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2-Nitro-N-hydroxyethyl aniline

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Name

2-Nitro-N-hydroxyethyl aniline

EINECS 225-555-8
CAS No. 4926-55-0 Density 1.352 g/cm3
PSA 78.08000 LogP 1.59520
Solubility 1.85g/L at 20℃ Melting Point 71-73 °C
Formula C8H10N2O3 Boiling Point 376.6 °C at 760 mmHg
Molecular Weight 182.179 Flash Point 181.6 °C
Transport Information N/A Appearance Orange crystal powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 4926-55-0 (2-Nitro-N-hydroxyethyl aniline) Hazard Symbols IrritantXi
Synonyms

Ethanol,2-(o-nitroanilino)- (6CI,7CI,8CI);2-[(2-Nitrophenyl)amino]ethanol;HC Yellow2;Ethanol,2-[(2-nitrophenyl)amino]-;N-(2-Hydroxyethyl)-2-nitroaniline;N-(2-Hydroxyethyl)-o-nitroaniline;o-Nitro-N-(2-hydroxyethyl)aniline;

Article Data 48

2-Nitro-N-hydroxyethyl aniline Synthetic route

141-43-5

ethanolamine

1493-27-2

ortho-nitrofluorobenzene

4926-55-0

2-[(2-nitrophenyl)amino]ethanol

Conditions
ConditionsYield
With potassium carbonate In ethanol for 5h; Reflux;99%
In dimethyl sulfoxide for 1h; Ambient temperature;98%
With potassium carbonate In butan-1-ol Reflux;98%
141-43-5

ethanolamine

88-73-3

2-Chloronitrobenzene

4926-55-0

2-[(2-nitrophenyl)amino]ethanol

Conditions
ConditionsYield
at 100℃; for 3h; Substitution;95.2%
2002-24-6

2-amino-ethanol hydrochloride

1493-27-2

ortho-nitrofluorobenzene

4926-55-0

2-[(2-nitrophenyl)amino]ethanol

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 82℃; for 6h;89%
80-82-0

2-nitrobenzenesulfonic acid

141-43-5

ethanolamine

4926-55-0

2-[(2-nitrophenyl)amino]ethanol

Conditions
ConditionsYield
In dimethyl sulfoxide at 150℃; for 12h; Green chemistry;74%
577-19-5

2-nitrophenyl bromide

141-43-5

ethanolamine

4926-55-0

2-[(2-nitrophenyl)amino]ethanol

Conditions
ConditionsYield
at 100℃; for 8h;68%
With potassium carbonate In butan-1-ol Heating;54%
With copper dichloride
With copper dichloride
With potassium carbonate In ethanol for 8h; Reflux;
98395-65-4

1-amino-2-(2-nitrophenoxy)ethane hydrochloride

A

4926-55-0

2-[(2-nitrophenyl)amino]ethanol

B

98395-66-5

8-nitro-3,4-dihydro-2H-1,4-benzoxazine

Conditions
ConditionsYield
With sodium hydroxide; 3,5-dinitrobenzoic acid at -10 - 6℃; for 4h;A 18%
B 57%
88-73-3

2-Chloronitrobenzene

111-42-2

2,2'-iminobis[ethanol]

A

4926-55-0

2-[(2-nitrophenyl)amino]ethanol

B

7334-82-9

N,N-bis(2-hydroxyethyl)-2-nitroaniline

C

95-51-2

2-Chloroaniline

D

7334-33-0, 49795-06-4, 63213-02-5

2,2'-dichloroazobenzene

Conditions
ConditionsYield
at 180℃; for 3h;A 4.6%
B 11%
C 46%
D 0.6%
98395-65-4

1-amino-2-(2-nitrophenoxy)ethane hydrochloride

4926-55-0

2-[(2-nitrophenyl)amino]ethanol

Conditions
ConditionsYield
With sodium hydroxide at 33℃;
With sodium hydroxide at 33℃; Rate constant;
With sodium hydroxide at 33℃; Rate constant; thermal Smiles rearrangement;
18226-11-4

N-(2-hydroxy-ethyl)-2-nitro-benzenesulfonamide

4926-55-0

2-[(2-nitrophenyl)amino]ethanol

Conditions
ConditionsYield
With sodium hydroxide
98395-64-3

N-(2-ortho-nitrophenoxyethyl)phthalimide

4926-55-0

2-[(2-nitrophenyl)amino]ethanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 71 percent / aq. HCl / acetic acid / 16 h / Heating
2: 0.01 M aq. NaOH / 33 °C / thermal Smiles rearrangement
View Scheme
Multi-step reaction with 2 steps
1: 71 percent / aq. HCl / acetic acid / 16 h / Heating
2: 18 percent / aq. NaOH, 3,5-dinitrobenzoic acid / 4 h / -10 - 6 °C
View Scheme

2-Nitro-N-hydroxyethyl aniline Chemical Properties

 
IUPAC Name: 2-(2-Nitroanilino)ethanol
Molecular Formula: C8H10N2O3
Molecular Weight: 182.18 g/mol
Canonical SMILES: O=[N+]([O-])c1c(NCCO)cccc1
InChI: InChI=1/C8H10N2O3/c11-6-5-9-7-3-1-2-4-8(7)10(12)13/h1-4,9,11H,5-6H2
EINECS: 225-555-8
Product Categories: Intermediates of Dyes and Pigments; Electronic Chemicals
XLogP3: 1.5  
H-Bond Donor: 2  
H-Bond Acceptor: 4
Surface Tension: 62 dyne/cm 
Density: 1.352 g/cm3 
Flash Point: 181.6 °C 
Enthalpy of Vaporization: 65.85 kJ/mol 
Boiling Point: 376.6 °C at 760 mmHg 
Melting Point: 71-73 °C
Vapour Pressure of 2-Nitro-N-hydroxyethyl aniline (CAS NO.4926-55-0): 2.43E-06 mmHg at 25 °C

2-Nitro-N-hydroxyethyl aniline Safety Profile

Hazard Codes: IrritantXi
Hazard Note of 2-Nitro-N-hydroxyethyl aniline (CAS NO.4926-55-0): Irritant

2-Nitro-N-hydroxyethyl aniline Specification

 2-Nitro-N-hydroxyethyl aniline (CAS NO.4926-55-0), its Synonyms are 2-((2-Nitrophenyl)amino)ethanol ; Ethanol, 2-((2-nitrophenyl)amino)- ; HC Yellow no. 2 ; N-(2-Hydroxyethyl)-2-nitroaniline ; Ethanol, 2-(o-nitroanilino)- (8CI) ; N-(2-Hydroxyethyl)-o-nitroaniline . It is orange crystal powder.

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