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

Acetohydroxamic Acid Synthetic route

: 141-78-6
ethyl acetate

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 0℃; for 18h;	80.1%

: 79-24-3
Nitroethane

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
for 10 - 15h; Product distribution / selectivity; Heating / reflux;	A 54.4% B 3.7%

: 463-51-4
Ketene

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With diethyl ether; hydroxylamine

: 107-29-9
Acetaldehyde oxime

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With caro's acid

: 3354-65-2
N-(1-nitroso-ethylidene)-hydroxylamine

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With acetic acid

: 2597-54-8
ethyl acetylcarbamate

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With methanol; hydroxylamine at 40 - 50℃;

Acetohydroxamic Acid Chemical Properties

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

Acetohydroxamic Acid 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.

Acetohydroxamic Acid Safety Profile

Hazard Codes: Toxic T
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

Acetohydroxamic Acid 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.

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