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495-18-1

Basic Information
CAS No.: 495-18-1
Name: Benzohydroxamic acid
Article Data: 175
Molecular Structure:
Molecular Structure of 495-18-1 (Benzohydroxamic acid)
Formula: C7H7 N O2
Molecular Weight: 137.138
Synonyms: Benzohydroxamicacid (6CI,8CI); BHAM; Benzenehydroxamic acid; Benzhydroxamic acid;Benzohydroximic acid; Benzoylhydroxylamine; Hydroxylamine, N-benzoyl-;N-Benzohydroxamic acid; N-Benzoylhydroxylamine; N-Hydroxybenzamide; NSC 147248;NSC 3136; Phenylhydroxamic acid
EINECS: 207-797-6
Density: 1.237 g/cm3
Melting Point: 126-130 ºC
Boiling Point: 327.1 °C at 760 mmHg
Flash Point: 201 °C
Solubility: 22 g/L (6 ºC)
Appearance: brownish crystalline powder
Hazard Symbols:
Risk Codes: R68   
Safety: Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
PSA: 49.33000
LogP: 1.19650
Synthetic route
98-88-4

benzoyl chloride

495-18-1

Benzohydroxamic acid

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium hydrogencarbonate In water; ethyl acetate at 20℃; for 0.0833333h;99%
With hydroxylamine hydrochloride; sodium carbonate In diethyl ether; water at 0℃; for 1h;91.3%
With hydroxylamine hydrochloride; sodium carbonate In diethyl ether; water at 0℃;91%
93-58-3

benzoic acid methyl ester

495-18-1

Benzohydroxamic acid

Conditions
ConditionsYield
Stage #1: benzoic acid methyl ester With hydroxylamine hydrochloride; sodium hydroxide at 40 - 50℃; for 4h;
Stage #2: With sulfuric acid at 10℃;
98.3%
With hydroxylamine sulfate; sodium hydroxide In water for 2h; Reagent/catalyst; Solvent; Milling;96.15%
With hydroxylamine hydrochloride; potassium hydroxide In methanol at 20℃; for 12h; pH=10;90%
13715-50-9

5,5-dimethyl-3-phenyl-<1,4,2>-diaoxazole

495-18-1

Benzohydroxamic acid

Conditions
ConditionsYield
With Nafion-H In isopropyl alcohol for 30h; Heating;98%
100-52-7

benzaldehyde

495-18-1

Benzohydroxamic acid

Conditions
ConditionsYield
With polymer-bound N-hydroxybenzenesulfonamide; sodium methylate In tetrahydrofuran; methanol at 20℃; for 7h; Angeli-Rimini's reaction;97%
With menadione; hydroxylamine hydrochloride; water; silver nitrate; triethylamine In tetrahydrofuran; ethanol at 20℃; for 0.5h; Angeli-Rimini Hydroxamic Synthesis; Irradiation; Green chemistry;85%
Multi-step reaction with 2 steps
1: [bis(acetoxy)iodo]benzene / acetonitrile / 1 h / 0 °C / Inert atmosphere
2: hydroxylamine / acetonitrile; water / 12 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: N-chloro-succinimide; thio-xanthene-9-one / acetonitrile / 7 h / 20 °C / Irradiation
2: potassium carbonate; hydroxylamine hydrochloride / dichloromethane / 16 h / 20 °C
View Scheme
65-85-0

benzoic acid

495-18-1

Benzohydroxamic acid

Conditions
ConditionsYield
With 4-methyl-morpholine; 1,3,5-trichloro-2,4,6-triazine; hydroxylamine hydrochloride; dmap In dichloromethane at 0 - 20℃;95%
Stage #1: benzoic acid With acetic anhydride for 0.0833333h;
Stage #2: With hydroxylamine hydrochloride for 0.75h; Reagent/catalyst;
95.81%
With N-Bromosuccinimide; hydroxylamine hydrochloride; triphenylphosphine In triethylamine; acetonitrile at 20℃; for 2h; Mitsunobu reaction;92%
622-42-4

