O-(4-Nitrophenyl)hydroxylamine supplier

Name
p-Nitrophenoxyamine
EINECS 608-888-7
CAS No. 33543-55-4
Article Data18
CAS DataBase
Density 1.371 g/cm³
Solubility
Melting Point 126-127℃
Formula C₆H₆N₂O₃
Boiling Point 313.246 °C at 760 mmHg
Molecular Weight 154.125
Flash Point 143.246 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Hydroxylamine,O-(p-nitrophenyl)- (8CI);O-(4-Nitrophenyl)hydroxylamine;O-(p-Nitrophenyl)hydroxylamine;p-Nitrophenoxyamine;
PSA 81.07000
LogP 2.07080

Synthetic route

: 83077-00-3
ethyl O-(4-nitrophenyl)acetohydroxamate

: 33543-55-4
p-nitrophenoxyamine

Conditions

Conditions	Yield
Stage #1: ethyl O-(4-nitrophenyl)acetohydroxamate With hydrogenchloride; water at 25 - 32℃; for 1h; Stage #2: With sodium hydroxide In water at 33℃; Product distribution / selectivity;	99.9%
Stage #1: ethyl O-(4-nitrophenyl)acetohydroxamate With hydrogenchloride; water at 25 - 32℃; for 1.83333h; Stage #2: With sodium hydroxide In water at 33℃;	99.9%
Stage #1: ethyl O-(4-nitrophenyl)acetohydroxamate With hydrogenchloride; water In acetonitrile at 25 - 30℃; for 2h; Stage #2: With sodium hydroxide In water; acetonitrile	94%

: 100-02-7
4-nitro-phenol

: 344266-15-5
O-(p-nitrophenyl)benzohydroximoyl chloride

A: 33543-55-4
p-nitrophenoxyamine

B: 959-22-8
p-nitrophenylbenzoate

Conditions

Conditions	Yield
With antimonypentachloride In benzene at 180℃; for 5h;	A 73% B 80 % Chromat.

...Expand

: N-(4'-nitrophenyloxy)-5-norborene-2,3-dicarboximide

: 33543-55-4
p-nitrophenoxyamine

Conditions

Conditions	Yield
With hydrazine hydrate In dichloromethane Substitution; Heating;	72%

: C11H11F3N2O4

: 33543-55-4
p-nitrophenoxyamine

Conditions

Conditions	Yield
With hydrogenchloride; water at 20℃; for 2.83333h; Sonication;	72%

: 100-02-7
4-nitro-phenol

: 33543-55-4
p-nitrophenoxyamine

Conditions

Conditions	Yield
Stage #1: 4-nitro-phenol With potassium tert-butylate In methanol Stage #2: With mesitylenesulfonylhydroxylamine In N,N-dimethyl-formamide at 0℃; for 0.5h;	57%
Stage #1: 4-nitro-phenol With sodium methylate In methanol at 20℃; for 0.5h; Inert atmosphere; Stage #2: With mesitylenesulfonylhydroxylamine In dichloromethane at 0℃; for 1h; Inert atmosphere; Cooling with ice;

: 350-46-9
4-Fluoronitrobenzene

: 33543-55-4
p-nitrophenoxyamine

Conditions

Conditions	Yield
Stage #1: 4-Fluoronitrobenzene With tert-Butyl N-hydroxycarbamate; potassium hydroxide In ethanol at 23 - 60℃; for 72h; Inert atmosphere; Stage #2: With trifluoroacetic acid In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran at 23℃;	52%
Multi-step reaction with 2 steps 1: 92 percent / K2CO3 / dimethylformamide / 50 °C 2: 72 percent / hydazine monohydrate / CH2Cl2 / Heating View Scheme
Multi-step reaction with 2 steps 1: 53 percent / potassium hydroxide / ethanol / 6 h / Ambient temperature 2: 41 percent / trifluoromethanesulfonic acid / dioxane; H2O / 4 h / Ambient temperature View Scheme

: 83077-00-3
ethyl O-(4-nitrophenyl)acetohydroxamate

A: 100-02-7
4-nitro-phenol

B: 33543-55-4
p-nitrophenoxyamine

Conditions

Conditions	Yield
With hydrogenchloride; water at 20℃; for 2.33333h; Sonication;	A n/a B 50%

