Product Name

  • Name

    Hydroxylamine

  • EINECS 232-259-2
  • CAS No. 7803-49-8
  • Article Data480
  • CAS DataBase
  • Density 1.078
  • Solubility soluble in cold water, decomposes in hot water
  • Melting Point 7°C
  • Formula H3N O
  • Boiling Point 56.5 °C at 760 mmHg
  • Molecular Weight 33.0299
  • Flash Point °C
  • Transport Information UN 3082
  • Appearance white needles or flakes
  • Safety A poison by intraperitoneal and subcutaneous routes. A corrosive irritant to the eyes, skin, and mucous membranes. Locally it is irritating, and systemically it can cause methemoglobinemia. Human mutation data reported. Dangerous fire hazard when exposed to heat, flame, and oxidizers. May ignite spontaneously in air if a large surface area is exposed (e.g., precipitate on paper). Explodes in air when heated above 70°C. Explosive reaction with potassium dichromate, chromium trioxide, powdered zinc + heat. Forms the heat-sensitive explosive bis(hydroxylamide) in reaction with zinc or calcium. Ignites on contact with copper(II) sulfate, metals (e.g., sodium), oxidants (e.g., barium peroxide, barium oxide, lead dioxide, potassium permanganate, chlorine), phosphorus chlorides (e.g., phosphorus trichloride, phosphorus pentachloride). Incompatible with carbonyls, pyridine. Vigorous reaction with hypochlorites. When heated to decomposition it emits toxic fumes of NOx. See also AMINES.
  • Risk Codes R5;R22;R37/38;R41;R43;R48/22;R50   
  • Molecular Structure Molecular Structure of 7803-49-8 (Hydroxylamine)
  • Hazard Symbols
  • Synonyms HDA;Hydroxyamine; Telclean 1200A
  • PSA 46.25000
  • LogP 0.03460

Synthetic route

hydroxylamine hemisulfate

hydroxylamine hemisulfate

hydroxylamine
7803-49-8

hydroxylamine

Conditions
ConditionsYield
With sodium hydroxide; 8-quinolinol; water at 20℃; for 3.66667h; Product distribution / selectivity;98%
With 8-quinolinol; water; calcium oxide at 10 - 40℃; for 3.66667h; pH=3.8 - 12.3; Product distribution / selectivity;50%
Nitrite

Nitrite

tin(ll) chloride

tin(ll) chloride

A

hydroxylamine
7803-49-8

hydroxylamine

B

dinitrogen monoxide
10024-97-2

dinitrogen monoxide

C

trans-hyponitrous acid
19467-31-3, 173728-04-6

trans-hyponitrous acid

Conditions
ConditionsYield
In waterA n/a
B 90%
C n/a
cis-nitrous acid
7782-77-6

cis-nitrous acid

tin(ll) chloride

tin(ll) chloride

A

hydroxylamine
7803-49-8

hydroxylamine

B

dinitrogen monoxide
10024-97-2

dinitrogen monoxide

C

trans-hyponitrous acid
19467-31-3, 173728-04-6

trans-hyponitrous acid

Conditions
ConditionsYield
In waterA n/a
B 90%
C n/a
nitric acid
7697-37-2

nitric acid

hydroxylamine
7803-49-8

hydroxylamine

Conditions
ConditionsYield
With sulfuric acid Electrolysis; max. temp.:15°C;24 A,40 min,cooling,mixing;84%
With sulfuric acid Electrolysis; 15-20 °C,cathode:Pb (amalgam surface);2.4 A,3.25 h;71.3%
With sulfuric acid Electrolysis; mercury cathode,6 A,room temp.;66.1%
Nitrite

Nitrite

A

nitrogen
7727-37-9

nitrogen

B

ammonia
7664-41-7

ammonia

C

hydroxylamine
7803-49-8

hydroxylamine

D

dinitrogen monoxide
10024-97-2

dinitrogen monoxide

Conditions
ConditionsYield
In dichloromethane Electrochem. Process; electrocatalytic redn. at Fe(III)(H2O)(TPPS)(3-)-modified electrode, pH 2.1, -0.9 V, 7.5 h;A <1
B 84%
C <1
D 8%
With alkali metal amalgam In not given byproducts: alkali hydroxide; in dild. soln.,cooling,optimal yield for NH2OH;
With alkali metal amalgam In not given byproducts: alkali hydroxide; formation of N2O best at low temp., formation of N2 best at high temp., independent of the dilution; high yield of NH3 (and N2O2(2-)) obtained by agitation in a closed vessel or by dropping concd. nitrite soln. on excess aolid amalgame;;
sodium nitrate
7631-99-4

sodium nitrate

hydroxylamine
7803-49-8

hydroxylamine

Conditions
ConditionsYield
With hydrogenchloride Electrolysis; lead cathode,coal anode,cooling of the anode surface,2.75 h,24 A;81%
With sulfuric acid byproducts: Na2SO4; Electrolysis; lead electrodes,5 A,3.7-3.6 V,cooling; neutralization with NaOH,heating with acetone at 70-80°C,crystn. of Na2SO4 in 12 h,mixing with benzene,decompn. of the formed acetoxime with HCl,evapn.;
In water Electrolysis; Cu-cathode;;0%
Nitrite

