Acetohydroxamic Acid supplier

Name
Acetohydroxamic acid
EINECS 208-913-8
CAS No. 546-88-3
Article Data98
CAS DataBase
Density 1.155 g/cm³
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;
PSA 49.33000
LogP -0.09740

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%

...Expand

: 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℃;

: 4202-72-6, 145998-50-1, 145998-51-2
acetohydroxamic acid

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With hydrogenchloride

: 2282-80-6
N-hydroxy-acetamide oxime

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With sodium hydroxide

: 7340-09-2
N-acetoxyacetamide

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With sodium carbonate

: 7340-09-2
N-acetoxyacetamide

A: 546-88-3
acetylhydroxamic acid

B: 64-19-7
acetic acid

Conditions

Conditions	Yield
Zerfaellung;

: 127-09-3
sodium acetate

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With adenylpyrophosphate; pigeon's liverextract; hydroxylamine
With acetylcholine esterase; hydroxylamine at 37℃; bei pH 7.1;

: 58052-80-5, 76231-37-3
2,4,6-trimethyl-hexahydro-[1,3,5]triazine; trihydrate

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With caro's acid

: 75-04-7
ethylamine

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With caro's acid

: 599-71-3
piloty's acid

: 75-07-0
acetaldehyde

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With alkali

: 75-07-0
acetaldehyde

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With water; hydroxylamine; dihydrogen peroxide

: 109-89-7
diethylamine

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With dihydrogen peroxide
With potassium permanganate
With oxygen; copper

: 2466-76-4
N-Acetylimidazole

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With hydroxylamine hydrochloride

: 625-60-5
ethyl thioacetate

A: 19479-87-9
(O-carboxymethyl)hydroxylamine

B: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With hydroxylamine In methanol; water at 30℃; Mechanism; Product distribution; different buffers (pH-s);
With hydroxylamine In methanol; water at 30℃;

: 600-26-0
(E)-acetonitrolic acid

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With water; hydroxide at 55℃; Rate constant; diff. pH;;

: 123206-53-1
N-acetyl-O-(p-nitrobenzoyl)hydroxylamine

A: 546-88-3
acetylhydroxamic acid

B: 62-23-7
4-nitro-benzoic acid

Conditions

Conditions	Yield
With sodium borate buffer In water; acetonitrile at 55℃; Rate constant; Thermodynamic data; Mechanism; various pH; ΔH(excit.), ΔS(excit.);

: 64-19-7
acetic acid

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With hydroxylamine In water at 37℃; for 16h; Product distribution; pH = 5.2; effect of metal ions and organic phosphates on hydroxamate formation;
With hydroxylamine; amidase from Brevibacterium sp. R312
With hydroxylamine; 1,1'-carbonyldiimidazole
Stage #1: acetic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; Stage #2: With hydroxylamine hydrochloride In tetrahydrofuran; dichloromethane at 20℃;

: 109667-44-9
C16H20O14(4-)*4C4H12N(1+)*C2H5NO2

A: 546-88-3
acetylhydroxamic acid

B: 64-19-7
acetic acid

Conditions

Conditions	Yield
With water-d2 In 1,4-dioxane at 50℃; for 3.7h; Product distribution; Rate constant;

: 21023-20-1
tris(trimethylsilyl)hydroxylamine

: 75-36-5
acetyl chloride

: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With ethanol 1.) 20 deg C, 12 h; 2.) 20 deg C, 3 h; Yield given. Multistep reaction;

: 75-36-5
acetyl chloride

A: 19479-87-9
(O-carboxymethyl)hydroxylamine

B: 546-88-3
acetylhydroxamic acid

Conditions

Conditions	Yield
With hydroxylamine In 1,4-dioxane; water at 22℃; Rate constant; Product distribution; pH=7.26; different hydroxylamine and AcCl concentrations and pH;

: potassium hexafluoridotechnetate(IV)

