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D198501

Sigma-Aldrich

2,4-Dinitrophenol

moistened with water, ≥98.0%

Sinonimo/i:

α-Dinitrophenol, 2,4-DNP, DNP

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About This Item

Formula condensata:
(O2N)2C6H3OH
Numero CAS:
51-28-5
Peso molecolare:
184.11
Beilstein:
1246142
Numero MDL:
MFCD00007115
Codice UNSPSC:
12352100
ID PubChem:
24893583
NACRES:
NA.22

Densità del vapore

6.35 (vs air)

Livello qualitativo

200

Saggio

≥98.0%

contiene

≥15% water

Punto di fusione

108-112 °C (lit.)

Stringa SMILE

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
UFBJCMHMOXMLKC-UHFFFAOYSA-N

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Applicazioni

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.

Avvertenze

Danger

Indicazioni di pericolo

H208,H300,H311 + H331,H372,H400

Classi di pericolo

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

Codice della classe di stoccaggio

4.1B - Flammable solid hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
STBK5145
STBK2447
STBJ7062
STBJ5751
STBJ2598

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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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