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Merck

D198501

2,4-Dinitrophenol

moistened with water, ≥98.0%

Synonym(s):

α-Dinitrophenol, 2,4-DNP, DNP

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About This Item

Linear Formula:
(O2N)2C6H3OH
CAS Number:
Molecular Weight:
184.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1246142
Assay:
≥98.0%
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vapor density

6.35 (vs air)

Quality Segment

assay

≥98.0%

contains

≥15% water

mp

108-112 °C (lit.)

functional group

nitro

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

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.



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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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