2-(4-Aminophenyl)ethanol Chemical Properties

Melting point:

107-110 °C(lit.)

Boiling point:

255 °C

Density 

1.0630 (rough estimate)

refractive index 

1.5470 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Soluble in methanol.

pka

15.05±0.10(Predicted)

form 

Crystals

color 

Light brown to brown

BRN 

907205

InChI

InChI=1S/C8H11NO/c9-8-3-1-7(2-4-8)5-6-10/h1-4,10H,5-6,9H2

InChIKey

QXHDYMUPPXAMPQ-UHFFFAOYSA-N

SMILES

C1(CCO)=CC=C(N)C=C1

CAS DataBase Reference

104-10-9(CAS DataBase Reference)

EPA Substance Registry System

p-Aminophenylethanol (104-10-9)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-24/25

WGK Germany 

3

F 

10-23

TSCA 

T

HazardClass 

IRRITANT

HS Code 

29221990

MSDS

• Language:English Provider:p-Aminophenylethanol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-(4-Aminophenyl)ethanol Usage And Synthesis

Chemical Properties

LIGHT BROWN TO BROWN CRYSTALS

Uses

2-(4-Aminophenyl)ethanol is used as nonsymmetric monomer in the preparation of ordered [head-to-head (H-H) or tail-to-tail (T-T)] poly(amide-ester), in the synthesis of 4-aminostyrene and in functionalization of graphene nanoplatelets.

Uses

4-Aminophenethyl alcohol has been used:

• as nonsymmetric monomer in the preparation of ordered [head-to-head (H-H) or tail-to-tail (T-T)] poly(amide-ester)
• in the synthesis of 4-aminostyrene
• in functionalization of graphene nanoplatelets

Synthesis Reference(s)

Journal of the American Chemical Society, 72, p. 1361, 1950 DOI: 10.1021/ja01159a077

Synthesis

The general procedure for the synthesis of p-aminophenethyl alcohol from p-nitrophenylethanol is as follows: 1. In a 1000 mL three-necked flask equipped with a thermometer, a mechanical stirrer, and a reflux condenser, 10 mL of 0.1 M hydrochloric acid solution, 500 mL of methanol, and 2 g of Pt-SnO2/C catalyst were added and heated to 68°C. The reaction system was then heated to 68°C. The reaction system was then heated to 68°C. 2. 100 g of p-nitrophenyl ethanol was added to the reaction system, the pH was adjusted to 7 with 30% NaOH solution, stirred and water was added slowly and dropwise, and 75 g of distillate was collected, heated to reflux, and the reflux temperature was maintained at 68°C. The reaction was carried out by thin layer chromatography. 3. The progress of the reaction was monitored by thin layer chromatography (TLC) until the disappearance of the feedstock point indicated the completion of the reaction. At the end of the reaction, the reaction mixture was filtered to remove the catalyst, cooled and the methanol was recovered by atmospheric distillation. 4. The reaction mixture was cooled to 20°C, appropriate amount of water and a small amount of NaOH solution were added and processed by freezing and vacuum drying to obtain 4-aminophenethyl alcohol as a white solid.

References

[1] Patent: CN108840802, 2018, A. Location in patent: Paragraph 0008; 0021-0029
[2] Synthesis, 2001, # 1, p. 81 - 84
[3] Patent: CN108033888, 2018, A. Location in patent: Paragraph 0019-0057
[4] Tetrahedron Letters, 1985, vol. 26, # 47, p. 5749 - 5752
[5] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2003, vol. 42, # 11, p. 2882 - 2884

2-(4-Aminophenyl)ethanol(104-10-9)Related Product Information

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• Sulfanilic acid
• Phenethyl alcohol
• p-Anisidine
• 4-Aminobenzaldehyde
• Methyl anthranilate
• Phenetidine
• Ethyl acetate
• Sulfanilamide
• 4-Aminophenylacetic acid
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• 1-(4-NITROPHENYL)GLYCEROL