Product Name

  • Name

    2-(3-Aminophenyl)ethanol

  • EINECS 803-888-5
  • CAS No. 52273-77-5
  • Article Data26
  • CAS DataBase
  • Density 1.124 g/cm3
  • Solubility
  • Melting Point 51-53 °C
  • Formula C8H11NO
  • Boiling Point 292.719 °C at 760 mmHg
  • Molecular Weight 137.181
  • Flash Point 130.832 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 52273-77-5 (2-(3-Aminophenyl)ethanol)
  • Hazard Symbols
  • Synonyms Phenethylalcohol, m-amino- (6CI);2-(3-Aminophenyl)ethanol;2-(m-Aminophenyl)ethanol;3-(2-Hydroxyethyl)aniline;3-Aminophenethyl alcohol;
  • PSA 46.25000
  • LogP 1.38480

Synthetic route

2-(3-nitrophenyl)ethanol
52022-77-2

2-(3-nitrophenyl)ethanol

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

Conditions
ConditionsYield
With palladium on carbon (10%) In tetrahydrofuran Cooling with ice; Inert atmosphere;100%
With hydrogen; palladium 10% on activated carbon In methanol under 2327.23 Torr;99%
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 1.5h;98%
2-(3-nitrophenyl)ethanol
52022-77-2

2-(3-nitrophenyl)ethanol

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

Conditions
ConditionsYield
In ethanol; water100%
(3-amino-phenyl)-acetic acid ethyl ester
52273-79-7

(3-amino-phenyl)-acetic acid ethyl ester

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In 1,4-dioxane Ambient temperature;40%
3-amino phenylacetic acid
14338-36-4

3-amino phenylacetic acid

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

Conditions
ConditionsYield
With lithium aluminium tetrahydride
2-(4-amino-3-nitrophenyl)ethanol
15896-61-4

2-(4-amino-3-nitrophenyl)ethanol

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaNO2; aqueous HCl / anschliessendes Behandeln mit H3PO2
2: SnCl2; aqueous HCl
View Scheme
4-acetamido-3-nitrophenethyl acetate
92959-73-4

4-acetamido-3-nitrophenethyl acetate

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aqueous HCl
2: NaNO2; aqueous HCl / anschliessendes Behandeln mit H3PO2
3: SnCl2; aqueous HCl
View Scheme
2-(3-nitrophenyl)ethanol
52022-77-2

2-(3-nitrophenyl)ethanol

pyrographite
7440-44-0

pyrographite

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

Conditions
ConditionsYield
In ethanol
(3-nitrophenyl)acetonitrile
621-50-1

(3-nitrophenyl)acetonitrile

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetic acid; sulfuric acid / water / 110 °C
2: dimethylsulfide borane complex / tetrahydrofuran / Reflux
3: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid; acetic acid / water / 110 °C
2: dimethylsulfide borane complex / tetrahydrofuran / Reflux
3: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C
View Scheme
3-nitro-benzeneacetic acid
1877-73-2

3-nitro-benzeneacetic acid

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylsulfide borane complex / tetrahydrofuran / Reflux
2: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: dimethylsulfide borane complex / tetrahydrofuran / Reflux
2: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C
View Scheme
carbonochloridic acid 1-chloro-ethyl ester
50893-53-3

carbonochloridic acid 1-chloro-ethyl ester

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

chloroethyl carbamate

chloroethyl carbamate

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water100%
5-chloro-1H-Indole-2-carboxylic acid
10517-21-2

5-chloro-1H-Indole-2-carboxylic acid

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

C17H15ClN2O2
1036750-34-1

C17H15ClN2O2

Conditions
ConditionsYield
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 14h;97%
2,5-dichloro-N-[2-(3-methoxyphenyl)ethyl]pyrimidin-4-amine
1236130-76-9

2,5-dichloro-N-[2-(3-methoxyphenyl)ethyl]pyrimidin-4-amine

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

2-{3-[(5-chloro-4-{[2-(3-methoxyphenyl)ethyl]amino}pyrimidin-2-yl)amino]phenyl}ethanol
1236130-79-2

2-{3-[(5-chloro-4-{[2-(3-methoxyphenyl)ethyl]amino}pyrimidin-2-yl)amino]phenyl}ethanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In 1,4-dioxane at 100℃; for 16h;96%
2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

4-chloro-6,7-bis(2-methoxyethoxy)quinazoline
183322-18-1

4-chloro-6,7-bis(2-methoxyethoxy)quinazoline

2-(3-((6,7-bis(2-methoxyethoxy)quinazolin-4-yl)amino)phenyl)ethan-1-ol

2-(3-((6,7-bis(2-methoxyethoxy)quinazolin-4-yl)amino)phenyl)ethan-1-ol

Conditions
ConditionsYield
With pyridine In isopropyl alcohol for 4h; Reflux; Inert atmosphere;96%
2,5-dichloro-N-[3-(3-methoxyphenyl)propyl]pyrimidin-4-amine
1236130-81-6

