3,4-dinitrocatechol

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Structural formula
Structural formula of 3,4-dinitrocatechol
General
Surname 3,4-dinitrocatechol
other names
  • 3,4-dinitro-1,2-dihydroxybenzene
  • 3,4-dinitro-1,2-benzenediol
Molecular formula C 6 H 4 N 2 O 6
External identifiers / databases
CAS number 20184-66-1
PubChem 5493211
ChemSpider 4591348
Wikidata Q222995
properties
Molar mass 200.11 g · mol -1
Physical state

firmly

Melting point
  • 82 ° C (dihydrate)
  • 147–148 ° C (anhydrate)
pK s value
  • pK s 1 = 4.02
  • pK s 2 = 8.24
solubility

soluble in ethanol and acetone

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

3,4-Dinitrocatechol is a chemical compound that belongs to both the phenol group and the aromatic nitro group. 3,4-dinitrocatechol crystallizes as a dihydrate.

presentation

3,4-Dinitrocatechol can be made from catechol by reacting with sodium nitrite and sulfuric acid.

Manufacture of 3,4-dinitrocatechol

Derivatives

The methylation of 3,4-dinitropyrocatechol leads to different ethers, the melting points of which are listed in the table below. Complete methylation of 3,4-dinitrocatechol with dimethyl sulfate

Methyl ether of 3,4-dinitrocatechol
Structural formula 5,6-dinitroguaiacol 3,4-dinitroguaiacol 3,4-dinitroveratrol
Common name 5,6-dinitroguaiacol 3,4-dinitroguaiacol 3,4-dinitroveratrol
CAS number 71089-33-3
molar mass 214.1 214.1 228.1
Melting point 205-208 ° C
(dec.)
109.5-110 ° C 90.5 ° C

use

3,4-Dinitrocatechol is used in the photometric determination of vanadium .

Individual evidence

  1. a b c d e f g J. Buckingham: Dictionary of organic compounds , Volume 9, p. 2767. ( limited preview in the Google book search)
  2. a b c d D. H. Rosenblatt, J. Epstein, M. Levitch: Some Nuclearly Substituted Catechols and their Acid Dissociation Constants , in: J. Am. Chem. Soc. , 1953 , 75  (13), pp. 3277-3278; doi : 10.1021 / ja01109a511 .
  3. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.