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4-Methyl-5-nitrocatechol (CAS 68906-21-8)

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Alternate Names:
5-Nitro-4-homopyrocatechol; 4-Methyl-5-nitro-1,2-benzenediol; MNC
Application:
4-Methyl-5-nitrocatechol is on the metabolic pathway for 2,4-Dinitotoluene degradation
CAS Number:
68906-21-8
Molecular Weight:
169.13
Molecular Formula:
C7H7NO4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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4-Methyl-5-nitrocatechol is a chemical compound used as an analytical reagent in various research applications, particularly in the field of environmental chemistry where it is used to study the degradation pathways of nitroaromatic compounds. It serves as a model substance for understanding the transformation products and mechanisms involved in the environmental breakdown of industrial pollutants that contain nitro and catechol moieties. In biochemistry research, 4-Methyl-5-nitrocatechol is applied to investigate the enzymatic activities of certain bacteria capable of nitro compound reduction, which is essential for bioremediation studies. Additionally, this compound is used in organic synthesis to provide insights into substitution reactions where the nitro group can play a role as an electron-withdrawing substituent, influencing the reactivity of the compound. Its presence in various matrices is often quantified by chromatographic techniques, which are vital for environmental monitoring and assessment.


4-Methyl-5-nitrocatechol (CAS 68906-21-8) References

  1. Aerobic degradation of dinitrotoluenes and pathway for bacterial degradation of 2,6-dinitrotoluene.  |  Nishino, SF., et al. 2000. Appl Environ Microbiol. 66: 2139-47. PMID: 10788393
  2. Oxidative conversion of 6-nitrocatecholamines to nitrosating products: a possible contributory factor in nitric oxide and catecholamine neurotoxicity associated with oxidative stress and acidosis.  |  Palumbo, A., et al. 2001. Chem Res Toxicol. 14: 1296-305. PMID: 11559046
  3. Microbial consortia that degrade 2,4-DNT by interspecies metabolism: isolation and characterisation.  |  Snellinx, Z., et al. 2003. Biodegradation. 14: 19-29. PMID: 12801097
  4. TNT and nitroaromatic compounds are chemoattractants for Burkholderia cepacia R34 and Burkholderia sp. strain DNT.  |  Leungsakul, T., et al. 2005. Appl Microbiol Biotechnol. 69: 321-5. PMID: 15856226
  5. Saturation mutagenesis of 2,4-DNT dioxygenase of Burkholderia sp. strain DNT for enhanced dinitrotoluene degradation.  |  Leungsakul, T., et al. 2005. Biotechnol Bioeng. 92: 416-26. PMID: 16028295
  6. Protein engineering of the 4-methyl-5-nitrocatechol monooxygenase from Burkholderia sp. strain DNT for enhanced degradation of nitroaromatics.  |  Leungsakul, T., et al. 2006. Appl Environ Microbiol. 72: 3933-9. PMID: 16751499
  7. Biodegradation of 2,4-dinitrotoluene by a Pseudomonas sp.  |  Spanggord, RJ., et al. 1991. Appl Environ Microbiol. 57: 3200-5. PMID: 1781682
  8. Enzymatic biosensor for the electrochemical detection of 2,4-dinitrotoluene biodegradation derivatives.  |  Rodríguez, MC., et al. 2006. Talanta. 68: 1671-6. PMID: 18970513
  9. Methyl-nitrocatechols: atmospheric tracer compounds for biomass burning secondary organic aerosols.  |  Iinuma, Y., et al. 2010. Environ Sci Technol. 44: 8453-9. PMID: 20964362
  10. Gas-phase IR cross-sections and single crystal structures data for atmospheric relevant nitrocatechols.  |  Roman, C., et al. 2022. Spectrochim Acta A Mol Biomol Spectrosc. 265: 120379. PMID: 34571377
  11. Variations of Personal Exposure to Particulate Nitrated Phenols from Heating Energy Renovation in China: The First Assessment on Associated Toxicological Impacts with Particle Size Distributions.  |  Feng, R., et al. 2022. Environ Sci Technol. 56: 3974-3983. PMID: 35195986
  12. Biodegradation of 4-methyl-5-nitrocatechol by Pseudomonas sp. strain DNT.  |  Haigler, BE., et al. 1994. J Bacteriol. 176: 3433-7. PMID: 8195105
  13. 2,4-Dinitrotoluene dioxygenase from Burkholderia sp. strain DNT: similarity to naphthalene dioxygenase.  |  Suen, WC., et al. 1996. J Bacteriol. 178: 4926-34. PMID: 8759857
  14. Purification and sequence analysis of 4-methyl-5-nitrocatechol oxygenase from Burkholderia sp. strain DNT.  |  Haigler, BE., et al. 1996. J Bacteriol. 178: 6019-24. PMID: 8830701

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4-Methyl-5-nitrocatechol, 500 mg

sc-210114B
500 mg
$275.00

4-Methyl-5-nitrocatechol, 1 g

sc-210114
1 g
$359.00

4-Methyl-5-nitrocatechol, 2 g

sc-210114A
2 g
$645.00

4-Methyl-5-nitrocatechol, 5 g

sc-210114C
5 g
$1503.00

4-Methyl-5-nitrocatechol, 10 g

sc-210114D
10 g
$2502.00