: 546-88-3
acetylhydroxamic acid

: [tetramminefluoronitrosyltechnetium(I)]4[hexafluoridotechnetate(IV)][HF2]2

Conditions

Conditions	Yield
In hydrogen fluoride; water for 0.5h; liquid HF;	100%

: 546-88-3
acetylhydroxamic acid

: 10026-11-6
zirconium(IV) chloride

: [Zr(acetohydroxamate acid)4]

Conditions

Conditions	Yield
In methanol at 75℃; for 15h; Inert atmosphere; Schlenk technique;	100%

: 546-88-3
acetylhydroxamic acid

: 64-19-7
acetic acid

Conditions

Conditions	Yield
pH=7.3; Electrochemical reaction;	98%
With hydrogen cation In 1,4-dioxane at 35℃; Kinetics; Further Variations:; Solvents;
With water; nitric acid; iron(III) Kinetics; Acid hydrolysis;

: 942428-83-3
2,3,4,6-tetra-O-acetyl-D-glucopyranosyl 1-(N-phenyl)-2,2,2-trifluoroacetimidate

: 546-88-3
acetylhydroxamic acid

: 2,3,4,6-tetra-O-acetyl-1-O-acetylhydroxamoyl-β-D-glucopyranose

Conditions

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at -20 - 20℃;	97%

: 546-88-3
acetylhydroxamic acid

: phenylstannic acid

: 75503-60-5
[CH3C(O)NHOSnC6H5(O)]2

Conditions

Conditions	Yield
In benzene C6H5SnO1.5 and ligand was reacted in 1:1 molar ratio; water was removed azeotropically, solvent was removed, solid was dried at reduced pressure, elem. anal.;	97%

: 546-88-3
acetylhydroxamic acid

: 208196-20-7
(R)-1-chloro-1-(3-trifluoromethylphenyl)ethane

: 208196-02-5
(S)-O-{1-(3-trifluoromethylphenyl)ethyl}-acetohydroxamate

Conditions

Conditions	Yield
With sodium hydroxide; tetrabutylammomium bromide In ethanol; water	96.8%

: 546-88-3
acetylhydroxamic acid

: 115-37-7, 23979-17-1, 23979-19-3
thebaine

: 51029-23-3
6β,14β-(N-acetylepoxyimino)-6,14-dihydrothebaine

Conditions

Conditions	Yield
With tetraethylammonium metaperiodate In ethyl acetate at 0℃; for 1h; pH 6;	96%

: 546-88-3
acetylhydroxamic acid

: 781-43-1
9,10-dimethylanthracene

: 51029-28-8
10-(1-oxoethyl)-9,10-dihydro-9,10-dimethyl-10,9-(epoxyimino)anthracene

Conditions

Conditions	Yield
With tetrapropylammonium periodate In chloroform; N,N-dimethyl-formamide at 5 - 15℃;	95%
With tetraethylammonium metaperiodate In dichloromethane at 0 - 5℃; for 1h;	1.6 g
With tert-butylammonium metaperiodate In chloroform; N,N-dimethyl-formamide at 0 - 20℃; for 3h;

: 546-88-3
acetylhydroxamic acid

: 1165952-91-9
cyclohexa-1,3-diene

: 77803-76-0
N-acetyl-2-oxa-3-azabicyclo<2.2.2>oct-5-ene

Conditions

Conditions	Yield
Stage #1: acetylhydroxamic acid; cyclohexa-1,3-diene With tetrakis(tetrabutylammonium)decatungstate(VI); oxygen; sodium hydrogencarbonate In water; acetonitrile for 1h; Sealed tube; Irradiation; Stage #2: In water; acetonitrile at 20℃; for 2h; Sealed tube; Darkness;	95%
With sodium periodate In methanol at 20℃; hetero-Diels-Alder cycloaddition;	68%

: 546-88-3
acetylhydroxamic acid

: 551-93-9
2-aminoacetophenone

: 1837-71-4
2,4-dimethylquinazoline 3-oxide

Conditions

Conditions	Yield
With zinc trifluoromethanesulfonate In toluene at 110℃; for 6h; Reagent/catalyst; Solvent;	95%

