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Merck
CN

72910

4-Nitrobenzoic acid

purum, ≥98.0% (HPLC)

Synonym(s):

p-Nitrobenzoic acid

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About This Item

Linear Formula:
O2NC6H4CO2H
CAS Number:
62-23-7
Molecular Weight:
167.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
329764455
EC Number:
200-526-2
Beilstein/REAXYS Number:
973593
MDL number:
MFCD00007352

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Product Name

4-Nitrobenzoic acid, purum, ≥98.0% (HPLC)

InChI key

OTLNPYWUJOZPPA-UHFFFAOYSA-N

InChI

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

SMILES string

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

grade

purum

assay

≥98.0% (HPLC)

form

crystals

mp

237-240 °C (lit.)
239-242 °C

functional group

carboxylic acid
nitro

Quality Level

200

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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
GHS08,GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

13 - Non Combustible Solids

wgk

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN7453
BCCN3383
BCCN1899
BCCL6069
BCCM2289

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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)
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)
J A Gómez-Vidal et al.
Organic letters, 3(16), 2477-2479 (2001-08-03)
[reaction: see text] A mild and selective cleavage of p-nitrobenzoic esters by sodium azide in methanol is reported. This new methodology is mild enough for use with acid- or base-sensitive compounds. No elimination byproducts are formed. Fmoc- and trifluoroacetyl-amino protecting
Jing He et al.
Journal of the American Chemical Society, 126(12), 3694-3695 (2004-03-25)
The antibiotic aureothin is a rare natural nitroaromatic compound produced by Streptomyces thioluteus. By labeling experiments, we demonstrate for the first time that p-nitrobenzoate (PNBA) serves as a polyketide synthase starter unit. Cloning, heterologous expression, and inactivation experiments reveal that
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