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412260

Sigma-Aldrich

Benzhydroxamic acid

99%

Synonym(s):

N-Hydroxybenzamide

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About This Item

Linear Formula:
C6H5CONHOH
CAS Number:
495-18-1
Molecular Weight:
137.14
Beilstein:
1907585
EC Number:
207-797-6
MDL number:
MFCD00002109
UNSPSC Code:
12352100
PubChem Substance ID:
24865799
NACRES:
NA.22

Assay

99%

mp

126-130 °C (lit.)

solubility

1 M NaOH: soluble 50 mg/mL, clear, colorless

storage temp.

2-8°C

SMILES string

ONC(=O)c1ccccc1

InChI

1S/C7H7NO2/c9-7(8-10)6-4-2-1-3-5-6/h1-5,10H,(H,8,9)

InChI key

VDEUYMSGMPQMIK-UHFFFAOYSA-N

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General description

Benzhydroxamic acid (BHA) reacts with BiPh3 or Bi(O(t)Bu)3 to afford novel mono- and di-anionic hydroxamato complexes, having anti-bacterial activity against Helicobacter pylori. Three-dimensional structure of recombinant horseradish peroxidase-BHA complex has been studied.

Application

Benzhydroxamic acid may be employed for the Pd-catalyzed synthesis of benzisoxazolones.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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N-Phenylhydroxylamine ≥95.0%

Sigma-Aldrich

671576

N-Phenylhydroxylamine

4-Hydroxybenzamide 98%

Sigma-Aldrich

270253

4-Hydroxybenzamide

Xi-Ai Gao et al.
The Journal of organic chemistry, 77(17), 7700-7705 (2012-08-18)
A Pd-catalyzed method for the synthesis of benzisoxazolones from benzohydroxamic acids using Oxone as an oxidant in a one-pot procedure has been developed. In this process, the reaction appears to be suitable for construction of various benzisoxazolones.
Ilaria Ciofini
Magnetic resonance in chemistry : MRC, 42 Spec no, S48-S56 (2004-09-15)
Using ab initio theoretical approaches, we investigated the relative stability of two of the possible isomers of N-phenylbenzohydroxamic acid, PhCONOHPh. In particular, within the framework of density functional theory (DFT), we studied the cis and trans conformational isomers of PhCONOHPh
Péter Buglyó et al.
Dalton transactions (Cambridge, England : 2003), (38)(38), 8063-8070 (2009-09-23)
Novel half-sandwich Ru(II)-benzohydroxamate complexes were synthesized. [Ru(eta(6)-p-cymene)(mu-bha)](2)Cl(2) (bhaH = benzohydroxamic acid) with (O,O) coordination of the ligand, was characterized by elemental analysis, spectroscopic ((1)H-NMR, IR) and ESI-MS methods. Replacement of the chloride of the precursor by CF(3)SO(3)(-) and reaction of
Xiong Ye et al.
Journal of the American Chemical Society, 128(5), 1444-1445 (2006-02-02)
Ultrafast kinetic measurements of NO rebinding to horseradish peroxidase (HRP) are reported for the first time. The geminate kinetics are found to be exponential for all HRP samples studied. The ferric forms of HRP have NO geminate recombination time constants
Amita Pathak et al.
Chemical communications (Cambridge, England), 50(96), 15232-15234 (2014-10-25)
Reaction of BiPh3 or Bi(O(t)Bu)3 with benzohydroxamic acid (H2-BHA) results in formation of novel mono- and di-anionic hydroxamato complexes; [Bi2(BHA)3]∞ 1, [Bi(H-BHA)3] 2, [Bi(BHA)(H-BHA)] 3, all of which display nM activity against Helicobacter pylori. Subsequent dissolution of [Bi2(BHA)3]∞ in DMSO/toluene
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