: N-(4-nitrophenoxy)pyridinium tetrafluoroborate

A: 100-02-7
4-nitro-phenol

B: 33543-55-4
p-nitrophenoxyamine

C: 959-22-8
p-nitrophenylbenzoate

D: 891-43-0
5-nitro-2-phenylbenzo[d]oxazole

Conditions

Conditions	Yield
With benzonitrile at 180℃; for 72h;	A 26.5% B n/a C 13% D 35%

...Expand

: N-(4-nitrophenoxy)pyridinium tetrafluoroborate

: 100-47-0
benzonitrile

A: 100-02-7
4-nitro-phenol

B: 33543-55-4
p-nitrophenoxyamine

C: 959-22-8
p-nitrophenylbenzoate

D: 891-43-0
5-nitro-2-phenylbenzo[d]oxazole

Conditions

Conditions	Yield
at 180℃; for 72h; Further byproducts given;	A 26.5% B n/a C 13% D 35%

...Expand

: N-(4-nitrophenoxy)pyridinium tetrafluoroborate

: 100-47-0
benzonitrile

A: 33543-55-4
p-nitrophenoxyamine

B: 959-22-8
p-nitrophenylbenzoate

C: 891-43-0
5-nitro-2-phenylbenzo[d]oxazole

D: 55-21-0
benzamide

Conditions

Conditions	Yield
at 180℃; for 72h; Further byproducts given;	A n/a B 13% C 35% D 0.032 g

...Expand

: 33543-54-3
N-Boc-O-(4-nitrophenyl)hydroxylamine

: 33543-55-4
p-nitrophenoxyamine

Conditions

Conditions	Yield
With trifluoroacetic acid
With trifluoroacetic acid In dichloromethane

: 344266-15-5
O-(p-nitrophenyl)benzohydroximoyl chloride

A: 33543-55-4
p-nitrophenoxyamine

B: 959-22-8
p-nitrophenylbenzoate

Conditions

Conditions	Yield
With 4-nitro-phenol; antimonypentachloride In benzene at 180℃; for 5h;	A 73 % Chromat. B 80 % Chromat.

: 41828-26-6
p-nitrophenyl benzohydroxamate

: 33543-55-4
p-nitrophenoxyamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: SOCl2 / 3 h / Heating 2: 73 percent Chromat. / p-nitrophenol, SbCl5 / benzene / 5 h / 180 °C View Scheme

: 100-66-3
methoxybenzene

(+-)-<4-methoxy-phenyl>-succinic acid-anhydride: (+-)-<4-methoxy-phenyl>-succinic acid-anhydride

: 33543-55-4
p-nitrophenoxyamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 25.4 percent / 5 h / 180 °C 2: 73 percent / SbCl5 / benzene / 5 h / 180 °C View Scheme

: 100-00-5
4-chlorobenzonitrile

: 33543-55-4
p-nitrophenoxyamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 65 percent / t-BuOK / dimethylformamide / 0.5 h / 0 °C 2: 70 percent / HClO4 / H2O / 2 h / 0 °C View Scheme
Multi-step reaction with 3 steps 1: potassium hydroxide / N,N-dimethyl-formamide / 24 h / 10 - 20 °C 2: hydrogenchloride / acetonitrile; water / 2 h / 20 °C 3: sodium hydroxide / water; dichloromethane View Scheme

: 100-00-5
4-chlorobenzonitrile

A: 100-02-7
4-nitro-phenol

B: 33543-55-4
p-nitrophenoxyamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / N,N-dimethyl-formamide / 30 - 42 °C / Sonication 2: hydrogenchloride; water / 2.33 h / 20 °C / Sonication View Scheme

: 118-83-2
5-chloro-2-nitrotrifluoromethylbenzene

: 33543-55-4
p-nitrophenoxyamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / N,N-dimethyl-formamide / 1.5 h / 30 °C / Sonication 2: hydrogenchloride; water / 2.83 h / 20 °C / Sonication View Scheme

: C15H12N2O5

: 33543-55-4
p-nitrophenoxyamine

Conditions

Conditions	Yield
With methanol; hydrazine hydrate In chloroform at 20℃;

