1,2-naphthoquinone
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | 1,2-naphthoquinone | |||||||||||||||
other names |
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Molecular formula | C 10 H 6 O 2 | |||||||||||||||
Brief description |
golden yellow to brown odorless solid |
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properties | ||||||||||||||||
Molar mass | 158.16 g mol −1 | |||||||||||||||
Physical state |
firmly |
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density |
1.45 g cm −3 |
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Melting point |
145–147 ° C (decomposition) |
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solubility |
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safety instructions | ||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
1,2-Naphthoquinone is a chemical compound from the quinone group . It is one of the isomeric naphthoquinones to which z. B. also include 1,4-naphthoquinone and 2,6-naphthoquinone .
Occurrence
1,2-naphthoquinone is a component of tobacco smoke .
Extraction and presentation
1,2-naphthoquinone can be prepared by oxidation of 1-amino-2-naphthol with iron (III) chloride are obtained.
Another production process is a multistage reaction starting from the diazotization of sulfanilic acid .
properties
1,2-Naphthoquinone is a flammable, hardly flammable, golden yellow to brown, odorless solid that is practically insoluble in water. It decomposes when heated above 145–147 ° C. The compound is an important metabolite of naphthalene and was found in diesel soot.
use
1,2-Naphthoquinone is used as an intermediate in the manufacture of dyes.
Individual evidence
- ↑ a b c d e f g h Entry on 1,2-naphthoquinone in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
- ↑ a b c d RÖMPP Lexikon Chemie, 10th edition, 1996-1999 Volume 4: M - Pk . Georg Thieme Verlag, 2014, ISBN 3-13-200031-0 , p. 1992 ( limited preview in Google Book Search).
- ↑ Alan Rodgman, Thomas A. Perfetti: The Chemical Components of Tobacco and Tobacco Smoke, Second Edition . CRC Press, 2016, ISBN 978-1-4665-1552-9 , pp. 637 ( limited preview in Google Book search).
- ↑ WLF Armarego: Purification of Laboratory Chemicals . Butterworth-Heinemann, 2017, ISBN 978-0-12-805456-7 , pp. 1144 ( limited preview in Google Book search).
- ^ VK Ahluwalia: Intermediates for Organic Synthesis . IK International Pvt Ltd, 2010, ISBN 978-81-88237-33-3 ( limited preview in Google Book Search).
- ↑ Data sheet 1,2-naphthoquinone, 97% from Sigma-Aldrich , accessed on September 26, 2017 ( PDF ).