing inspiration from the collective work of many others, recent results cast doubt on Perkin's stated method for making authentic mauveine. Uncovering an improved route into synthetic derivatives of mauveine, which contain a 3-[(N-alkyl)aryl] substituent, has led by chance to a removable and traceless 3-(N-alkyl) protecting group, which alters the composition of mauveine to closely match that of the museum-archived samples. The possibility that W.H. Perkin or others exploited this method to make mauveine is considered.

KW - coal-tar dye

KW - mauve

KW - mauveine

KW - tert-butyl-p-toluidine

KW - trimethylcarbinol

U2 - 10.3184/174751915X14303016711715

DO - 10.3184/174751915X14303016711715

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JO - Journal of Chemical Research

JF - Journal of Chemical Research

IS - 5

ER -

WH Perkin, Patent AD 1856 No 1984: a review on authentic mauveine and related compounds

Abstract

Bibliographical note

Keywords

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