Nitrite

A

nitrogen
7727-37-9

nitrogen

B

ammonia
7664-41-7

ammonia

C

hydroxylamine
7803-49-8

hydroxylamine

D

dinitrogen monoxide
10024-97-2

dinitrogen monoxide

E

hydrazine
302-01-2

hydrazine

Conditions
ConditionsYield
In dichloromethane Electrochem. Process; electrocatalytic redn. at Fe(III)(PP)Cl-modified electrode, pH 2.1, -0.8 V, 1.0 h;A 30%
B 63%
C 13%
D <1
E <1
In dichloromethane Electrochem. Process; electrocatalytic redn. at Fe(III)(PP)Cl-modified electrode, pH 2.1, -0.9 V, 2.5 h;A 35%
B 52%
C 13%
D <1
E <1
In dichloromethane Electrochem. Process; electrocatalytic redn. at Fe(III)(PP)Cl-modified electrode, pH 2.1, -0.7 V, 4.0 h;A 39%
B 34%
C 13%
D 12%
E 2%
In dichloromethane Electrochem. Process; electrocatalytic redn. at Fe(III)(PP)Cl-modified electrode, pH 2.1, -0.6 V, 3.0 h;A 35%
B 31%
C 16%
D 18%
E <1
In dichloromethane Electrochem. Process; electrocatalytic redn. at Fe(III)(H2O)(TMPyP)(5+)-modified electrode, pH 2.1, -0.9 V, 4.0 h;A 14%
B 27%
C 13%
D 32%
E <1
Nitrite

Nitrite

hydroxylamine
7803-49-8

hydroxylamine

Conditions
ConditionsYield
Electrolysis; 0°C,cylindrical zinc cathode,0.02 A/cm^2,from nitrite soln.;59.7%
In water Electrolysis; with zinc cathode;various yields for various temp.;
With water In water byproducts: K2N2O2, NH3, N2; shaking of cold concd. nitrite soln. with K amalgam (39 g K + 2800 g Hg);; main product is K2N2O2;;
In water Electrolysis; with zinc cathode;various yields for various temp.;
With H2O; K amalgam In water
hydroxylamine hydrochloride
5470-11-1

hydroxylamine hydrochloride

sodium butanolate
2372-45-4

sodium butanolate

hydroxylamine
7803-49-8

hydroxylamine

Conditions
ConditionsYield
In butan-1-ol byproducts: NaCl; heating; crystn. at -10°C;50%
hydroxylamine hydrochloride
5470-11-1

hydroxylamine hydrochloride

sodium ethanolate
141-52-6

sodium ethanolate

hydroxylamine
7803-49-8

hydroxylamine

Conditions
ConditionsYield
In ethanol byproducts: NaCl; 1.5-2 h; washing with waterfree ethanol,filtering,crystn.,filtering at -18°C;40%
In ethanol byproducts: NaCl; outfreezing;
In ethanol byproducts: NaCl; reaction of suspn. of hydroxylammonium chloride with sodium ethoxide in abs. ethanol, NaCl pptn.; NaCl ppt. filtration off (glass filter);
nitrogen(II) oxide
10102-43-9

nitrogen(II) oxide

A

ammonia
7664-41-7

ammonia

B

hydroxylamine
7803-49-8

hydroxylamine

Conditions
ConditionsYield
In N,N-dimethyl-formamide Electrolysis; bulk electrolysis of soln. containing NO, with CoTSPc-modified glassy carbon electrode, in the presence of TEAP as electrolyte, pH = 4-7; not isolated;A 25%
B n/a
hydroxylamine hydrochloride
5470-11-1

hydroxylamine hydrochloride

sodium methylate
124-41-4

sodium methylate

hydroxylamine
7803-49-8

hydroxylamine

Conditions
ConditionsYield
In methanol byproducts: NaCl; filtering,distn. at reduced pressure;17%
hydrogenchloride
7647-01-0

