2-(4-Aminophenyl)ethanol supplier

Name
2-(4-Aminophenyl)ethanol
EINECS 203-174-8
CAS No. 104-10-9
Article Data51
CAS DataBase
Density 1.124 g/cm³
Solubility
Melting Point 104-108 °C
Formula C₈H₁₁NO
Boiling Point 287.5 °C at 760 mmHg
Molecular Weight 137.181
Flash Point 127.7 °C
Transport Information
Appearance light brown to brown crystals
Safety 26-36-24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Phenethylalcohol, p-amino- (6CI,7CI,8CI);2-(4-Aminophenyl)-1-ethanol;2-(4-Aminophenyl)ethanol;2-(4-Aminophenyl)ethyl alcohol;2-(p-Aminophenyl)ethanol;4-(2-Hydroxyethyl)aniline;4-(2-Hydroxyethyl)phenylamine;4-Aminobenzeneethanol;4-Aminophenethyl alcohol;NSC 409780;p-(2-Hydroxyethyl)aniline;p-Aminophenethyl alcohol;
PSA 46.25000
LogP 1.38480

Synthetic route

: 100-27-6
2-(4-nitrophenyl)ethanol

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

Conditions

Conditions	Yield
With hydrogenchloride; hydrazine hydrate; sodium hydroxide In methanol; water at 68℃; pH=7; Reagent/catalyst; pH-value;	99.7%
With hydrogenchloride; indium In tetrahydrofuran at 20℃; for 1.5h;	98%
With cerium(IV) oxide; hydrogen; manganese(II) oxide; zinc(II) oxide In ethanol at 80℃; under 760.051 Torr;	98.3%

: methyl (4-(2-hydroxyethyl)phenyl)carbamate

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

Conditions

Conditions	Yield
With 3-azapentane-1,5-diamine at 130℃; for 12h; Sealed tube;	99%

: 1081-79-4
β-(2,4-dinitrophenyl)ethyl nitrate

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen In isopropyl alcohol at 40℃; for 3h; Temperature; Time;	95.7%
With hydrazine hydrate In methanol Heating;	83%
With hydrogen; palladium/alumina In methanol
With hydrogen; nickel at 18 - 25℃; under 3800 - 22800 Torr; Catalytic hydrogenation;

: (4-azidophenyl)-2-ethanol

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

Conditions

Conditions	Yield
With formic acid; tris(2,2'-bipyridyl)ruthenium dichloride; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; Irradiation; chemoselective reaction;	90%

: methyl {4-[2-(triisopropylsilyloxy)ethyl]phenyl}carbamate

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

Conditions

Conditions	Yield
With hydrazine hydrate; potassium hydroxide In ethylene glycol at 200℃; for 1.5h; Sealed tube;	84%

: {4-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-carbamic acid 2,2,2-trichloro-ethyl ester

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

Conditions

Conditions	Yield
With indium; ammonium chloride In ethanol for 1.5h; Heating;	78%

: 5438-70-0
ethyl (4-amino-3,5-dibromophenyl)acetate

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

Conditions

Conditions	Yield
With methanol; Na/SiO2 In tetrahydrofuran at 0 - 25℃; Bouveault-Blanc reduction; Inert atmosphere;	78%

: 60-12-8
2-phenylethanol

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

Conditions

Conditions	Yield
With CH5NO3S*CHF3O3S; iron(II) sulfate In water; acetonitrile at 20℃; for 16h;	65%
Multi-step reaction with 2 steps 1: nitric acid / water / -10 - 0 °C 2: hydrogen; 5%-palladium/activated carbon / isopropyl alcohol / 3 h / 40 °C View Scheme

: {4-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenyl}-carbamic acid 2,2,2-trichloro-ethyl ester

A: 173901-21-8
4-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)aniline

B: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

Conditions

Conditions	Yield
With acetic acid; zinc for 24h;	A 61% B n/a

: 6388-74-5
p-Nitrophenyloxirane

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

Conditions

Conditions	Yield
With aluminum oxide; sodium tetrahydroborate; palladium dichloride In hexane; water at 60℃; for 3h;	54%

