Nitrodihydroxybenzenes

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The nitrodihydroxybenzenes form a group of aromatic compounds that are derived from phenol or dihydroxybenzenes as well as from nitrobenzene . The structure consists of a benzene ring with two attached hydroxyl groups  (-OH) and a nitro group  (-NO 2 ) as substituents . Their different arrangement results in six constitutional isomers with the empirical formula C 6 H 5 NO 4 .

Uniform naming is difficult because the dihydroxybenzenes do not form a common common name. They can therefore be understood as derivatives of catechol (2 isomers), resorcinol (3 isomers) and hydroquinone (1 isomer). Conversely, they can be viewed as dihydroxy derivatives of nitrobenzene. They are usually referred to as nitro derivatives, i.e. nitrodihydroxybenzenes .

Nitrodihydroxybenzenes
Surname 3-nitrocatechol ,
1,2-dihydroxy-
3-nitrobenzene
4-nitrocatechol ,
1,2-dihydroxy-
4-nitrobenzene
2-nitroresorcinol ,
1,3-dihydroxy-
2-nitrobenzene
4-nitroresorcinol ,
1,3-dihydroxy-
4-nitrobenzene
5-nitroresorcinol ,
1,3-dihydroxy-
5-nitrobenzene
Nitrohydroquinone ,
1,4-dihydroxy-
2-nitrobenzene
Structural formula Structural formula of 3-nitrocatechol Structural formula of 4-nitrocatechol Structural formula of 2-nitroresorcinol Structural formula of 4-nitroresorcinol Structural formula of 5-nitroresorcinol Structural formula of nitrohydroquinone
CAS number 6665-98-1 3316-09-4 601-89-8 3163-07-3 16090-33-8
PubChem 4675622 1751 11760 76623 4313918
Molecular formula C 6 H 5 NO 4
Molar mass 155.11 g mol −1
Physical state firmly
Melting point 173-177 ° C 81-83 ° C
GHS
labeling
no GHS pictograms
no GHS pictograms
07 - Warning
Caution
no GHS pictograms
no GHS pictograms
no GHS pictograms
H and P phrases no H-phrases no H-phrases 302 + 312 + 332-315-319-335 no H-phrases no H-phrases no H-phrases
no EUH phrases no EUH phrases no EUH phrases no EUH phrases no EUH phrases no EUH phrases
no P-phrases no P-phrases 261-280-305 + 351 + 338 no P-phrases no P-phrases no P-phrases

Individual evidence

  1. Karl Elbs: Ueber Nitrohydroquinone , in: J. Prakt. Chem. , 1893 , 48 , pp. 179-185, doi : 10.1002 / prac.18930480123 .
  2. a b Data sheet 4-Nitrocatechol from Sigma-Aldrich , accessed on March 18, 2011 ( PDF ).
  3. a b data sheet 2-nitroresorcinol from Sigma-Aldrich , accessed on March 20, 2011 ( PDF ).

Web links

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