Skip to Content
Merck
All Photos(1)

Documents

209562

Sigma-Aldrich

2,4-Dinitrophenylacetic acid

95%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(O2N)2C6H3CH2CO2H
CAS Number:
643-43-6
Molecular Weight:
226.14
Beilstein:
1990798
EC Number:
211-398-2
MDL number:
MFCD00007227
UNSPSC Code:
12352100
PubChem Substance ID:
24852576
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

Looking for similar products? Visit Product Comparison Guide

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).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

The coupling of diazonium salts with aliphatic carbon atoms.
Parmerter SM.
Org. React. (1959)
Synthesis of a parabactin photoaffinity label.
Bergeron RJ, et al.
The Journal of Organic Chemistry, 52(1), 144-149 (1987)
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)
M N Camien et al.
Analytical biochemistry, 138(2), 329-334 (1984-05-01)
A method employing high-speed infrasonic mixing for obtaining timed samples for following the progress of a moderately rapid chemical reaction is described. Drops of 10 to 50 microliter each of two reagents are mixed to initiate the reaction, followed, after
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service