: 5445-26-1
ETHYL 4-NITROPHENYLACETATE

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

Conditions

Conditions	Yield
With methanol; Na/SiO2 In tetrahydrofuran at 0 - 25℃; Bouveault-Blanc reduction; Inert atmosphere;	36%

: 103-45-7
acetic acid phenethyl ester

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) H2SO4, HNO3; 2.) HCl / 1.) acetic anhydride, -15 deg C, 105 min; 2.) methanol, reflux, 3.5 h 2: 16.2 g / H2 / PtO2 / aq. ethanol View Scheme
Multi-step reaction with 2 steps 1: nitric acid / -15 °C / Verseifung des entstandenen Acetats mit methylalkoholischer Salzsaeure 2: zinc; calcium chloride View Scheme

: 108-24-7
acetic anhydride

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 75178-16-4
2-(4-Acetamidophenyl)ethyl acetate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 14h; Inert atmosphere;	100%
With triethylamine	94%
With dmap

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 635324-87-7
4-(6-methyl-3-oxo-4-(3-(trifluoromethyl)phenyl)-3,6-dihydrodipyrazolo[3,4-b:3',4'-d]pyridin-2(1H)-yl)benzoic acid

: N-[4-(2-hydroxyethyl)phenyl]-4-(6-methyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,6-dihydrodipyrazolo[3,4-b:3,4-d]pyridin-2(1H)-yl)benzamide

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h;	100%

: 24424-99-5
di-tert-butyl dicarbonate

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 104060-23-3
tert-butyl N-[4-(2-hydroxyethyl)phenyl]carbamate

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 16h;	100%
In ethyl acetate at 20℃; for 48h;	99%
In ethyl acetate at 20℃; for 24h;	99%

: 2114-00-3
2-bromo-1-phenyl-1-propanone

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 616893-32-4
2-{[4-(2-hydroxyethyl)phenyl]amino}-1-phenyl-1-propanone

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 72h;	100%

: 150-46-9
triethyl borate

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 76644-60-5
B(OCH2CH2C6H4NH2)3

Conditions

Conditions	Yield
In benzene byproducts: ethanol; molar ratio B(OEt)3:alcohol=1:3, refluxing; distn. (reduced pressure); elem. anal.;	100%

: 25443-56-5
hexakis[μ-(2-propanolato)]hexakis(2-propanolato)tetraaluminum

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: Al(3+)*OCH(CH3)2(1-)*2OCH2CH2C6H4NH2(1-)=Al(OCH(CH3)2)(OCH2CH2C6H4NH2)2

Conditions

Conditions	Yield
In benzene to aluminium isopropoxide added p-aminophenyl alcohol (molar ratio 1:2), followed by benzene, contents shaken and refluxed for 18 h; excess benzene removed by pump at room temp.; elem. anal.;	100%

: 123-54-6
acetylacetone

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 2-[4-(3,5-dimethyl-1H-pyrazol-1-yl)phenyl]ethanol

Conditions

Conditions	Yield
Stage #1: 2-(4'-aminophenyl)ethyl alcohol With hydrogenchloride; sodium nitrate; tin(ll) chloride In water at -10 - 20℃; for 2.5h; Stage #2: acetylacetone In water at 100℃; for 5h;	100%

: 98458-25-4
1-(3-hydroxypropyl)-6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 1357264-73-3
2-hydroxy-3-[4-(2-hydroxyethyl)-phenylazo]-1-(3-hydroxypropyl)-4-methyl-2-oxo-1,6-dihydropyridine-5-carbonitrile

Conditions

Conditions	Yield
Stage #1: 2-(4'-aminophenyl)ethyl alcohol With hydrogenchloride; sodium nitrite In water for 0.5h; Cooling with ice; Stage #2: 1-(3-hydroxypropyl)-6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile With aminosulfonic acid In water pH=2 - 2.5;	100%

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: (4-azidophenyl)-2-ethanol

Conditions

Conditions	Yield
Stage #1: 2-(4'-aminophenyl)ethyl alcohol With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h; Stage #2: With sodium azide In water at 0℃; for 1.5h;	100%
Stage #1: 2-(4'-aminophenyl)ethyl alcohol With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h; Inert atmosphere; Stage #2: With sodium azide In water at 0℃; for 1h; Inert atmosphere;