1-nitro-1-phenylmethane

495-18-1

Benzohydroxamic acid

Conditions
ConditionsYield
With methylamine In methanol for 2h; Irradiation;91%
With methylamine In methanol Irradiation;91%
With methylamine In methanol Quantum yield; Irradiation;
With sulfuric acid
93-89-0

benzoic acid ethyl ester

495-18-1

Benzohydroxamic acid

Conditions
ConditionsYield
With hydroxylamine hydrochloride; potassium hydroxide In methanol Reagent/catalyst; Concentration;91%
With potassium hydroxide; hydroxylamine hydrochloride In pyridine at 20℃; for 6h; Condensation;80%
With potassium hydroxide; hydroxylamine hydrochloride In methanol for 36h; Ambient temperature;77%
4231-62-3

1-benzoyl-1H-benzotriazole

495-18-1

Benzohydroxamic acid

Conditions
ConditionsYield
With hydroxylamine hydrochloride; triethylamine In tetrahydrofuran at 20℃; for 16h;91%
155164-66-2

2-benzoyl-4,5-dichloropyridazin-3(2H)-one

O-trimethylsilylhydroxylamine hydrochloride

495-18-1

Benzohydroxamic acid

Conditions
ConditionsYield
With Amberlite(R) IRA-67 In acetonitrile at 20℃; for 0.833333h;90%
benzoic acid ester

benzoic acid ester

495-18-1

Benzohydroxamic acid

Conditions
ConditionsYield
With potassium hydroxide; hydroxylamine In methanol at 20℃; for 12h; pH=10;90%
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Chemistry

IUPAC Name: N-Hydroxybenzamide
Synonyms: Benzamide, N-hydroxy- ; Benzohydroxamic acid ; Benzohydroxamic acid ; Benzohydroxamic acid ; (R-(R*,S*))-Alpha-Ethyl-2-piperidinemethanol ; 2-Piperidinemethanol, alpha-ethyl-, (R-(R*,S*))- (9CI)
Product Categories: AMIDE;Hydroxylamines;Hydroxylamines (N-Substituted);Inhibitors
Molecular Structure of Benzohydroxamic acid (CAS NO.495-18-1) :
Molecular Formula of Benzohydroxamic acid (CAS NO.495-18-1) : C7H7NO2
Molecular Weight of Benzohydroxamic acid (CAS NO.495-18-1) : 137.14
CAS NO: 495-18-1
EINECS : 207-797-6
BRN : 1907585
Mol File: 495-18-1.mol
Index of Refraction: 1.578
Surface Tension: 51.9 dyne/cm
Density: 1.237 g/cm3
Flash Point: 201 °C
Enthalpy of Vaporization: 60.11 kJ/mol
Boiling Point: 327.1 °C at 760 mmHg
Vapour Pressure: 8.36E-05 mmHg at 25°C
Melting point: 126-130 ºC
Water solubility : 22 g/L (6 ºC
Storage temp: 0-6°C
Appearance:Rhombic crystals or light beige solid.
Solubility: soluble in alcohol; slightly soluble in ether, insoluble in benzene.
 

Uses

 Benzohydroxamic acid (CAS NO.495-18-1) is used as determination reagents of iron, vanadium and uranium .

Toxicity Data With Reference

1.    

mmo-sat 2500 nmol/plate

    MUREAV    Mutation Research. 135 (1984),139.
2.    

mma-sat 1 µmol/plate

    MUREAV    Mutation Research. 56 (1977),7.
3.    

orl-rat LD:>500 mg/kg

    NCNSA6    National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. 5 (1953),26.

Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Safety Profile

Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes HarmfulXn
Risk Statements 68-40-20/21/22
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 45-36/37-22
S22:Do not breathe dust. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37:Wear suitable protective clothing and gloves.
WGK Germany 3
RTECS DF9650000
HS Code 29280090

Specification

1.Reactivity Profile :Benzohydroxamic acid 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).
2.Health Hazard :acute/chronic hazards : When heated to decomposition Benzohydroxamic acid emits toxic fumes of nitrogen oxides.
3.Fire Hazard :Flash point data for Benzohydroxamic acid are not available; however, Benzohydroxamic acid is probably combustible.