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Merck

D198501

Sigma-Aldrich

2,4-Dinitrophenol

moistened with water, ≥98.0%

Sinónimos:

α-Dinitrophenol, 2,4-DNP, DNP

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About This Item

Fórmula lineal:
(O2N)2C6H3OH
Número de CAS:
Peso molecular:
184.11
Beilstein/REAXYS Number:
1246142
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

6.35 (vs air)

Quality Level

assay

≥98.0%

contains

≥15% water

mp

108-112 °C (lit.)

SMILES string

Oc1ccc(cc1[N+]([O-])=O)[N+]([O-])=O

InChI

1S/C6H4N2O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H

InChI key

UFBJCMHMOXMLKC-UHFFFAOYSA-N

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Application

2,4-Dinitrophenol (DNP) can be used:
  • As a reactant for catalytic reduction reactions.
  • To activate carboxylic acids by converting them into dinitrophenyl (DNP) esters.
  • To prepare the corresponding ester via acylation reaction using isobutyric anhydride catalyzed by hafnium triflate.
  • As an effective cocatalyst to accelerate the activity and enantioselectivity of primary amine organocatalyst derived from natural primary amino acids for direct asymmetric aldol reaction.
  • As an alternative activator to tetrazoles in the reaction of phosphoroamidites with nucleosides.

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Aquatic Acute 1 - Desen. Expl. 4 - STOT RE 1

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Visite la Librería de documentos

Photo-Enhanced Selective Reduction of Nitroarenes Over Pt/ZnO Catalyst.
Van T D, et al.
Catalysis Letters, 147(9), 2440-2447 (2017)
Synthesis and stereochemical assignment of geraniol-and nerol-derived Cygerol enantiomers.
Sukhanova A A, et al.
Tetrahedron Asymmetry, 28(12), 1834-1841 (2017)
Chemical-hydrothermal synthesis of oval-shaped graphene/ZnO quantum hybrids and their photocatalytic performances.
Van T D, et al.
Catalysis Communications, 101, 102-106 (2017)
2, 4-Dinitrophenol as an effective cocatalyst: greatly improving the activities and enantioselectivities of primary amine organocatalysts for asymmetric aldol reactions.
Da C S, et al.
The Journal of Organic Chemistry, 74(6), 2541-2546 (2009)
2, 4-Dinitrophenol: a novel activating reagent in nucleotide synthesis via the phosphoramidite route. Design of new effective phosphitylating reagents.
Dabkowski W, et al.
Tetrahedron Letters, 41(39), 7535-7539 (2000)

Artículos

Oxidative stress is mediated, in part, by reactive oxygen species produced by multiple cellular processes and controlled by cellular antioxidant mechanisms such as enzymatic scavengers or antioxidant modulators. Free radicals, such as reactive oxygen species, cause cellular damage via cellular.

Separation of 2-Chlorophenol; 2,4-Dichlorophenol; 2,4,6-Tribromophenol; 2,4,6-Trichlorophenol; 2,4-Dinitrophenol; Pentafluorophenol; 2-Methylphenol, analytical standard; 2,3,4,6-Tetrachlorophenol; Pentachlorophenol; 4-Nitrophenol; 2-Bromophenol; 2,3,5,6-Tetrachlorophenol; 2,3,5-Trichlorophenol; 4-Chloro-3-methylphenol; 2,4,5-Trichlorophenol; 4-Methylphenol, analytical standard; 2,4-Dimethylphenol; 2-Nitrophenol; 3-Methylphenol, analytical standard; Phenol; 2-Methyl-4,6-dinitrophenol; 2,3,4-Trichlorophenol; 2,6-Dichlorophenol; 2,3,4,5-Tetrachlorophenol

Protocolos

HPLC Analysis of Phenols on SUPELCOSIL™ LC-8

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