hydrogenchloride

4-hydroxyimino-5-oxo-2-oxy-4,5-dihydro-1H-pyrazole-3-carbaldehyde-oxime

4-hydroxyimino-5-oxo-2-oxy-4,5-dihydro-1H-pyrazole-3-carbaldehyde-oxime

hydroxylamine
7803-49-8

hydroxylamine

hydrogenchloride
7647-01-0

hydrogenchloride

3-(β-hydroxyimino-3-methyl-phenethyl)-3H-benz[de]isochromen-1-one

3-(β-hydroxyimino-3-methyl-phenethyl)-3H-benz[de]isochromen-1-one

hydroxylamine
7803-49-8

hydroxylamine

hydrogenchloride
7647-01-0

hydrogenchloride

3,4-bis((hydroxyimino)methyl)-1,2,5-oxadiazole 2-oxide
153309-81-0

3,4-bis((hydroxyimino)methyl)-1,2,5-oxadiazole 2-oxide

hydroxylamine
7803-49-8

hydroxylamine

Conditions
ConditionsYield
α-isocyanilic acid;
hydrogenchloride
7647-01-0

hydrogenchloride

2-(hydroxyimino)-γ-butyrolactone
5400-68-0

2-(hydroxyimino)-γ-butyrolactone

A

hydroxylamine
7803-49-8

hydroxylamine

B

α-oxo-butyrolactone

α-oxo-butyrolactone

Conditions
ConditionsYield
higher-melting form;
hydrogenchloride
7647-01-0

hydrogenchloride

furan-2,4-dione-4-oxime

furan-2,4-dione-4-oxime

A

tetrahydrofuran-2,4-dione
4971-56-6

tetrahydrofuran-2,4-dione

B

hydroxylamine
7803-49-8

hydroxylamine

hydrogenchloride
7647-01-0

hydrogenchloride

4-hydroxyamino-pyridine-2,6-diol

4-hydroxyamino-pyridine-2,6-diol

A

piperidine-2,4,6-trione
5768-12-7

piperidine-2,4,6-trione

B

hydroxylamine
7803-49-8

hydroxylamine

hydrogenchloride
7647-01-0

hydrogenchloride

1,3-dimethylvioluric acid
5417-13-0

1,3-dimethylvioluric acid

A

1,3-dimethylalloxan
2757-85-9

1,3-dimethylalloxan

B

hydroxylamine
7803-49-8

hydroxylamine

hydrogenchloride
7647-01-0

hydrogenchloride

1-methyl-2-thioxo-imidazolidine-4,5-dione-4-oxime

1-methyl-2-thioxo-imidazolidine-4,5-dione-4-oxime

A

hydroxylamine
7803-49-8

hydroxylamine

B

1-methyl-2-thio-parabanic acid

1-methyl-2-thio-parabanic acid

hydrogenchloride
7647-01-0

hydrogenchloride

N-hydroxycamphorimide
98919-82-5

N-hydroxycamphorimide

A

D-(+)-camphoric acid
124-83-4

D-(+)-camphoric acid

B

hydroxylamine
7803-49-8

hydroxylamine

Conditions
ConditionsYield
at 140℃;
tris-benzonitrile oxide

tris-benzonitrile oxide

A

3,5-diphenyl-1,2,4-oxadiazole-4-oxide
20594-92-7

3,5-diphenyl-1,2,4-oxadiazole-4-oxide

B

hydroxylamine
7803-49-8

hydroxylamine

Conditions
ConditionsYield
With hydrogenchloride
6-methoxy-benzofuran-2,3-dione-2-oxime
60795-23-5

