1-Phenylethylamine is the organic compound with the formula C6H5CH(NH2)CH3. This primary amine is a colorless liquid is often used in chiral resolutions. Like benzylamine, it is relatively basic and forms stable ammonium salts and imines.
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Preferred IUPAC name
1-Phenylethan-1-amine | |
Other names
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Identifiers | |
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3D model (JSmol)
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ChEBI |
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ChEMBL |
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ChemSpider |
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ECHA InfoCard | 100.009.588 |
KEGG |
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PubChem CID
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UNII |
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CompTox Dashboard (EPA)
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Properties | |
C8H11N | |
Molar mass | 121.183 g·mol−1 |
Density | 0.94 g/mL |
Melting point | -65 C[citation needed] |
Boiling point | 187 °C (369 °F; 460 K) |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards
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Corrosive |
Related compounds | |
Related stereoisomers
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(R)-(+)- (CAS [3886-69-9]) (S)-(−)- (CAS [2627-86-3]) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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1-Phenylethylamine may be prepared by the reductive amination of acetophenone:[1]
The Leuckart reaction, using ammonium formate, is another method for this transformation.[2]
L-malic acid is used to resolve 1-Phenylethylamine, a versatile resolving agent in its own right. The dextrorotatory enantiomer crystallizes with the malate, leaving the levorotatory form in solution.[3]