D198501

2,4-Dinitrophenol

moistened with water, ≥98.0%

• Synonym(s): α-Dinitrophenol, 2,4-DNP, DNP
• Linear Formula: (O₂N)₂C₆H₃OH
• CAS Number: 51-28-5
• Molecular Weight: 184.11
• Beilstein/REAXYS Number: 1246142
• MDL number: MFCD00007115
• UNSPSC Code: 12352100
• PubChem Substance ID: 24893583
• NACRES: NA.22

Properties

• vapor density: 6.35 (vs air)
• 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

Description

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.

Safety Information

• pictograms: GHS02,GHS06,GHS08,GHS09
• signalword: Danger
• hcodes: H208,H300,H311 + H331,H372,H400
• pcodes: P210 - P212 - P230 - P233 - P280 - P301 + P310 - P371 + P380 + P375 - P501
• 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