6-methoxy-benzofuran-2,3-dione-2-oxime

acid

acid

A

(2-hydroxy-4-methoxy-phenyl)-glyoxylic acid
120240-70-2

(2-hydroxy-4-methoxy-phenyl)-glyoxylic acid

B

hydroxylamine
7803-49-8

hydroxylamine

4,5-dichloro-2-hydroxy-isoindoline-1,3-dione
859952-63-9

4,5-dichloro-2-hydroxy-isoindoline-1,3-dione

diluted mineral acid

diluted mineral acid

A

3,4-dichloro-phthalic acid
56962-06-2

3,4-dichloro-phthalic acid

B

hydroxylamine
7803-49-8

hydroxylamine

pyrrole-2,5-dione monooxime
74230-05-0

pyrrole-2,5-dione monooxime

water
7732-18-5

water

acid

acid

A

ammonia
7664-41-7

ammonia

B

hydroxylamine
7803-49-8

hydroxylamine

hydrogenchloride
7647-01-0

hydrogenchloride

pyrrolo[3,4-c]pyridine-1,3-dione-1-oxime

pyrrolo[3,4-c]pyridine-1,3-dione-1-oxime

A

3,4-pyridinecarboxylic acid
490-11-9

3,4-pyridinecarboxylic acid

B

ammonia
7664-41-7

ammonia

C

hydroxylamine
7803-49-8

hydroxylamine

Conditions
ConditionsYield
at 150℃;
hydrogenchloride
7647-01-0

hydrogenchloride

Metafulminuric acid
42526-20-5

Metafulminuric acid

A

formic acid
64-18-6

formic acid

B

hydrogen cyanide
74-90-8

hydrogen cyanide

C

ammonia
7664-41-7

ammonia

D

hydroxylamine
7803-49-8

hydroxylamine

Metafulminuric acid
42526-20-5

Metafulminuric acid

sulfuric acid
7664-93-9

sulfuric acid

A

formic acid
64-18-6

formic acid

B

hydrogen cyanide
74-90-8

hydrogen cyanide

C

ammonia
7664-41-7

ammonia

D

hydroxylamine
7803-49-8

hydroxylamine

metafulminuric acid
188686-50-2

metafulminuric acid

hydrochloric acid /20percent/

hydrochloric acid /20percent/

A

formic acid
64-18-6

formic acid

B

carbonic-acid
463-79-6

carbonic-acid

C

ammonia
7664-41-7

ammonia

D

hydroxylamine
7803-49-8

hydroxylamine

hydrogenchloride
7647-01-0

hydrogenchloride

(E)-2H-chromen-2-one oxime

(E)-2H-chromen-2-one oxime

A

hydroxylamine
7803-49-8

hydroxylamine

B

coumarin
91-64-5

coumarin

hydroxylamine
7803-49-8

hydroxylamine

nitrogen
7727-37-9

nitrogen

Conditions
ConditionsYield
silver (I) ion In water catalytic oxydation in presence of AgCl at pH=7.2;;100%
silver (I) ion In water catalytic oxydation in presence of AgI at pH=12.7;;91%
silver (I) ion In water catalytic oxydation in presence of (Ag(S2O3)2)(3-) at pH=12.7;;89%
2-formylbenzene boronic acid
40138-16-7

2-formylbenzene boronic acid

hydroxylamine
7803-49-8

hydroxylamine

1-hydroxy-1H-2,3,1,-benzoxazaborine
17067-02-6

1-hydroxy-1H-2,3,1,-benzoxazaborine

Conditions
ConditionsYield
In not given according to Dewar, M. J. S.; Dougherty, R. C. J. Am. Chem. Soc. 1964, 86, 433-436;99%
formaldehyd
50-00-0

formaldehyd

hydroxylamine
7803-49-8

hydroxylamine

potassium carbonate
584-08-7

potassium carbonate

phenylboronic acid
98-80-6

phenylboronic acid

potassium 3-phenyl-2,4,10-trioxa-1,5,7-triaza-3-boratricyclo[3.3.1.1(3,7)]decan-3-uide

potassium 3-phenyl-2,4,10-trioxa-1,5,7-triaza-3-boratricyclo[3.3.1.1(3,7)]decan-3-uide

Conditions
ConditionsYield
Stage #1: formaldehyd; hydroxylamine; phenylboronic acid In methanol; water at 0 - 20℃; for 18.1667h;
Stage #2: potassium carbonate In methanol; water at 20℃; for 5h;
99%
formaldehyd
50-00-0

formaldehyd

dihydroxy-methyl-borane
13061-96-6

dihydroxy-methyl-borane

hydroxylamine
7803-49-8

hydroxylamine

potassium carbonate
584-08-7

potassium carbonate

potassium 3-methyl-2,4,10-trioxa-1,5,7-triaza-3-boratricyclo[3.3.1.1(3,7)]decan-3-uide

potassium 3-methyl-2,4,10-trioxa-1,5,7-triaza-3-boratricyclo[3.3.1.1(3,7)]decan-3-uide

Conditions
ConditionsYield
Stage #1: formaldehyd; dihydroxy-methyl-borane; hydroxylamine In methanol; water at 0 - 20℃; for 18.1667h;
Stage #2: potassium carbonate In methanol; water at 20℃; for 5h;
97%
O{AuP(C6H4CH3)3}3(1+)*BF4(1-) = O{AuP(C6H4CH3)3}3BF4

O{AuP(C6H4CH3)3}3(1+)*BF4(1-) = O{AuP(C6H4CH3)3}3BF4

hydroxylamine
7803-49-8

hydroxylamine

[(P(o-tolyl)3Au)3(μ-NOH)]BF4
259853-62-8

[(P(o-tolyl)3Au)3(μ-NOH)]BF4

Conditions
ConditionsYield
In dichloromethane (N2); for 10 min; pptd. (Et2O);93%
formaldehyd
50-00-0

formaldehyd

hydroxylamine
7803-49-8

hydroxylamine

3-pyridylboronic acid
1692-25-7

3-pyridylboronic acid

3-(pyridin-3-yl)-2,4,10-trioxa-1,5,7-triaza-3-boratricyclo-[3.3.1.1(3,7)]decan-1-ium-3-uide

