N-hydroxybenzamide

• ChemBase ID: 1691
• Molecular Formular: C7H7NO2
• Molecular Mass: 137.13598
• Monoisotopic Mass: 137.04767847
• SMILES: ONC(=O)c1ccccc1
• Canonical SMILES: ONC(=O)c1ccccc1
• InChI: InChI=1S/C7H7NO2/c9-7(8-10)6-4-2-1-3-5-6/h1-5,10H,(H,8,9)
• InChIKey: VDEUYMSGMPQMIK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-hydroxybenzamide
• IUPAC Traditional name: benzhydroxamic acid; benzohydroxamic acid
• Synonyms: N-Hydroxybenzamide; Benzhydroxamic acid; Benzhydroxamic acid; Benzohydroxamic acid; N-Benzoylhydroxylamine; N-Hydroxy-benzamide; Benzoylhydroxylamine; NSC 147248; NSC 3136; Benzohydroxamic Acid; Benzhydroxamic Acid; 苯甲羟肟酸; 苯氧肟酸; 苯甲羟肟酸

Database IDs

• CAS Number: 495-18-1
• EC Number: 207-797-6
• MDL Number: MFCD00002109
• Beilstein Number: 1907585
• PubChem SID: 46505088; 24847445; 24865799; 160965148
• PubChem CID: 10313

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.650895
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.8206738
• LogD (pH = 7.4): 0.8182846
• Log P: 0.8207044
• Molar Refractivity: 36.901 cm^3
• Polarizability: 13.794432 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.17
• LOG S: -1.48
• Solubility (Water): 4.57e+00 g/l

PROPERTIES

Physical Property

• Apperance: Crystalline Solid
• Melting Point: 121-123°C; 126-130 °C(lit.); 128-132 °C; ca 125°C dec.
• Hydrophobicity(logP): 0.26 [HANSCH,C ET AL. (1995)]

Safety Information

• RTECS: DF9650000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38-68
• Safety Statements: 26-36/37
• TSCA Listed: 是
• GHS Pictograms: GHS07; GHS08
• GHS Hazard statements: H341-H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (T); 99%
• Grade: puriss.
• Impurities: ≤1% water
• Linear Formula: C6H5CONHOH

DETAILS

DrugBank - DB01924

Drug information: experimental

Sigma Aldrich - 412260

Packaging
5 g in glass bottle

REFERENCES

• Siliphaivanh, P., et al.: Bioorg. Med. Chem. Lett., 17, 4619 (2007)
• Serafimova, R., et al.: Chem. Res. Toxicol., 20, 1225 (2007)
• Fielding, A., et al.: Biochem., 47, 9781 (2007)
• Oxidation with tetraalkylammonium periodates generates the transient benzoylnitroso compound, which can react in situ with dienes to give good yields of cycloaddition products: Tetrahedron Lett., 4763 (1978); J. Chem. Soc., Perkin 1, 883, 887 (1985); J. Org. Chem., 50, 1911 (1985).
• Reaction with alkynes, catalyzed by NaH in DMSO, gives 2-phenyloxazoles: Can. J. Chem., 51, 1368 (1973).