2-(4-Aminophenyl)ethanol
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2-(4-Aminophenyl)ethanol
structure -
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CAS No:
104-10-9
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Formula:
C8H11NO
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Chemical Name:
2-(4-Aminophenyl)ethanol
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Synonyms:
Benzeneethanol,4-amino-;Phenethyl alcohol,p-amino-;4-Aminobenzeneethanol;p-Aminophenethyl alcohol;2-(p-Aminophenyl)ethanol;2-(4-Aminophenyl)ethanol;4-(2-Hydroxyethyl)aniline;p-(2-Hydroxyethyl)aniline;4-Aminophenethyl alcohol;4-(2-Hydroxyethyl)phenylamine;2-(4-Aminophenyl)-1-ethanol;NSC 409780;2-(4-Aminophenyl)ethyl alcohol
- Categories:
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CAS No:
2-(4-Aminophenyl)ethanol Basic Attributes
137.18
137.18
907205
203-174-8
KVH9V2607F
409780
DTXSID7073066
29221990
Characteristics
46.2
0.1
Light brown to brown Crystals
1.0630 (rough estimate)
109 °C
230-235 °C @ Press: 3-5 Torr
127.7±20.4 °C
1.5470 (estimate)
Soluble in methanol.
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Store under nitrogen.
0.00115mmHg at 25°C
Safety Information
IRRITANT
NONH for all modes of transport
3
36/37/38
26-36-24/25
Xi
Irritant
Stable under normal temperatures and pressures.
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 42 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-(4-Aminophenyl)ethanol Use and Manufacturing
Intermediate 4-amino ethanol synthesis method, characterized in that the method comprises the following steps: Step 1, is provided with a thermometer to, mechanical stirring, reflux condenser 1000 ml three-port flask, add 10 ml concentration 0.1 M hydrochloric acid solution, 500 ml methanol and 2 g catalyst Pt - SnO(1) Dissolve p-nitrophenylacetic acid in ether.Heat to 50°C under nitrogen protectionAfter adding lithium aluminum hydride and mixing evenly, Add water, continue stirring for 3h, After the reaction is completed, Reduce the temperature to 0 °C, Add sodium hydroxide solution and water, The concentration of sodium hydroxide solution is 12percent.After standing for 20 minutes, warm to room temperature and add anhydrous MgSO4.After stirring for 30min, The solvent in the filtrate is distilled off, Obtained p-nitrophenyl ethanol;(2) dissolving the obtained p-nitrophenyl ethanol in ethanol, The catalyst was added, nitrogen was introduced, and the temperature was raised to 80°C.Hydrogen gas is introduced under atmospheric pressureStir the reaction for 3h, Filter after cooling, Ethanol is distilled, After the resulting solid is recrystallized, Obtained p-aminophenyl ethanol;The catalyst is a mixture of CeO2, MnO, and ZnO.The mass ratio of lithium aluminum hydride used in step (1) to p-nitrophenylacetic acid is 1:2; the volume of water added dropwiseThe mass ratio to lithium aluminum hydride is 1:1; the mass ratio of sodium hydroxide to lithium aluminum hydride is 3:2 and the second additionThe mass ratio of water to lithium aluminum hydride is 5:2.The catalyst in step (2) is a mixture of CeO2, MnO and ZnO in a mass ratio of 1:2:5;The mass ratio of nitrobenzene ethanol is 3:167. The yield of p-nitrophenylethanol in the step (1) is 96.5percent; the p-aminophenyl ethanol production in the step (2)The rate is 98.3percent.In a 500 mL reaction flask, 20 g of p-nitrophenylethanol (Compound 1) and 2 g of catalyst palladium on carbon were added to 200 mL of aAlcohol, the autoclave through the hydrogen, the pressure reached . 2MPa, the reaction temperature of 40 ° C, 12h after the reaction by TLC monitoring of raw materialsThe reaction solution was completely filtered and the filtrate was concentrated to give 17 g of pure p-aminophenylethanol2-(4-Nitrophenyl)ethyl nitrate (2a) (2 g, 9.4 mmol), isopropyl alcohol (100 mL), and 5percentPd/C (Acros) (0.4 g) were placed into the reactor equipped with a hydrogen supply system and a stirring device. After evacuation, the reactor was sequentially purged with nitrogen and hydrogen and filled with hydrogen. The stirring turned on and the reaction mixture was heated to 40 °C. In the course of the reaction, the reactor was regularly purged with hydrogen. The process was monitored by TLC (Et2O-hexane, 1 : 1). After 3 h, the catalyst was separated, the solvent was evaporated, a precipitate formed was recrystallized from isopropyl alcohol to obtain compound 3 (1.23 g, 95.7percent). M.p. 107-109 °C. Found (percent): C, 70.12;H, 8.25; N, 10.30; O, 11.59. C8H11NO. Calculated (percent): C, 70.03;H, 8.10; N, 10.21; O, 11.66. 1H NMR (DMSO-d6), : 2.54 (t, 2H, CH2, J = 6.6 Hz); 3.48 (t, 2H, CH2, J = 6.6 Hz); 4.50 (s, 1H, OH); 4.80 (s, 2H, NH2); 6.47 (d, 2 H, Ar, J = 8.5 Hz); 6.85 (d, 2H, Ar, J = 8.5 Hz). 13C NMR (DMSO-d6), : 38.9; 63.3; 114.4;127.3; 129.7; 147.3.
Benzeneethanol, 4-amino-: ACTIVE|Benzeneethanol, ar-amino-: INACTIVE
Computed Properties
Molecular Weight:137.18
XLogP3:0.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:137.084063974
Monoisotopic Mass:137.084063974
Topological Polar Surface Area:46.2
Heavy Atom Count:10
Complexity:87.3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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