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Sigma-Aldrich

4-Hydrazinobenzoic acid

97%

Synonym(s):

(4-Carboxyphenyl)hydrazine, (p-Carboxyphenyl)hydrazine, 4-Hydrazinylbenzoic acid, p-Hydrazinobenzoic acid

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About This Item

Linear Formula:
H2NNHC6H4CO2H
CAS Number:
619-67-0
Molecular Weight:
152.15
Beilstein:
387378
EC Number:
210-609-5
MDL number:
MFCD00007581
UNSPSC Code:
12352100
PubChem Substance ID:
24854804
NACRES:
NA.22

Quality Level

200

Assay

97%

form

solid

mp

218 °C (dec.) (lit.)

SMILES string

NNc1ccc(cc1)C(O)=O

InChI

1S/C7H8N2O2/c8-9-6-3-1-5(2-4-6)7(10)11/h1-4,9H,8H2,(H,10,11)

InChI key

PCNFLKVWBDNNOW-UHFFFAOYSA-N

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Application

4-Hydrazinobenzoic acid was used in the synthesis of multi-substituted dihydropyrano[2,3-c]pyrazole derivatives.

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 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Lucas F de Lima et al.
Talanta, 187, 113-119 (2018-06-02)
Aldehydes are relevant analytes in a wide range of samples, in particular, food and beverages but also body fluids. Hydrazines can undergo nucleophilic addition with aldehydes or ketones giving origin to hydrazones (a group of stable imines) that can be
Lin Chen et al.
Materials science & engineering. C, Materials for biological applications, 104, 109939-109939 (2019-09-11)
Folic acid-conjugated magnetic ordered mesoporous carbon nanospheres (FA-MOMCNs) are developed as a targeting delivery vehicle of doxorubicin (DOX) in this work. Investigations on DOX loading mechanism show that the loading capacity of FA-MOMCNs is up to 577.12 mg g-1 by means of
Keyume Ablajan et al.
Molecular diversity, 17(4), 693-700 (2013-08-07)
A convenient and efficient synthesis of multi-substituted dihydropyrano[2,3-c]pyrazole derivatives is reported. The four-component reaction of 4-hydrazinobenzoic acid, β-keto esters, aromatic aldehydes, and malononitrile using 10 mol% CAN catalyst in water under ultrasound irradiation produced the target compounds in good-to-excellent yields.
K Walton et al.
Mutation research, 381(1), 131-139 (1997-12-24)
Agaritine (N2-[L-(+)-glutamyl]-4-(hydroxymethylphenyl)hydrazine), the principal hydrazine found in the edible mushroom Agaricus bisporus, as well as the N'-acetyl derivative of 4-(hydroxymethyl)phenylhydrazine and 4-(hydroxymethyl)benzene diazonium ion, as the tetraborate salt, considered as the putative proximate and ultimate carcinogens of agaritine, were all
X Wang et al.
Carbohydrate research, 332(2), 191-196 (2001-07-04)
p-Hydrazinobenzenesulfonic acid was explored as an ultraviolet labeling reagent for capillary electrophoresis of mono-, di- and trisaccharides. The labeling reaction that produces p-sulfophenylhydrazines took less than 8 min, and introduced both chromphore and charged groups into the carbohydrate molecules. The
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