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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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The coupling of diazonium salts with aliphatic carbon atoms.
Parmerter SM.
Org. React. (1959)
Guofeng Zhang et al.
Biochemistry, 41(45), 13370-13377 (2002-11-06)
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
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)
J Langowski et al.
Analytical biochemistry, 142(1), 91-97 (1984-10-01)
The construction and operation of a microprocessor-controlled quenched-flow machine are described. Two sets of syringes are moved by high-torque stepping motors to achieve any desired mixing scheme. The dead time of the instrument is pulsed quench-flow operation is of the
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