: O-(4-nitrophenyl)hydroxylamine hydrochloride

: 33543-55-4
p-nitrophenoxyamine

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane; water	45.5 g

: 33543-55-4
p-nitrophenoxyamine

: 67-64-1
acetone

: 13680-03-0
propan-2-one O-(4-nitrophenyl)oxime

Conditions

Conditions	Yield
With trifluoroacetic acid In ethanol at 20℃;	100%

: 33543-55-4
p-nitrophenoxyamine

: 98-86-2
acetophenone

: 16237-47-1
1-phenylethan-1-one O-(4-nitrophenyl) oxime

Conditions

Conditions	Yield
With trifluoroacetic acid In ethanol at 20℃;	100%

: 33543-55-4
p-nitrophenoxyamine

: 148992-43-2
1-ethoxy-2,2-difluoroethanol

: C8H6F2N2O3

Conditions

Conditions	Yield
at 50℃; for 24h; Sealed tube; Acidic conditions;	93%

: 33543-55-4
p-nitrophenoxyamine

: 100-52-7
benzaldehyde

: 75735-30-7
(E)-benzaldehyde O-(4-nitrophenyl)oxime

Conditions

Conditions	Yield
In ethanol at 20℃;	90%
With hydrogenchloride In ethanol Heating;

: 1137261-89-2
1-(4-hydroxy-phenyl)-heptane-1,3-dione

: 33543-55-4
p-nitrophenoxyamine

: 1137261-95-0
1-(4-hydroxyphenyl)heptane-1,3-dione-3-[O-(4-nitrophenyl)oxime]

Conditions

Conditions	Yield
With acetic acid at 20℃; for 3h; Product distribution / selectivity;	88%

: 1137261-89-2
1-(4-hydroxy-phenyl)-heptane-1,3-dione

: 33543-55-4
p-nitrophenoxyamine

: 1253293-38-7
1-(4-hydroxy-phenyl)-heptane-1,3-dione 3-[O-(4-nitro-phenyl)-oxime]

Conditions

Conditions	Yield
In acetic acid at 20℃; for 3h; Product distribution / selectivity;	88%
With acetic acid at 20℃; Industry scale;	88%
With acetic acid In dichloromethane at 20℃; for 16h; Product distribution / selectivity;	85%
With acetic acid In water at 0℃; for 0.25h; Product distribution / selectivity;
In dichloromethane at 20℃; for 16h; Product distribution / selectivity;

: 1137261-89-2
1-(4-hydroxy-phenyl)-heptane-1,3-dione

: 33543-55-4
p-nitrophenoxyamine

: 141645-16-1
2-n-butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran

Conditions

Conditions	Yield
With acetic acid at 70 - 100℃; for 25h; Product distribution / selectivity;	80%
In acetic acid at 70 - 100℃; for 25h; Product distribution / selectivity;	80%
With acetic acid at 70 - 100℃; for 17h; Product distribution / selectivity;	80%
With hydrogen bromide; acetic acid at 20℃; for 1h;

: 528-75-6
2,4-dinitrobenzaldehyde

: 33543-55-4
p-nitrophenoxyamine

: (E)-O-p-nitrophenyl-2,4-dinitrobenzaldoxime

Conditions

Conditions	Yield
With hydrogenchloride Condensation;	70%
With hydrogenchloride In water	68%

: 1137261-90-5
1-(4-methoxyphenyl)-1,3-heptanedione

: 33543-55-4
p-nitrophenoxyamine

: 141627-42-1
(2-butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone

Conditions

Conditions	Yield
With acetic acid at 70 - 100℃; for 17h;	70%
With acetic acid at 70 - 100℃; for 17h; Product distribution / selectivity;	70%

: 606-34-8
2,4,6-trinitrobenzaldehyde

: 33543-55-4
p-nitrophenoxyamine

: 1334065-25-6
C13H7N5O9

Conditions

Conditions	Yield
With hydrogenchloride	68%

: 421-53-4
2,2,2-trifluoro-1,1-ethanediol

: 33543-55-4
p-nitrophenoxyamine

: C8H5F3N2O3

Conditions

Conditions	Yield
at 60℃; for 24h; Sealed tube; Acidic conditions;	67%

: 351367-87-8
1-cyclopropyl-6,7-difluoro-8-methoxyquinazoline-2,4(1H,3H)-dione

: 33543-55-4
p-nitrophenoxyamine

A: 351368-41-7
3-amino-1-cyclopropyl-6,7-difluoro-8-methoxy-1H-quinazoline-2,4-dione

B: C18H15FN4O6

Conditions

Conditions	Yield
Stage #1: 1-cyclopropyl-6,7-difluoro-8-methoxyquinazoline-2,4(1H,3H)-dione With sodium hydride In 1,4-dioxane; N,N-dimethyl-formamide; mineral oil at 2 - 72℃; Stage #2: p-nitrophenoxyamine In 1,4-dioxane; N,N-dimethyl-formamide; mineral oil at 72℃; for 20h; Reagent/catalyst; Temperature; Time;	A 65% B n/a