3-(pyridin-3-yl)-2,4,10-trioxa-1,5,7-triaza-3-boratricyclo-[3.3.1.1(3,7)]decan-1-ium-3-uide

Conditions
ConditionsYield
In methanol; water at 0 - 20℃; for 18.1667h;92%
formaldehyd
50-00-0

formaldehyd

hydroxylamine
7803-49-8

hydroxylamine

potassium carbonate
584-08-7

potassium carbonate

3-pyridylboronic acid
1692-25-7

3-pyridylboronic acid

potassium 3-(pyridin-3-yl)-2,4,10-trioxa-1,5,7-triaza-3-boratricyclo[3.3.1.1(3,7)]decan-3-uide hydrate

potassium 3-(pyridin-3-yl)-2,4,10-trioxa-1,5,7-triaza-3-boratricyclo[3.3.1.1(3,7)]decan-3-uide hydrate

Conditions
ConditionsYield
Stage #1: formaldehyd; hydroxylamine; 3-pyridylboronic acid In methanol; water at 0 - 20℃; for 18.1667h;
Stage #2: potassium carbonate In methanol; water at 20℃; for 5h;
92%
glyoxylic acid ethyl ester
924-44-7

glyoxylic acid ethyl ester

hydroxylamine
7803-49-8

hydroxylamine

ethyl 2-(hydroxyimino)acetate
31767-14-3, 31767-15-4, 37858-07-4

ethyl 2-(hydroxyimino)acetate

Conditions
ConditionsYield
In toluene at 20℃; for 2h; Molecular sieve;90%
[(IrCl(μ-SC6H3MeCH2)(PPh3))2(μ-XySSXy)]*2CH2Cl2

[(IrCl(μ-SC6H3MeCH2)(PPh3))2(μ-XySSXy)]*2CH2Cl2

hydroxylamine
7803-49-8

hydroxylamine

[Ir(μ-SC6H3MeCH2)Cl(PPh3)(NH2OH)]2

[Ir(μ-SC6H3MeCH2)Cl(PPh3)(NH2OH)]2

Conditions
ConditionsYield
In dichloromethane; water under N2 atm. to soln. Ir complex in CH2Cl2 was added aq. hydroxylamine and stirred at room temp. for 2 h; soln. was evapd. to dryness in vacuo, residue was recrystd. from CH2Cl2-Et2O and dried; elem. anal.;90%
hydroxylamine
7803-49-8

hydroxylamine

malononitrile
109-77-3

malononitrile

4-amino-N-hydroxy-furazan-3-carboxamidine
13490-32-9

4-amino-N-hydroxy-furazan-3-carboxamidine

Conditions
ConditionsYield
Stage #1: malononitrile With hydrogenchloride; sodium nitrite In water Cooling with ice;
Stage #2: hydroxylamine In water Reflux;
90%
2-acetyl benzo[b]thiophene
22720-75-8

2-acetyl benzo[b]thiophene

hydroxylamine
7803-49-8

hydroxylamine

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
Stage #1: hydroxylamine; methyl carbamate With sodium hydroxide In water at 5 - 30℃;
Stage #2: 2-acetyl benzo[b]thiophene With methanol; sodium tetrahydroborate In tetrahydrofuran; water at 10 - 40℃;
Stage #3: With hydrogenchloride; acetic acid at 40 - 45℃; for 3h;
88%
1-(2-chloroisonicotinyl)-1,3-butanedione
1101064-65-6

1-(2-chloroisonicotinyl)-1,3-butanedione

(3-methylphenyl)hydrazine hydrochloride
637-04-7

(3-methylphenyl)hydrazine hydrochloride

hydroxylamine
7803-49-8

hydroxylamine

2-chloro-4-[1-(3-methylphenyl)-3-methyl-1H-pyrazol-5-yl]pyridine
250263-25-3

2-chloro-4-[1-(3-methylphenyl)-3-methyl-1H-pyrazol-5-yl]pyridine

Conditions
ConditionsYield
In ethanol87%
hydroxylamine
7803-49-8

hydroxylamine

A

nitrogen
7727-37-9

nitrogen

B

dinitrogen monoxide
10024-97-2

dinitrogen monoxide

Conditions
ConditionsYield
With Hg2(NO3)2 In not given byproducts: Hg; addn. of 0.04 M NH2OH to 0.005 M Hg2(NO3)2 soln. buffered with acetate at 20°C, autocatalysis of reaction by Hg;;A 13%
B 87%
With Hg2(NO3)2; silver In not given byproducts: Hg; addn. of 0.04 M NH2OH to 0.005 M Hg2(NO3)2 soln. buffered with acetate at 20°C, autocatalysis of reaction by Hg, further catalysis by addn. of collodial Ag soln.;;A 63%
B 34%
With oxygen In not given byproducts: water; Electrolysis; N2O formed on cathode, N2 formed on anode;
1-(benzothiazol-2-yl)-3-(N,N-dimethylamino)-2-(phenylsulfonyl)prop-2-en-1-one

