| Identification | More | [Name]
Benzohydroxamic acid | [CAS]
495-18-1 | [Synonyms]
BENZHYDROXAMIC ACID
BENZOHYDROXAMIC ACID
N-BENZOYLHYDROXYLAMINE
N-HYDROXYBENZAMIDE
Benzamide,N-hydroxy-
benzohydroxamate
Benzohydroxamsαure
Benzoylhydroxamic acid
benzoylhydroxamicacid
Hydroxylamine, N-benzoyl-
N-Benzoylhydroxylamine,Benzhydroxamicacid
n-hydroxy-benzamid
Phenylhydroxamic acid
phenylhydroxamicacid
BenzohydroxamicAcid,>98%
Benzamide, N-hydroxy-(9CI)
Benzohydroxamicacid,99%
BENZOHYROXAMICACID
BENZHYDROXAMIC ACID extrapure
BHAM | [EINECS(EC#)]
207-797-6 | [Molecular Formula]
C7H7NO2 | [MDL Number]
MFCD00002109 | [Molecular Weight]
137.14 | [MOL File]
495-18-1.mol |
| Chemical Properties | Back Directory | [Appearance]
Crystalline Solid | [Melting point ]
126-130 °C(lit.)
| [Boiling point ]
251.96°C (rough estimate) | [density ]
1.2528 (rough estimate) | [refractive index ]
1.5030 (estimate) | [storage temp. ]
0-6°C | [solubility ]
Soluble in alcohol. Slightly soluble in ether. Insoluble in benzene. | [form ]
Solid | [pka]
pK1: 8.89(0) (20°C) | [color ]
Rhombic tablets | [Water Solubility ]
22 g/L (6 ºC) | [BRN ]
1907585 | [Stability:]
Moisture and Temperature Sensitive | [InChI]
1S/C7H7NO2/c9-7(8-10)6-4-2-1-3-5-6/h1-5,10H,(H,8,9) | [InChIKey]
VDEUYMSGMPQMIK-UHFFFAOYSA-N | [SMILES]
ONC(=O)c1ccccc1 | [CAS DataBase Reference]
495-18-1(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzamide, n-hydroxy-(495-18-1) | [EPA Substance Registry System]
495-18-1(EPA Substance) |
| Questions And Answer(Q&A) | Back Directory | [Preparation]
To a rapidly stirred suspension of 19.6 gm (0.35 mole) of powdered anhydrous potassium hydroxide in 120 ml of pyridine, maintained at 0-5°C, is a added a solution of 13.9 gm (0.2 mole) of hydroxylamine hydrochloride in 100 ml of pyridine.
While maintaining the reaction temperature at 0-5°C, 15 gm (0.1 mole) of ethyl benzoate is added. Vigorous stirring is continued at room temperature for 6 hr. Then the solids are filtered off. The solids are washed with cold water to remove inorganic coproducts. The remainder, recrystallized from aqueous ethanol, represents a 94% yield of potassium benzohydroxamate.
This salt is triturated with cold 0.01 TV hydrochloric acid. From this mixture, by the usual procedures, 12.5 gm (91% overall) of benzohydroxamic acid is isolated, m.p. 131°C (from aqueous alcohol).
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| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS07,GHS08 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335-H341 | [Precautionary statements ]
P201-P261-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 | [Hazard Codes ]
Xn | [Risk Statements ]
R68:Possible risk of irreversible effects.
R40:Limited evidence of a carcinogenic effect.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37:Wear suitable protective clothing and gloves .
S36:Wear suitable protective clothing .
S22:Do not breathe dust . | [WGK Germany ]
3
| [RTECS ]
DF9650000
| [TSCA ]
Yes | [REACH Registrations]
Inactive | [HS Code ]
29280090 | [Storage Class]
11 - Combustible Solids | [Toxicity]
LD orl-rat: >500 mg/kg NCNSA6 5,26,53 |
| Hazard Information | Back Directory | [General Description]
Rhombic crystals or light beige solid. | [Reactivity Profile]
N-HYDROXYBENZAMIDE(495-18-1) is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). | [Air & Water Reactions]
Slightly soluble in water. | [Health Hazard]
ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes of nitrogen oxides. | [Fire Hazard]
Flash point data for this chemical are not available; however, N-HYDROXYBENZAMIDE is probably combustible. | [Chemical Properties]
Crystalline Solid | [Uses]
Benzhydroxamic acid is used as precursor in the synthesis of novel mono-anionic and di-anionic hydroxamato complexes by reacting with BiPh3 and Bi(O(t)Bu)3, which has anti-bacterial activity against helicobacter pylori. It is used in the photometric determination of trace amounts of vanadium in alloy steels by making mixed-ligand vanadium chelates with ammonium thiocyanate. It is also involved in the palladium catalyzed synthesis of benzisoxazolones. | [Synthesis Reference(s)]
Tetrahedron Letters, 33, p. 5055, 1992 DOI: 10.1016/S0040-4039(00)61187-5 | [Mechanism of action]
Acts as a chitin deacetylase (CDA) inhibitor. It disrupts the fungal cell wall, hindering its ability to grow and reproduce. | [Safety Profile]
Moderately toxic by ingestion.Mutation data reported. When heated to decomposition itemits toxic fumes of NOx. | [Pesticide Type]
Fungicide |
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