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D198501

Sigma-Aldrich

2,4-Dinitrophenol

moistened with water, ≥98.0%

Sinônimo(s):

α-Dinitrophenol, 2,4-DNP, DNP

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About This Item

Fórmula linear:
(O2N)2C6H3OH
Número CAS:
51-28-5
Peso molecular:
184.11
Beilstein:
1246142
Número MDL:
MFCD00007115
Código UNSPSC:
12352100
ID de substância PubChem:
24893583
NACRES:
NA.22

densidade de vapor

6.35 (vs air)

Ensaio

≥98.0%

contém

≥15% water

pf

108-112 °C (lit.)

cadeia de caracteres SMILES

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

chave InChI

UFBJCMHMOXMLKC-UHFFFAOYSA-N

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Aplicação

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.

Palavra indicadora

Danger

Classificações de perigo

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

Código de classe de armazenamento

4.1B - Flammable solid hazardous materials

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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Certificados de análise (COA)

Lot/Batch Number
STBK5145
STBK2447
STBJ7062
STBJ5751
STBJ2598

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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)
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