2,5-dichloro-N-[3-(3-methoxyphenyl)propyl]pyrimidin-4-amine

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

2-{3-[(5-chloro-4-{[3-(3-methoxyphenyl)propyl]amino}pyrimidin-2-yl)amino]phenyl}ethanol
1236130-89-4

2-{3-[(5-chloro-4-{[3-(3-methoxyphenyl)propyl]amino}pyrimidin-2-yl)amino]phenyl}ethanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In 1,4-dioxane at 100℃; for 16h;92%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

tert-butyl N-[3-(2-hydroxyethyl)phenyl]carbamate
180002-10-2

tert-butyl N-[3-(2-hydroxyethyl)phenyl]carbamate

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water at 20℃;79%
With sodium hydroxide In 1,4-dioxane; water at 20℃;79%
2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

phenylcarbonochloridothioate
1005-56-7

phenylcarbonochloridothioate

2-(3-((phenoxythioxomethyl)amino)phenyl)ethan-1-ol
366492-72-0

2-(3-((phenoxythioxomethyl)amino)phenyl)ethan-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.5h;77%
2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

ortho-nitrofluorobenzene
1493-27-2

ortho-nitrofluorobenzene

2-(3-((2-nitrophenyl)amino)phenyl)ethanol
1429642-71-6

2-(3-((2-nitrophenyl)amino)phenyl)ethanol

Conditions
ConditionsYield
With triethylamine at 110℃; for 15h; Sealed tube;77%
2,5-dichloro-N-(3-methoxybenzyl)pyrimidin-4-amine
1236130-57-6

2,5-dichloro-N-(3-methoxybenzyl)pyrimidin-4-amine

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

2-[3-({5-Chloro-4-[(3-methoxybenzyl)amino]pyrimidin-2-yl}amino)phenyl]ethanol
1236130-60-1

2-[3-({5-Chloro-4-[(3-methoxybenzyl)amino]pyrimidin-2-yl}amino)phenyl]ethanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In 1,4-dioxane at 105℃; for 3h;74%
2,4-dimethyl-thiazole-5-carboxylic acid
53137-27-2

2,4-dimethyl-thiazole-5-carboxylic acid

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

N-[3-(2-hydroxyethyl)phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide
844904-20-7

N-[3-(2-hydroxyethyl)phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In DMF (N,N-dimethyl-formamide) for 14h;73%
2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

2-(3-iodophenyl)ethan-1-ol
127201-31-4

2-(3-iodophenyl)ethan-1-ol

Conditions
ConditionsYield
Stage #1: 2-(3-aminophenyl)ethan-1-ol With sulfuric acid; sodium nitrite In water at 0℃; for 0.5h;
Stage #2: With potassium iodide In water at 0 - 60℃; for 2.5h;
67%
9-chloro-3-methoxyacridine
16492-14-1

9-chloro-3-methoxyacridine

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

9-[3'-(β-hydroxyethyl)anilino]-3-methoxyacridine
135785-71-6

9-[3'-(β-hydroxyethyl)anilino]-3-methoxyacridine

Conditions
ConditionsYield
With methanesulfonic acid In methanol65%
2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

BrH*C8H10BrN
914605-41-7

BrH*C8H10BrN

Conditions
ConditionsYield
With hydrogen bromide In water at 90℃; for 18h;61%
2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

methyl 2-chloro-3-[3-(2-hydroxyethyl)phenyl]propanoate
817642-95-8

methyl 2-chloro-3-[3-(2-hydroxyethyl)phenyl]propanoate

Conditions
ConditionsYield
Stage #1: 2-(3-aminophenyl)ethan-1-ol With hydrogenchloride; sodium nitrite In water; acetone at 0℃; for 1h;
Stage #2: acrylic acid methyl ester; copper(l) iodide In water; acetone at 20℃;
55%
2-chloro-9-cyclopentyl-5-methyl-5,7,8,9-tetrahydro-6H-pyrimido[4,5-b][1,4]diazepin-6-one
946825-98-5

2-chloro-9-cyclopentyl-5-methyl-5,7,8,9-tetrahydro-6H-pyrimido[4,5-b][1,4]diazepin-6-one

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

6-cyclopentyl-9-[[3-(2-hydroxyethyl)phenyl]amino]-2-methyl-2,6,8,10-tetrazabicyclo[5.4.0]undeca-7,9,11-trien-3-one

6-cyclopentyl-9-[[3-(2-hydroxyethyl)phenyl]amino]-2-methyl-2,6,8,10-tetrazabicyclo[5.4.0]undeca-7,9,11-trien-3-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In Methyl isobutyl carbinol at 140℃; for 2h;50%
2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

C15H14ClNO2

C15H14ClNO2

Conditions
ConditionsYield
Stage #1: para-chlorobenzoic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In dichloromethane for 0.25h;
Stage #2: 2-(3-aminophenyl)ethan-1-ol In dichloromethane at 25℃; for 12h;
49.6%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Dibenzyl phosphite
17176-77-1

