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:
Molecular Weight:
167.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-526-2
Beilstein/REAXYS Number:
973593
MDL number:
Assay:
≥98.0% (HPLC)
Form:
crystals
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
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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.
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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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)
Breaking the ring through a room temperature catalytic Wittig reaction.
O'Brien CJ, et al.
Chemistry?A European Journal , 19(19), 5854-5858 (2013)
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)
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
Catarina M Quinzii et al.
PloS one, 7(2), e30606-e30606 (2012-02-24)
Coenzyme Q(10) (CoQ(10)) is a potent lipophilic antioxidant in cell membranes and a carrier of electrons in the mitochondrial respiratory chain. We previously characterized the effects of varying severities of CoQ(10) deficiency on ROS production and mitochondrial bioenergetics in cells
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