1-(benzothiazol-2-yl)-3-(N,N-dimethylamino)-2-(phenylsulfonyl)prop-2-en-1-one

hydroxylamine
7803-49-8

hydroxylamine

3-(benzothiazol-2-yl)-4-(phenylsulfonyl)isoxazole

3-(benzothiazol-2-yl)-4-(phenylsulfonyl)isoxazole

Conditions
ConditionsYield
With ammonium acetate In ethanol at 100℃; under 12901.3 Torr; for 0.25h; Temperature; Microwave irradiation;87%
formaldehyd
50-00-0

formaldehyd

hydroxylamine
7803-49-8

hydroxylamine

boric acid
11113-50-1

boric acid

potassium carbonate
584-08-7

potassium carbonate

potassium 3-hydroxy-2,4,10-trioxa-1,5,7-triaza-3-boratricyclo[3.3.1.1(3,7)]decan-3-uide

potassium 3-hydroxy-2,4,10-trioxa-1,5,7-triaza-3-boratricyclo[3.3.1.1(3,7)]decan-3-uide

Conditions
ConditionsYield
Stage #1: formaldehyd; hydroxylamine; boric acid In water at 0 - 20℃; for 18.1667h;
Stage #2: potassium carbonate In methanol; water at 20℃; for 5h;
86%
dichloromethane
75-09-2

dichloromethane

[Ru(CO)(OSO2CF3)((C2H5)2NCS2)(P(C6H5)3)2]
261001-82-5

[Ru(CO)(OSO2CF3)((C2H5)2NCS2)(P(C6H5)3)2]

hydroxylamine
7803-49-8

hydroxylamine

[Ru(CO)(NH2OH)((C6H5)3P)2((C2H5)2NCS2)](1+)*(OSO2CF3)(1-)*CH2Cl2=[Ru(CO)(NH2OH)((C6H5)3P)2((C2H5)2NCS2)](OSO2CF3)*CH2Cl2

[Ru(CO)(NH2OH)((C6H5)3P)2((C2H5)2NCS2)](1+)*(OSO2CF3)(1-)*CH2Cl2=[Ru(CO)(NH2OH)((C6H5)3P)2((C2H5)2NCS2)](OSO2CF3)*CH2Cl2

Conditions
ConditionsYield
In dichloromethane (N2); all manipulations were carried out using Schlenk techniques; addn. of 1 equiv. of hydroxylamine to soln. of (Ru(CO)(OTf)(Et2NCS2)(PPh3))in CH2Cl2, stirring at room temp. for 2 h; removal of solvent, recrystn. from CH2Cl2-hexane; elem. anal.;85%
mer,trans-Re(η1-OSO2CF3)(CO)3(PPh3)2
136921-71-6, 186672-59-3

mer,trans-Re(η1-OSO2CF3)(CO)3(PPh3)2

hydroxylamine
7803-49-8

hydroxylamine

[mer,trans-Re-(CO)3(NH2OH)(PPh3)2][SO3CF3]
201141-14-2

[mer,trans-Re-(CO)3(NH2OH)(PPh3)2][SO3CF3]

Conditions
ConditionsYield
In dichloromethane elem. anal.;85%
(hydrotris(3,5-dimeth-ylpyrazolyl)borate)Ir(η4-CH2=C(CH3)CH=CH2)

(hydrotris(3,5-dimeth-ylpyrazolyl)borate)Ir(η4-CH2=C(CH3)CH=CH2)

hydroxylamine
7803-49-8

hydroxylamine

C20H31BIrN7

C20H31BIrN7

Conditions
ConditionsYield
In tetrahydrofuran; water at 120℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;85%
[1-acetyl-1'-(2-aminopyrimidin-4-yl)]ferrocene
1309386-08-0

[1-acetyl-1'-(2-aminopyrimidin-4-yl)]ferrocene

hydroxylamine
7803-49-8

hydroxylamine

(C5H4C(CH3)NOH)Fe(C5H4C4H2N2(NH2))
1309386-18-2

(C5H4C(CH3)NOH)Fe(C5H4C4H2N2(NH2))

Conditions
ConditionsYield
In ethanol; water to soln. of Fe complex in EtOH was added aq. soln. of hydroxylamine; mixt. was refluxed for 4 h with stirring; mixed with H2O; solvent removed (vac.); residue dissolved in water; extd. (ethyl acetate); org. layer washed (H2O); dried (anhyd. Na2SO4); concd.; subjected to chromy. (benzene-CHCl3. (2:1) as eluent); elem. anal.;84%
1-(1-methyl-1H-benzimidazol-2-yl)-3-(N,N-dimethylamino)-2-(phenylsulfonyl)prop-2-en-1-one

