D198501
2,4-Dinitrophenol
moistened with water, ≥98.0%
동의어(들):
α-Dinitrophenol, 2,4-DNP, DNP
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제품정보 (DICE 배송 시 비용 별도)
Linear Formula:
(O2N)2C6H3OH
CAS 번호:
Molecular Weight:
184.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1246142
Assay:
≥98.0%
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
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
저장 등급
4.1B - Flammable solid hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
문서
Cellular oxidative stress is countered by enzymatic scavengers and antioxidant modulators against reactive oxygen species damage.
Hafnium inspired activation of highly hindered anhydrides in the acylation of alcohols and polyols.
Mensah E, et al.
Tetrahedron Letters, 59(12), 1094-1098 (2018)
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)
Synthesis and stereochemical assignment of geraniol-and nerol-derived Cygerol enantiomers.
Sukhanova A A, et al.
Tetrahedron Asymmetry, 28(12), 1834-1841 (2017)