412260
Benzhydroxamic acid
99%
Synonym(s):
N-Hydroxybenzamide
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About This Item
Linear Formula:
C6H5CONHOH
CAS Number:
Molecular Weight:
137.14
Beilstein:
1907585
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Assay
99%
mp
126-130 °C (lit.)
solubility
1 M NaOH: soluble 50 mg/mL, clear, colorless
functional group
amine
phenyl
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
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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
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.
Marion Flipo et al.
Journal of medicinal chemistry, 52(21), 6790-6802 (2009-10-14)
Hydroxamates are valuable tools for chemical biology as well as interesting leads for medicinal chemistry. Although many hydroxamates display nanomolar activities against metalloproteases, only three hydroxamates have reached the market, among which is the HDAC inhibitor vorinostat. Failures in development
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
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