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461091

Sigma-Aldrich

4-Nitrobenzoic acid

98%

Synonym(s):

p-Nitrobenzoic acid

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250 G
$33.67
1 KG
$76.40

About This Item

Linear Formula:
O2NC6H4CO2H
CAS Number:
62-23-7
Molecular Weight:
167.12
Beilstein/REAXYS Number:
973593
EC Number:
200-526-2
MDL number:
MFCD00007352
UNSPSC Code:
12352100
PubChem Substance ID:
24869806
NACRES:
NA.22

$33.67

List Price$37.00Save 9%
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Available to ship onMay 01, 2025Details

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assay

98%

form

solid

mp

237-240 °C (lit.)

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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General description

4-Nitrobenzoic acid (p-nitrobenzoic acid) is a carboxylic acid derivative. It participates in the biosynthesis of the antibiotic aureothin.[1] Infrared Fourier transform spectroscopic studies suggest that the molecules of 4-nitrobenzoic acid gets adsorbed on the surfaces of fine silver powder as carboxylate.[2]

Application

4-Nitrobenzoic acid may be used in the preparation of compounds (I and III) trans-M2(T(i)PB)2L2, where T(i)PB = 2,4,6-triisopropylbenzoate:
  • compound I (L = 4-nitrobenzoate and M = Mo)[3]
  • compound III (L = 4-nitrobenzoate and M2 = MoW)[3]

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

11 - Combustible Solids

wgk_germany

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000306684
0000306684
BCCK3693
BCCJ9232
BCCL6069

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Emmanuel Chanco et al.
Bioorganic & medicinal chemistry, 22(20), 5569-5577 (2014-06-30)
AurF catalyzes the N-oxidation of p-aminobenzoic acid to p-nitrobenzoic acid in the biosynthesis of the antibiotic aureothin. Here we report the characterization of AurF under optimized conditions to explore its potential use in biocatalysis. The pH optimum of the enzyme
Diffuse reflectance infrared spectra of 4-nitrobenzoic acid and 4-cyanobenzoic acid self-assembled on fine silver particles.
Soo H, et al.
Applied Spectroscopy, 52(8) (1998)
Brian G Alberding et al.
Dalton transactions (Cambridge, England : 2003), 43(29), 11397-11403 (2014-06-17)
From the reactions between Mo2(T(i)PB)4, where T(i)PB = 2,4,6-triisopropylbenzoate and two equivalents of the carboxylic acid LH (LH = 4-nitrobenzoic acid and 4'-nitro[1,1'-biphenyl]-4-carboxylic acid) the compounds trans-M2(T(i)PB)2L2 have been prepared: I (L = 4-nitrobenzoate and M = Mo), II (L
C M Peres et al.
Applied microbiology and biotechnology, 52(3), 440-445 (1999-12-28)
Although isolated on 4-aminobenzoate, Burkholderia cepacia strain PB4 is also able to grow on 4-nitrobenzoate. Degradation of an equimolar mixture of the nitroaromatic compound 4-nitrobenzoate and its corresponding aminoaromatic derivative 4-aminobenzoate by this strain was investigated. Batch experiments showed that
S Heinisch et al.
Journal of chromatography. A, 1048(2), 183-193 (2004-10-16)
Optimizing separation of ionizable compounds in order to find robust conditions has become an important part of method development in liquid chromatography. This work is an attempt to explain the observed variations of retention of acid and basic compounds with
View All Related Papers

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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