1-(1-methyl-1H-benzimidazol-2-yl)-3-(N,N-dimethylamino)-2-(phenylsulfonyl)prop-2-en-1-one

hydroxylamine
7803-49-8

hydroxylamine

3-(1-methyl-1H-benzimidazol-2-yl)-4-(phenylsulfonyl)isoxazole

3-(1-methyl-1H-benzimidazol-2-yl)-4-(phenylsulfonyl)isoxazole

Conditions
ConditionsYield
With ammonium acetate In ethanol at 100℃; under 12901.3 Torr; for 0.25h; Temperature; Microwave irradiation;84%
iron(III)octaethylporphyrin chloride
28755-93-3

iron(III)octaethylporphyrin chloride

hydroxylamine
7803-49-8

hydroxylamine

octaethylporphyrin iron(II) nitrosyl
55917-58-3

octaethylporphyrin iron(II) nitrosyl

Conditions
ConditionsYield
In methanol; dichloromethane at 20℃; for 0.5h; Schlenk technique;84%
In methanol; dichloromethane at 20℃; for 0.5h; Inert atmosphere;83%
furfural
98-01-1

furfural

nickel(II)

nickel(II)

hydroxylamine
7803-49-8

hydroxylamine

Ni(C4H3OCHNO)2
36501-90-3, 60351-84-0

Ni(C4H3OCHNO)2

Conditions
ConditionsYield
In ethanol Electrolysis; anodic dissolution of nickel electrodes, supporting salt: Et4NBr; evapn. of most of the solvent, filtered off, washed with CHCl3, dried under vac.;82%

Hydroxylamine Chemical Properties

Chemistry informtion about Hydroxylamine (CAS NO.7803-49-8) is:
IUPAC Name: Hydroxylamine
Synonyms: Hydroxylamine,Freebase ; Hydroxylaminefree-Base ; Nh2oh ; Oxammonium ; Oxyammonia ; Fh-50 ; Fh-50tm ; Hydroxylamine
MF: H3NO
MW: 33.03
EINECS: 232-259-2
Melting Point: 7°C
Density: 1.111 g/cm3
Boiling Point: 56.5 °C at 760 mmHg
Vapour Pressure: 179 mmHg at 25°C
Enthalpy of Vaporization: 34.9 kJ/mo
Refractive Index: n20/D 1.393
Merck: 13,4853
Stability: Stable. Incompatible with oxidizing agents, potassium dichromate, chromium trioxide, zinc, calcium, copper, sodium, ammonia, carbonyls, phosphorus halides, pyridine, hypochlorites.
Following is the molecular structure of  Hydroxylamine (CAS NO.7803-49-8) is:

Hydroxylamine Uses

 Hydroxylamine (CAS NO.7803-49-8) and its salts are commonly used as reducing agents in a myriad of organic and inorganic reactions. They can also act as antioxidants for fatty acids. Some non-chemical uses include removal of hair from animal hides and photography developing solutions. It can also be used to highly selectively cleave asparaginyl-glycine peptide bonds in peptides and proteins. It also bonds to and permanently disables (poisons) heme-containing enzymes. It is used as an irreversible inhibitor of the oxygen-evolving complex of photosynthesis on account of its similar structure to water.

Hydroxylamine Production

 NH2OH can be synthesized via several routes.
The first route is via Raschig synthesis: aqueous ammonium nitrite is reduced by HSO4 and SO2 at 0°C to yield a hydroxylamido-N,N-disulfate anion:
NH4NO2 + 2 SO2 + NH3 + H2O → 2 NH4+ + N(OH)(OSO2)22
This anion is then hydrolyzed to give (NH3OH)2SO4:
N(OH)(OSO2)22+ H2O → NH(OH)(OSO2)− + HSO4
2 NH(OH)(OSO2)− + 2 H2O → (NH3OH)2SO4
Solid NH2OH can be collected by treatment with liquid ammonia. Ammonium sulfate, (NH4)2SO4, a side-product insoluble in liquid ammonia, is removed by filtration; the liquid ammonia is evaporated to give the desired product.Another route is to make hydroxylammonium salts which can then be converted to hydroxylamine.
(NH3OH)Cl + NaOBu → NH2OH + NaCl + BuOH
Hydroxylamine can also be produced by the reduction of nitrous acid or potassium nitrate with bisulfite:
HNO2 + 2 HSO3 → N(OH)(OSO2)22+ H2O → NH(OH)(OSO2) + HSO4
NH(OH)(OSO2) + H3O+ (100 °C/1 h) → NH3(OH)+ + HSO4

