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546-88-3

Basic Information
CAS No.: 546-88-3
Name: Acetohydroxamic acid
Article Data: 98
Cas Database
Molecular Structure:
Molecular Structure of 546-88-3 (Acetohydroxamic acid)
Formula: C2H5NO2
Molecular Weight: 75.0672
Synonyms: Acetohydroxamicacid (6CI,8CI);AHA;Acetic acid, oxime;Acetohydroximic acid;Acetylhydroxylamine;Hydroxylamine, N-acetyl-;Methylhydroxamic acid;N-Acetylhydroxylamine;N-Hydroxyacetamide;Acetomenadione;
EINECS: 208-913-8
Density: 1.155 g/cm3
Melting Point: 88-90 °C(lit.)
Boiling Point: 231.4 °C at 760 mmHg
Flash Point: 127.6 °C
Solubility: Soluble in water.
Appearance: White crystalline solid
Hazard Symbols: ToxicT
Risk Codes: 61-40
Safety: 53-45-36/37/39-22
Transport Information: UN 3263
PSA: 49.33000
LogP: -0.09740
Synthetic route
141-78-6

ethyl acetate

546-88-3

acetylhydroxamic acid

Conditions
ConditionsYield
With hydroxyammonium sulfate; sodium ethanolate In ethanol at 25℃; for 2h; Concentration;97.1%
With hydroxylamine hydrochloride; sodium hydroxide In methanol; water at 40℃; for 3h; Concentration; Reagent/catalyst; Temperature; Solvent; Large scale;84.6%
With hydroxylamine; sodium ethanolate
60-35-5

acetamide

546-88-3

acetylhydroxamic acid

Conditions
ConditionsYield
With hydrogenchloride; iron(III) chloride; amidase from Pseudomonas aeruginosa strain L10; hydroxylamine; cetyltrimethylammonium bromide In octanol; n-heptane; water for 0.5h; aq. buffer; Enzymatic reaction;92%
With hydroxylamine; amidase from Brevibacterium sp. R312 Mechanism; further reagent concentration: 100mM;
With hydroxylamine hydrochloride

C12H21NO6

546-88-3

acetylhydroxamic acid

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 0℃; for 18h;80.1%
79-24-3

Nitroethane

546-88-3

acetylhydroxamic acid

Conditions
ConditionsYield
With selenium(IV) oxide; triethylamine In dichloromethane 1.) 0-10 deg C, 10 min. 2.) 20 deg C, 30 min. 3.) reflux, 1h;66%
Geschwindigkeit;
108-24-7

acetic anhydride

546-88-3

acetylhydroxamic acid

Conditions
ConditionsYield
With hydroxylamine monohydrate In water at 20 - 80℃;55%
With hydroxylamine hydrochloride
With hydroxylamine hydrochloride
869669-06-7

hydroxylamine succinic acid salt

64-19-7

acetic acid

A

6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

B

546-88-3

acetylhydroxamic acid

Conditions
ConditionsYield
for 10 - 15h; Product distribution / selectivity; Heating / reflux;A 54.4%
B 3.7%
463-51-4

Ketene

546-88-3

acetylhydroxamic acid

Conditions
ConditionsYield
With diethyl ether; hydroxylamine
107-29-9

Acetaldehyde oxime

546-88-3

acetylhydroxamic acid

Conditions
ConditionsYield
With caro's acid
3354-65-2

N-(1-nitroso-ethylidene)-hydroxylamine

546-88-3

acetylhydroxamic acid

Conditions
ConditionsYield
With acetic acid
2597-54-8

ethyl acetylcarbamate

546-88-3

acetylhydroxamic acid

Conditions
ConditionsYield
With methanol; hydroxylamine at 40 - 50℃;
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  • Acetohydroxamic acid

  • Casno:

    546-88-3

    Acetohydroxamic acid

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    Acetohydroxamic acid Chemical Properties Melting point 88-90 °C (lit.) Boiling point 133.7°C (rough estimate) density 1.2269 (rough estimate) refractive index 1.4264 (estimate) storage temp. Hygroscopic, -20°C Freezer,

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Chemistry

Molecular Structure of Acetohydroxamic Acid (CAS NO.546-88-3):

IUPAC Name: N-hydroxyacetamide 
Empirical Formula: C2H5NO2
Molecular Weight: 75.0666
H bond acceptors: 3
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 29.54 Å2
Index of Refraction: 1.42
Molar Refractivity: 16.47 cm3
Molar Volume: 64.9 cm3
Surface Tension: 38.1 dyne/cm
Density: 1.155 g/cm3
Flash Point: 127.6 °C
Enthalpy of Vaporization: 54.41 kJ/mol
Boiling Point: 231.4 °C at 760 mmHg
Vapour Pressure: 0.0118 mmHg at 25°C
Melting point: 88-90 °C(lit.)
Sensitive: Hygroscopic
Apperance White Crystalline Solid
EINECS: 208-913-8
Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; All Inhibitors; Hydroxylamines (N-Substituted); Hydroxylamines; Inhibitors; Nitrogen Compounds; Organic Building Blocks
InChI
InChI=1/C2H5NO2/c1-2(4)3-5/h5H,1H3,(H,3,4)
Smiles
C(NO)(C)=O

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1300mg/kg (1300mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 92,
rat LD50 intraperitoneal > 2gm/kg (2000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 18, Pg. 645, 1968.

Safety Profile

Hazard Codes: ToxicT
Risk Statements: 61-40
R61:May cause harm to the unborn child. 
R40:Limited evidence of a carcinogenic effect.
Safety Statements: 53-45-36/37/39-22
S53:Avoid exposure - obtain special instructions before use. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S22:Do not breathe dust.
RIDADR: 3263
WGK Germany: 3
RTECS: AK8157000
Hazard Note: Toxic
PackingGroup: II

Specification

  Acetohydroxamic Acid , with CAS number of 546-88-3, can be called Acetamide, N-hydroxy- ; Acetic acid, oxime ; Acethydroxamsaeure ; Acide acetohydroxamique ; Acidum acetohydroxamicum ; Hydroxylamine, N-acetyl- ; N-Acetylhydroxylamine ; N-Hydroxyacetamide . It is a white crystalline solid, Acetohydroxamic acid is a drug that is a potent and irreversible inhibitor of bacterial and plant urease. Acetohydroxamic Acid (CAS NO.546-88-3) is used for urinary tract infections.