: 546-88-3
acetylhydroxamic acid

: 94088-46-7
2-fluoro-6-methoxybenzonitrile

: 177995-40-3
4-methoxy-3-amino-1,2-benzisoxazole

Conditions

Conditions	Yield
With potassium tert-butylate In N,N-dimethyl-formamide	94%

: 546-88-3
acetylhydroxamic acid

: 201230-82-2
carbon monoxide

: 17-iodo-4-aza-4-methylandrost-16-en-3-one

: N-((4aR,4bS,6aS,9aS,9bS,11aS)-1,4a,6a-Trimethyl-2-oxo-2,3,4,4a,4b,5,6,6a,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carbonyloxy)-acetamide

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 60℃; Carbonylation; addition;	94%

...Expand

: 546-88-3
acetylhydroxamic acid

: 6630-33-7
ortho-bromobenzaldehyde

: 109-77-3
malononitrile

: 2-acetyl-5-amino-3-(2-bromophenyl)-2,3-dihydroisoxazole-4-carbonitrile

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 8h;	93%

...Expand

: 546-88-3
acetylhydroxamic acid

: 125419-21-8
2-Chloro-5-methyl-Δ4-1,3,4,2-dioxazaphospholine

Conditions

Conditions	Yield
With phosphorus trichloride 1) 0.5 h, 40 deg C; 2) 1 h, 20 deg C;	92%

: 546-88-3
acetylhydroxamic acid

: 201230-82-2
carbon monoxide

: 17-iodoandrost-16-ene

: N-((5S,8R,9S,10S,13S,14S)-10,13-Dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,15-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonyloxy)-acetamide

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 60℃; Carbonylation; addition;	92%

...Expand

: 546-88-3
acetylhydroxamic acid

: 109-77-3
malononitrile

: 2043-61-0
cyclohexanecarbaldehyde

: 2-acetyl-5-amino-3-cyclohexyl-2,3-dihydroisoxazole-4-carbonitrile

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 8h;	92%

...Expand

: 455-19-6
4-Trifluoromethylbenzaldehyde

: 546-88-3
acetylhydroxamic acid

: 109-77-3
malononitrile

: 2-acetyl-5-amino-3-(4-(trifluoromethyl)phenyl)-2,3-dihydroisoxazole-4-carbonitrile

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 7h;	92%

...Expand

: 546-88-3
acetylhydroxamic acid

: 555-16-8
4-nitrobenzaldehdye

: 109-77-3
malononitrile

: 2-acetyl-5-amino-3-(4-nitrophenyl)-2,3-dihydroisoxazole-4-carbonitrile

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 8h; Solvent;	92%

...Expand

: 546-88-3
acetylhydroxamic acid

: 65332-72-1
phenyltin triisopropoxide

: 75503-56-9
tris(acetohydroxamato)phenyltin(IV)

Conditions

Conditions	Yield
In tetrahydrofuran acetohydroxamic acid was allowed to react with C6H5Sn(OCH(CH3)2)3 in 3:1 molar ratio in refluxing THF; filtered, dried at 50°C/1 Hgmm for 1 h, elem. anal.;	91%

: 67-66-3
chloroform

: 546-88-3
acetylhydroxamic acid

: 502627-50-1
[bis(5-tert-butyl-3-methylpyrazol-2-yl)acetato](methyl)zinc(II)

: [bis(5-tert-butyl-3-methylpyrazol-2-yl)acetato](acetohydroxamato)zinc(II) * 0.25 CHCl3

Conditions

Conditions	Yield
In acetonitrile soln. of Zn complex in MeCN treated with solid CH3CONHOH, stirred for 2 h; concd. under reduced pressure, ppt. filtered off, washed with Et2O and dried in vacuo, crystn. from CHCl3; elem. anal.;	91%