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 184769-87-7
3,5-dibromo-4-aminophenethyl alcohol

Conditions

Conditions	Yield
With bromine In acetic acid at 25℃; for 0.5h; Bromination;	99%
With bromine; acetic acid at 25℃; for 0.5h; Bromination;	99%
With tetra-N-butylammonium tribromide; calcium carbonate In methanol; dichloromethane at 20℃; for 2.5h;	90%
With bromine In tetrahydrofuran at 0℃; for 0.0833333h; Yield given;
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 4h;

: 105-36-2
ethyl bromoacetate

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 344285-87-6
ethyl N-ethyloxycarbonylmethyl-N-[4-(2-hydroxyethyl)phenyl]aminoacetate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 70℃; for 1h;	99%

: 90-02-8
salicylaldehyde

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 424836-20-4
4-(salicylideneamino)phenethyl alcohol

Conditions

Conditions	Yield
In ethanol	99%

: 1579-72-2
2,2,2-trifluoroethyl benzoate

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 858855-90-0
4-aminophenethyl benzoate

Conditions

Conditions	Yield
With (μ-oxo)bis[(1,2-ethanediamino-N,N'-bis(salicylidene))iron(III)] In toluene at 120℃; for 2h; Inert atmosphere; Schlenk technique; chemoselective reaction;	99%
With [1,3-bis(2,4,6-trimethylphenyl)imidazol]-2-ylidene In tetrahydrofuran at 20℃; for 24h; Reagent/catalyst; chemoselective reaction;	98%

: 586-96-9
Nitrosobenzene

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: p-(phenylazo)phenethyl alcohol

Conditions

Conditions	Yield
With acetic acid In dichloromethane	99%

: 3034-52-4
2-chlorothiazole

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: C11H12N2OS

Conditions

Conditions	Yield
With C50H61Cl2N3Pd; potassium tert-butylate In 1,4-dioxane at 100℃; for 2h;	99%

: 67-52-7
BARBITURIC ACID

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: C12H12N4O4

Conditions

Conditions	Yield
Stage #1: 2-(4'-aminophenyl)ethyl alcohol With hydrogenchloride; sodium nitrite In methanol; water at 0℃; for 1h; Stage #2: BARBITURIC ACID With sodium carbonate In methanol; water at 10℃; for 3h;	98.4%

: 75-15-0
carbon disulfide

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 74-88-4
methyl iodide

: [4-(2-hydroxy-ethyl)-phenyl]-dithiocarbamic acid methyl ester

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; caesium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 0.25h;	98%

...Expand

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 105-58-8
Diethyl carbonate

: carbonic acid 2-(4-amino-phenyl)-ethyl ester ethyl ester

Conditions

Conditions	Yield
With MgLa mixed oxide at 125℃; for 2.5h;	98%

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 105-58-8
Diethyl carbonate

: ethyl 2-(4-amino)phenethyl carbonate

Conditions

Conditions	Yield
aluminum oxide; cesium fluoride at 129.85℃; for 0.333333h;	98%

: 875-35-4
2,6-dichloro-4-methylnicotinonitrile

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 631899-53-1
2,6-bis[4-(2-hydroxyethyl)phenylamino]-3-cyano-4-methylpyridine

Conditions

Conditions	Yield
Stage #1: 2,6-dichloro-4-methylnicotinonitrile; 2-(4'-aminophenyl)ethyl alcohol With sodium carbonate at 120 - 195℃; for 18h; Stage #2: With hydrogenchloride In water	98%

: 20432-35-3, 6203-18-5
3-(4-dimethylamino-phenyl)-propenal

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 4-[(2E)-3-(4-dimethylaminophenyl)allylideneamino]phenethyl alcohol

Conditions

Conditions	Yield
In methanol for 1.5h; Reflux;	98%

: 89-25-8
edaravone

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 4-[4'-(2'-hydroxyethyl)phenylazo]-3-methyl-2-pyrazolin-5-one

Conditions

Conditions	Yield
Stage #1: 2-(4'-aminophenyl)ethyl alcohol With hydrogenchloride; sodium nitrite In water at 0 - 3℃; for 2h; Stage #2: 3-methyl-1-phenylpyrazolin-5-(4H)-one With sodium hydroxide In water at 0 - 5℃; for 1h;	97.9%

