Lepidine

Lepidine

Names
Preferred IUPAC name 4-Methylquinoline
Other names Lepidine
Identifiers
CAS Number	491-35-0  Y
3D model (JSmol)	Interactive image
Beilstein Reference	110926
ChEBI	CHEBI:48983  Y
ChEMBL	ChEMBL9734  Y
ChemSpider	13854818  Y
ECHA InfoCard	100.007.032
EC Number	207-734-2
PubChem CID	10285
UNII	116169T3O8  Y
CompTox Dashboard (EPA)	DTXSID7047067
InChI InChI=1S/C10H9N/c1-8-6-7-11-10-5-3-2-4-9(8)10/h2-7H,1H3 Y Key: MUDSDYNRBDKLGK-UHFFFAOYSA-N Y
SMILES Cc1ccnc2ccccc12
Properties
Chemical formula	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). Y  verify  (what is  YN ?) Infobox references

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 give the aldehyde 4-formylquinoline. ^[2]

See also

• Quinaldine, the isomer with the methyl group in position 2.
• Quinoline

References

1. 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.
2. H. A. Riley, A. R. Gray (1935). "Phenylglyoxal". Organic Syntheses. 15: 67. doi:10.15227/orgsyn.015.0067.