Hydroxylamine Toxicity Data With Reference

1.    

mmo-omi 1 mg/L

    MUREAV    Mutation Research. 74 (1980),113.
2.    

slt-dmg-unr 45 mmol/L/48H

    MUREAV    Mutation Research. 120 (1983),233.
3.    

dni-hmn:hla 10 mmol/L

    MUREAV    Mutation Research. 93 (1982),447.
4.    

sce-ham:lng 5 mmol/L

    HUGEDQ    Human Genetics. 54 (1980),155.
5.    

ipr-rat LD50:59 mg/kg

    CNREA8    Cancer Research. 26 (1966),1448.
6.    

scu-rat LD50:29 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 119 (1957),444.
7.    

ipr-mus LD50:60 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 165 (1969),30.

Hydroxylamine Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Hydroxylamine Safety Profile

A poison by intraperitoneal and subcutaneous routes. A corrosive irritant to the eyes, skin, and mucous membranes. Locally it is irritating, and systemically it can cause methemoglobinemia. Human mutation data reported. Dangerous fire hazard when exposed to heat, flame, and oxidizers. May ignite spontaneously in air if a large surface area is exposed (e.g., precipitate on paper). Explodes in air when heated above 70°C. Explosive reaction with potassium dichromate, chromium trioxide, powdered zinc + heat. Forms the heat-sensitive explosive bis(hydroxylamide) in reaction with zinc or calcium. Ignites on contact with copper(II) sulfate, metals (e.g., sodium), oxidants (e.g., barium peroxide, barium oxide, lead dioxide, potassium permanganate, chlorine), phosphorus chlorides (e.g., phosphorus trichloride, phosphorus pentachloride). Incompatible with carbonyls, pyridine. Vigorous reaction with hypochlorites. When heated to decomposition it emits toxic fumes of NOx. See also AMINES.
Hazard Codes:
Xn: Harmful 
N: Dangerous for the environment
Risk Statements:
R5: Heating may cause an explosion. 
R22: Harmful if swallowed.
R37/38: Irritating to respiratory system and skin.
R41: Risk of serious damage to the eyes.
R43: May cause sensitization by skin contact.
R48/22: Harmful: danger of serious damage to health by prolonged exposure if swallowed. 
R50: Very toxic to aquatic organisms.
Safety Statements:
S23: Do not breathe vapour. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S47: Keep at temperature not exceeding...
S61: Avoid release to the environment. Refer to special instructions / safety data sheets. 
S22: Do not breathe dust.
RIDADR: UN 3082 9/PG 3
WGK Germany: 3
F:
F 4.8: Do not heat over 80°C.
HazardClass: 8
PackingGroup: II

Hydroxylamine Specification

General description about Hydroxylamine (CAS NO.7803-49-8) ,it is a odorless white crystalline solid. Sinks and mixes with water.
Air & Water Reactions: Decomposes rapidly at room temperature or when dissolved in hot water by internal oxidation-reduction. Reacts with water or steam to produce heat and corrosive liquids.
Reactivity Profile: It is a white solid, thermally unstable, decomposes rapidly at room temperature or when dissolved in hot water by internal oxidation-reduction. It should be stored below 10° C [Bailar, 1973, vol. 2, p. 272]. Explosive reaction with strong oxidizers (chromium trioxide, potassium dichromate) or powdered zinc upon heat. Reaction with zinc or calcium produces explosive bishydroxylamides. It ignites on contact with cupric sulfate, alkali metals (sodium, potassium), oxidants (e.g., barium oxide, barium peroxide, lead dioxide, potassium permanganate, chlorine), phosphorus trichloride and pentachloride. It reacts vigorously with hypochlorites, pyridine, carbonyls [Sax, 9th ed., 1996, p. 1875]. On contact with organic materials in thin layer (e.g., crystals on filter paper), it may ignite spontaneously in air. It explodes when heated above 70° C [Brauer, 1963, vol. 1, p. 502]. During a distillation process, an explosion occurred. Potassium hydroxide is thought to be involved in the explosion. Employees in the plant complained of chest pains and suffered chemical burns. Five people were killed by the explosion.
Health Hazard: Inhalation: Moderately toxic by inhalation and oral routes with the following symptoms possible: headache, vertigo, tinnitus, dyspnea, nausea and vomiting, cyanosis, proteinuria and hematuria, jaundice, restlessness, and convulsion. Methemoglobinemia has been reported. Eyes: Corrosive - highly irritating. Skin: Irritating or corrosive to skin. Ingestion: Moderately toxic by inhalation and oral routes with the following symptoms possible; headache, vertigo, tinnitus, dyspnea, nausea and vomiting, cyanosis, proteinuria and hematuria, jaundice, restlessness, and convulsion. Methemoglobinemia has been reported.

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View