| Identification | More | [Name]
2-(4-Aminophenyl)ethanol | [CAS]
104-10-9 | [Synonyms]
2-(4-AMINOPHENYL)ETHANOL
2-(4-AMINOPHENYL)ETHYL ALCOHOL
2-(P-AMINOPHENYL)ETHANOL
4-AMINOPHENETHYL ALCOHOL
4-AMINOPHENYLETHYL ALCOHOL
AKOS BBS-00006893
B-(P-AMINOPHENYL)ETHANOL
P-AMINOPHENETHYL ALCOHOL
p-Aminophenylethanol
P-AMINOPHENYLETHYL ALCOHOL
4-amino-benzeneethano
4-Aminobenzeneethanol
P-aminophenylenthanol
4-AMINO-BENZENEETHAND
4-AMINOPHENETHYL ALCOHOL/2-(4-AMINOPHENYL)ETHANOL
4-AMINOPHENETHYL ALCOHOL 95%
Benzeneethanol, 4-amino- | [EINECS(EC#)]
203-174-8 | [Molecular Formula]
C8H11NO | [MDL Number]
MFCD00007922 | [Molecular Weight]
137.18 | [MOL File]
104-10-9.mol |
| Chemical Properties | Back Directory | [Appearance]
LIGHT BROWN TO BROWN CRYSTALS | [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. | [form ]
Crystals | [pka]
15.05±0.10(Predicted) | [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]
104-10-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [F ]
10-23 | [Hazard Note ]
Irritant | [TSCA ]
T | [HazardClass ]
IRRITANT | [HS Code ]
29221990 |
| Hazard Information | Back Directory | [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. | [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 |
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