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About This Item
Linear Formula:
(O2N)2C6H3CH2CO2H
CAS Number:
Molecular Weight:
226.14
Beilstein:
1990798
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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
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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).
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Synthesis of a parabactin photoaffinity label.
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Phosphonoacetaldehyde hydrolase (phosphonatase) from Bacillus cereus catalyzes hydrolytic P-C bond cleavage of phosphonoacetaldehyde (Pald) via a Schiff base intermediate formed with Lys53. A single turnover requires binding of Pald to the active site of the core domain, closure of the
The coupling of diazonium salts with aliphatic carbon atoms.
Parmerter SM.
Org. React. (1959)
A G Lowe et al.
Analytical biochemistry, 144(2), 385-389 (1985-02-01)
A quenched-flow apparatus is described and applied to measurements of the hydrolysis of 2,4-dinitrophenyl acetate by sodium hydroxide and the entry of D-[U-14C]glucose into human red blood cells at 37 degrees C. Glucose influx into red cells was a saturable
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