...Expand

: 1137261-88-1
1-(4-benzyloxyphenyl)-heptane-1,3-dione

: 33543-55-4
p-nitrophenoxyamine

: 141645-16-1
2-n-butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran

Conditions

Conditions	Yield
With hydrogen bromide; acetic acid at 20℃; for 6h; Product distribution / selectivity;	59%

: 351367-87-8
1-cyclopropyl-6,7-difluoro-8-methoxyquinazoline-2,4(1H,3H)-dione

: 33543-55-4
p-nitrophenoxyamine

: 351368-41-7
3-amino-1-cyclopropyl-6,7-difluoro-8-methoxy-1H-quinazoline-2,4-dione

Conditions

Conditions	Yield
With potassium carbonate In 1,4-dioxane; N,N-dimethyl-formamide at 70 - 72℃; for 20h;	57%

: 937-58-6, 20047-19-2, 770-36-5
(3E)-4-phenyl-3-buten-1-ol

: 33543-55-4
p-nitrophenoxyamine

: (2R*,3S*)-2-phenyltetrahydrofuran-3-amine

Conditions

Conditions	Yield
Stage #1: (3E)-4-phenyl-3-buten-1-ol; p-nitrophenoxyamine In 2,2,2-trifluoroethanol for 0.25h; Inert atmosphere; Stage #2: With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In 2,2,2-trifluoroethanol at 20 - 65℃; for 76.5h; Inert atmosphere;	55%

: 33543-55-4
p-nitrophenoxyamine

: 100-66-3
methoxybenzene

A: 100-02-7
4-nitro-phenol

B: 90-04-0
2-methoxy-phenylamine

C: 104-94-9
4-methoxy-aniline

Conditions

Conditions	Yield
trifluoroacetic acid at 35 - 40℃; for 20h; Mechanism;	A 49% B 2.5% C 2.5%

...Expand

: 33543-55-4
p-nitrophenoxyamine

: potassium N-nitro-O-(4-nitrophenyl)hydroxylaminide

Conditions

Conditions	Yield
With potassium nitrite; iodosylbenzene In methanol at 0℃; for 0.166667h;	41%

: 487-89-8
Indole-3-carboxaldehyde

: 33543-55-4
p-nitrophenoxyamine

: 1H-indole-3-carbaldehyde O-(4-nitrophenyl)oxime

Conditions

Conditions	Yield
In ethanol at 20℃;	40%

: 33543-55-4
p-nitrophenoxyamine

: 104-88-1
4-chlorobenzaldehyde

: 38100-36-6
O-(4-Nitrophenyl)-4-chlorbenzaldoxim

O-(4-Nitrophenyl)hydroxylamine Specification

The O-(4-Nitrophenyl)hydroxylamine, with the CAS registry number 33543-55-4, is also known as 1-(Aminooxy)-4-nitrobenzene. This chemical's molecular formula is C₆H₆N₂O₃ and molecular weight is 154.124. Its systematic name is called O-(4-nitrophenyl)hydroxylamine.

Physical properties of O-(4-Nitrophenyl)hydroxylamine: (1)ACD/LogP: 1.27; (2)ACD/LogD (pH 5.5): 2; (3)ACD/LogD (pH 7.4): 2; (4)ACD/BCF (pH 5.5): 12; (5)ACD/BCF (pH 7.4): 12; (6)ACD/KOC (pH 5.5): 201; (7)ACD/KOC (pH 7.4): 201; (8)#H bond acceptors: 5; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 3; (11)Index of Refraction: 1.598; (12)Molar Refractivity: 38.379 cm³; (13)Molar Volume: 112.448 cm³; (14)Surface Tension: 56.782 dyne/cm; (15)Density: 1.371 g/cm³; (16)Flash Point: 143.246 °C; (17)Enthalpy of Vaporization: 55.431 kJ/mol; (18)Boiling Point: 313.246 °C at 760 mmHg; (19)Vapour Pressure: 0.001 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: NOc1ccc(cc1)N(=O)=O
(2)InChI: InChI=1/C6H6N2O3/c7-11-6-3-1-5(2-4-6)8(9)10/h1-4H,7H2
(3)InChIKey: OOHKBWPOLBTKMR-UHFFFAOYAY

Product Name

p-Nitrophenoxyamine

Synthetic route

O-(4-Nitrophenyl)hydroxylamine Specification

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