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72910

Sigma-Aldrich

4-Nitrobenzoic acid

purum, ≥98.0% (HPLC)

Synonym(s):

p-Nitrobenzoic acid

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About This Item

Linear Formula:
O2NC6H4CO2H
CAS Number:
Molecular Weight:
167.12
Beilstein:
973593
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

Assay

≥98.0% (HPLC)

form

crystals

mp

237-240 °C (lit.)
239-242 °C

functional group

carboxylic acid
nitro

SMILES string

OC(=O)c1ccc(cc1)[N+]([O-])=O

InChI

1S/C7H5NO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4H,(H,9,10)

InChI key

OTLNPYWUJOZPPA-UHFFFAOYSA-N

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Application

4-Nitrobenzoic acid can be used:
  • As a co-catalyst with thioxotetrahydropyrimidinone for the α-alkylation of ketones.
  • For the synthesis of mononuclear zinc carboxylate complexes by reacting with zinc sulfate heptahydrate and NaOH.
  • As an additive in the room temperature catalytic Wittig reaction.

Pictograms

Health hazardExclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Muta. 2 - Repr. 2 - Skin Irrit. 2

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis and characterization of zinc benzoate complexes through combined solid and solution phase reactions.
Karmakar A and Baruah JB
Polyhedron, 27(17), 3409-3416 (2008)
Breaking the ring through a room temperature catalytic Wittig reaction.
O'Brien CJ, et al.
Chemistry?A European Journal , 19(19), 5854-5858 (2013)
Enantioselective Organocatalytic ?-Alkylation of Ketones by SN1-Type Reaction of Alcohols.
Trifonidou M and Kokotos CG
European Journal of Organic Chemistry, 2012(8), 1563-1568 (2012)
M A Hughes et al.
Journal of bacteriology, 183(4), 1225-1232 (2001-02-07)
Pseudomonas putida strain TW3 is able to metabolize 4-nitrotoluene via 4-nitrobenzoate (4NBen) and 3, 4-dihydroxybenzoic acid (protocatechuate [PCA]) to central metabolites. We have cloned, sequenced, and characterized a 6-kbp fragment of TW3 DNA which contains five genes, two of which
C L Leverette et al.
Applied spectroscopy, 60(8), 906-913 (2006-08-24)
Preferentially aligned silver nanorod arrays prepared by oblique angle vapor deposition were evaluated as substrates for surface-enhanced infrared absorption (SEIRA) spectroscopy. These nanorod arrays have an irregular surface lattice and are composed of tilted, cylindrically shaped nanorods that have an

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