209562
2,4-Dinitrophenylacetic acid
95%
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About This Item
Linear Formula:
(O2N)2C6H3CH2CO2H
CAS Number:
Molecular Weight:
226.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
211-398-2
Beilstein/REAXYS Number:
1990798
MDL number:
assay
95%
mp
169-175 °C (lit.)
SMILES string
OC(=O)Cc1ccc(cc1[N+]([O-])=O)[N+]([O-])=O
InChI
1S/C8H6N2O6/c11-8(12)3-5-1-2-6(9(13)14)4-7(5)10(15)16/h1-2,4H,3H2,(H,11,12)
InChI key
KCNISYPADDTFDO-UHFFFAOYSA-N
General description
Coupling of 2,4-dinitrophenylacetic acid with diazonium salts has been reported.
Application
2,4-Dinitrophenylacetic acid was used in the preparation of 2-hydroxy-4-nitrohenzonitrile, required for the synthesis of parabactin azide (catecholamide siderophore photoaffinity label).
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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The coupling of diazonium salts with aliphatic carbon atoms.
Parmerter SM.
Org. React. (1959)
A simple rapid mixing device.
J F Eccleston et al.
Analytical biochemistry, 106(1), 73-77 (1980-07-15)
Synthesis of a parabactin photoaffinity label.
Bergeron RJ, et al.
The Journal of Organic Chemistry, 52(1), 144-149 (1987)