Dibenzyl phosphite

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

dibenzyl (3-(N-Boc-amino)phenethyl)phosphonate

dibenzyl (3-(N-Boc-amino)phenethyl)phosphonate

Conditions
ConditionsYield
Stage #1: di-tert-butyl dicarbonate; 2-(3-aminophenyl)ethan-1-ol In 1,4-dioxane at 20℃;
Stage #2: With triethylamine In dichloromethane for 0.166667h; Cooling with ice;
Stage #3: Dibenzyl phosphite Further stages;
43%
2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

acetic anhydride
108-24-7

acetic anhydride

1′-(3-acetamidophenyl)ethan-2′-ol

1′-(3-acetamidophenyl)ethan-2′-ol

Conditions
ConditionsYield
In dichloromethane at 20℃; for 24h; Inert atmosphere;42%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

1-(2-chloro-ethyl)-3-[3-(2-hydroxy-ethyl)-phenyl]-urea

1-(2-chloro-ethyl)-3-[3-(2-hydroxy-ethyl)-phenyl]-urea

Conditions
ConditionsYield
In dichloromethane at 20℃; for 20h;41%
2,3-Dichloro-1,4-naphthoquinone
117-80-6

2,3-Dichloro-1,4-naphthoquinone

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

2-chloro-3-((3-(2-hydroxyethyl)phenyl)amino)naphthalene-1,4-dione

2-chloro-3-((3-(2-hydroxyethyl)phenyl)amino)naphthalene-1,4-dione

Conditions
ConditionsYield
In ethanol at 20℃;31%
ethyl 4-oxocyclohexane-1-carboxylate
17159-79-4

ethyl 4-oxocyclohexane-1-carboxylate

2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

methyl trans-4-{[3-(2-hydroxyethyl)phenyl]amino}cyclohexanecarboxylate

methyl trans-4-{[3-(2-hydroxyethyl)phenyl]amino}cyclohexanecarboxylate

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran at 20℃; for 4h;19%
2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

N'-[3-(2-Hydroxy-ethyl)-phenyl]-N,N-dimethyl-formamidine

N'-[3-(2-Hydroxy-ethyl)-phenyl]-N,N-dimethyl-formamidine

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 20h; Ambient temperature;
2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

(E)-3-(3,4-Dihydroxy-phenyl)-acrylic acid 2-(3-isothiocyanato-phenyl)-ethyl ester

(E)-3-(3,4-Dihydroxy-phenyl)-acrylic acid 2-(3-isothiocyanato-phenyl)-ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 77 percent / tetrahydrofuran / 0.5 h / 20 °C
2.1: pyridine / toluene / 20 °C
2.2: 40 percent / Et3N; HSiCl3 / benzene / 1 h / 20 °C
3.1: 93 percent / HF*pyridine / tetrahydrofuran / 4 h / 20 °C
View Scheme
2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

2-(3-isothiocyanatophenyl)ethyl O,O-(3,4-bis(1,1,2,2-tetramethyl-1-silapropyl))caffeic acid ester

2-(3-isothiocyanatophenyl)ethyl O,O-(3,4-bis(1,1,2,2-tetramethyl-1-silapropyl))caffeic acid ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 77 percent / tetrahydrofuran / 0.5 h / 20 °C
2.1: pyridine / toluene / 20 °C
2.2: 40 percent / Et3N; HSiCl3 / benzene / 1 h / 20 °C
View Scheme
2-(3-aminophenyl)ethan-1-ol
52273-77-5

2-(3-aminophenyl)ethan-1-ol

[3-(2-Bromo-ethyl)-phenyl]-carbamic acid tert-butyl ester
1026069-85-1

[3-(2-Bromo-ethyl)-phenyl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: CBr4, PPh3
View Scheme

2-(3-Aminophenyl)ethanol Specification

The CAS register number of 2-(3-Aminophenyl)ethanol is 52273-77-5. It also can be called as Benzeneethanol,3-amino- and the systematic name about this chemical is 2-(3-aminophenyl)ethanol.

Physical properties about 2-(3-Aminophenyl)ethanol are: (1)ACD/LogP: 0.34; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 24; (5)ACD/KOC (pH 7.4): 26; (6)#H bond acceptors: 2; (7)#H bond donors: 3; (8)#Freely Rotating Bonds: 4; (9)Polar Surface Area: 46.25Å2; (10)Index of Refraction: 1.597; (11)Molar Refractivity: 41.573 cm3; (12)Molar Volume: 122.037 cm3; (13)Polarizability: 16.481x10-24cm3; (14)Surface Tension: 51.194 dyne/cm; (15)Enthalpy of Vaporization: 56.209 kJ/mol; (16)Boiling Point: 292.719 °C at 760 mmHg; (17)Vapour Pressure: 0.001 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Nc1cc(CCO)ccc1
(2)InChI: InChI=1/C8H11NO/c9-8-3-1-2-7(6-8)4-5-10/h1-3,6,10H,4-5,9H2
(3)InChIKey: FNUKLSVGSFFSLI-UHFFFAOYAO
(4)Std. InChI: InChI=1S/C8H11NO/c9-8-3-1-2-7(6-8)4-5-10/h1-3,6,10H,4-5,9H2
(5)Std. InChIKey: FNUKLSVGSFFSLI-UHFFFAOYSA-N

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