Lepidine
| Names | |
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| Preferred IUPAC name
4-Methylquinoline | |
| Other names
Lepidine
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| Identifiers | |
3D model (JSmol)
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| 110926 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.007.032 |
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PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C10H9N | |
| Molar mass | 143.19 g/mol |
| Appearance | Colorless liquid |
| Density | 1.083 g/ml |
| Melting point | 9 to 10 °C (48 to 50 °F; 282 to 283 K) |
| Boiling point | 261 to 263 °C (502 to 505 °F; 534 to 536 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Lepidine, or 4-methylquinoline, is an organic compound with the formula C9H6NCH3. It is one of the two commercially important methyl quinolines. It is a colorless liquid, although impure samples can appear yellow.
Its methyl group is fairly acidic, allowing for condensations to occur at this position, especially when the nitrogen is quaternized. It is used in the preparation of cyanine dyes.[1]
Oxidation with selenium dioxide gives the aldehyde 4-formylquinoline.[2]
See also
- Quinaldine, the isomer with the methyl group in position 2.
- Quinoline
References
- ^ Berneth, Horst (2008). "Methine Dyes and Pigments". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a16_487.pub2. ISBN 978-3527306732.
- ^ H. A. Riley, A. R. Gray (1935). "Phenylglyoxal". Organic Syntheses. 15: 67. doi:10.15227/orgsyn.015.0067.