: 25443-56-5
hexakis[μ-(2-propanolato)]hexakis(2-propanolato)tetraaluminum

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: Al(3+)*2OCH(CH3)2(1-)*OCH2CH2C6H4NH2(1-)=Al(OCH(CH3)2)2(OCH2CH2C6H4NH2)

Conditions

Conditions	Yield
In benzene to aluminium isopropoxide added p-aminophenyl alcohol (molar ratio 1:1), followed by benzene, contents shaken and refluxed for 18 h; excess benzene removed by pump at room temp.; elem. anal.;	97%

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 169883-33-4
2-(4-amino-3-bromophenyl)ethan-1-ol

Conditions

Conditions	Yield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0 - 20℃; for 2h; Inert atmosphere;	96%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 1.5h;	95%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere;	91%

: 3397-62-4
2-Chloro-4,6-diamino-1,3,5-triazine

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 291755-52-7
2-[4-(4,6-diamino-[1,3,5]triazin-2-ylamino)-phenyl]-ethanol

Conditions

Conditions	Yield
With sodium hydroxide Condensation; Heating;	96%
With sodium hydroxide for 3.5h; Heating;

: 383-63-1
ethyl trifluoroacetate,

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 115166-92-2
2-[4-(trifluoroacetylamino)phenyl]ethanol

Conditions

Conditions	Yield
With dmap In tetrahydrofuran for 24h; Heating;	96%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 173901-21-8
4-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)aniline

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 4h;	96%
Stage #1: 2-(4'-aminophenyl)ethyl alcohol With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: tert-butyldimethylsilyl chloride In N,N-dimethyl-formamide for 3h;	95%
With dmap; triethylamine In dichloromethane at 20℃; for 12h;	95%

: 10517-21-2
5-chloro-1H-Indole-2-carboxylic acid

: 104-10-9
2-(4'-aminophenyl)ethyl alcohol

: 1036750-28-3
C17H15ClN2O2

Conditions

Conditions	Yield
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 14h;	96%

2-(4-Aminophenyl)ethanol Specification

The IUPAC name of Benzeneethanol, 4-amino- is 2-(4-aminophenyl)ethanol. With the CAS registry number 104-10-9 and EINECS 203-174-8, it is also named as 4-(2-Hydroxyethyl)aniline. The product's categories are Benzhydrols, Benzyl & Special Alcohols; Amines; Miscellaneous; Amino Alcohols; Organic Building Blocks; Oxygen Compounds. It is sensitive to air and slightly soluble in ethanol. Additionally, this chemical should be sealed in the container and stored in the cool and well-ventilated place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.08; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.02; (4)ACD/LogD (pH 7.4): 0.08; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 21.06; (8)ACD/KOC (pH 7.4): 26.15; (9)#H bond acceptors: 2; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 12.47 Å²; (13)Index of Refraction: 1.596; (14)Molar Refractivity: 41.57 cm³; (15)Molar Volume: 122 cm³; (16)Surface Tension: 51.1 dyne/cm; (17)Enthalpy of Vaporization: 55.63 kJ/mol; (18)Vapour Pressure: 0.00115 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Exact Mass: 137.084064; (21)MonoIsotopic Mass: 137.084064; (22)Topological Polar Surface Area: 46.2; (23)Heavy Atom Count: 10; (24)Complexity: 87.3.

Uses of Benzeneethanol, 4-amino-: It is used in organic synthesis. For example: it can react with p-tolyl-boronic acid to get 2-(4-p-tolylamino-phenyl)-ethanol. This reaction needs reagent 2,6-lutidine, Cu(OAc)₂, myristic acid and solvent toluene at temperature of 22 °C. The reaction time is 24 hours. The yield is 77%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin, so people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
1. SMILES:OCCc1ccc(N)cc1
2. InChI:InChI=1/C8H11NO/c9-8-3-1-7(2-4-8)5-6-10/h1-4,10H,5-6,9H2
3. InChIKey:QXHDYMUPPXAMPQ-UHFFFAOYAG

Product Name

2-(4-Aminophenyl)ethanol

Synthetic route

2-(4-Aminophenyl)ethanol Specification

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