...Expand

: 546-88-3
acetylhydroxamic acid

: 100-52-7
benzaldehyde

: 109-77-3
malononitrile

: 2-acetyl-5-amino-3-phenyl-2,3-dihydroisoxazole-4-carbonitrile

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 6h;	91%

...Expand

: 546-88-3
acetylhydroxamic acid

: 104-87-0
4-methyl-benzaldehyde

: 109-77-3
malononitrile

: 2-acetyl-5-amino-3-p-tolyl-2,3-dihydroisoxazole-4-carbonitrile

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 6h;	91%

...Expand

: 546-88-3
acetylhydroxamic acid

: 2-chloro-8-{4-(trifluoromethyl)phenoxy}quinoline-5-carbonitrile

: 2-hydroxy-8-{4-(trifluoromethyl)phenoxy}quinoline-5-carbonitrile

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 80℃; for 2h;	91%

: 546-88-3
acetylhydroxamic acid

: 1185040-54-3
(+)-ethyl (3aR,7aS)-2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole-4-carboxylate

: 1173701-23-9
(1R,2S,6S,7S)-9-acetyl-4,4-dimethyl-3,5,8-trioxa-9-aza-tricyclo[5.2.2.0.2.6]undec-10-ene-7-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With sodium periodate In methanol at 20℃; hetero-Diels-Alder cycloaddition;	90%
With sodium periodate In methanol; water at 20℃; for 16.0833h;
With sodium periodate In methanol at 20℃; for 16.2h; Diels-Alder cycloaddition; Inert atmosphere; regioselective reaction;	5.65 g

: 546-88-3
acetylhydroxamic acid

: 876938-53-3
Cyclohepta-1,3-diene

: C9H13NO2

Conditions

Conditions	Yield
With sodium periodate In methanol at 20℃; hetero-Diels-Alder cycloaddition;	90%

: 546-88-3
acetylhydroxamic acid

: 66-25-1
hexanal

: 109-77-3
malononitrile

: 2-acetyl-5-amino-3-pentyl-2,3-dihydroisoxazole-4-carbonitrile

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 7h;	90%

...Expand

: 546-88-3
acetylhydroxamic acid

: 1159512-68-1
1-bromo-4-(bromomethyl)-2-(trifluoromethyl)benzene

: N-((4-bromo-3-(trifluoromethyl)benzyl)oxy)acetamide

Conditions

Conditions	Yield
Stage #1: acetylhydroxamic acid With potassium carbonate In tetrahydrofuran at 20℃; for 1h; Stage #2: 1-bromo-4-(bromomethyl)-2-(trifluoromethyl)benzene In tetrahydrofuran at 20℃;	89.2%

: 546-88-3
acetylhydroxamic acid

: 542-92-7
cyclopenta-1,3-diene

: 78607-56-4
3-acetyl-2-oxa-3-azabicyclo[2.2.1]hept-5-ene

Conditions

Conditions	Yield
With sodium periodate In methanol at 20℃; hetero-Diels-Alder cycloaddition;	89%
With 2,6-bis(2-oxazolinyl)pyr Ru(II)-pyr-2,6-dicarboxylate; dihydrogen peroxide In tetrahydrofuran; water at 0 - 20℃; for 2h;	84%
Stage #1: acetylhydroxamic acid; cyclopenta-1,3-diene With tetrakis(tetrabutylammonium)decatungstate(VI); oxygen; sodium hydrogencarbonate In water; acetonitrile for 1h; Sealed tube; Irradiation; Stage #2: In water; acetonitrile at 20℃; for 2h; Sealed tube; Darkness;	84%
With tetraethylammonium metaperiodate In dichloromethane at 0℃; for 0.75h;	70%

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.

Product Name

Acetohydroxamic acid

Synthetic route

Acetohydroxamic Acid Chemical Properties

Acetohydroxamic Acid Toxicity Data With Reference

Acetohydroxamic Acid Safety Profile

Acetohydroxamic Acid Specification

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