Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

5-Ethyl-2-methylpyridine

From Wikipedia, the free encyclopedia
5-Ethyl-2-methylpyridine
Names
Other names
aldehyde-collidine, MEP, 5-Ethyl-2-picoline
Identifiers
3D model (JSmol)
109269
ChEMBL
ChemSpider
ECHA InfoCard100.002.955Edit this at Wikidata
EC Number
  • 203-250-0
RTECS number
  • TJ6825000
UNII
UN number2300
  • InChI=1S/C8H11N/c1-3-8-5-4-7(2)9-6-8/h4-6H,3H2,1-2H3
    Key: NTSLROIKFLNUIJ-UHFFFAOYSA-N
  • CCC1=CN=C(C=C1)C
Properties
C8H11N
Molar mass121.183 g·mol−1
Appearancecolorless liquid
Density0.9208 g/cm3
Melting point−70.3 °C (−94.5 °F; 202.8 K)
Boiling point178 °C (352 °F; 451 K)
1.2g/100 mL
Hazards
GHS labelling:
GHS05: CorrosiveGHS06: ToxicGHS07: Exclamation mark
Danger
H302,H311,H314,H315,H317,H319,H331,H412
P260,P261,P264,P270,P271,P272,P273,P280,P301+P312,P301+P330+P331,P302+P352,P303+P361+P353,P304+P340,P305+P351+P338,P310,P311,P312,P321,P322,P330,P332+P313,P333+P313,P337+P313,P361,P362,P363,P403+P233,P405,P501
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

5-Ethyl-2-methylpyridine is anorganic compound with the formula (C2H5)(CH3)C5H3N. One of several isomericpyridines with this formula, this derivative is of interest because it is efficiently prepared from simple reagents and it is a convenient precursor tonicotinic acid, a form ofvitamin B3. 5-Ethyl-2-methylpyridine is a colorless liquid.[1]

Synthesis and reactions

[edit]

5-Ethyl-2-methylpyridine is produced by condensation ofparaldehyde (a derivative ofacetaldehyde) andammonia:[2]

4 CH3CHO + NH3 → (C2H5)(CH3)C5H3N + 4 H2O

The conversion is an example of a structurally complex compound efficiently made from simple precursors. Under related conditions, the condensation of acetaldehyde and ammonia delivers2-picoline.

Oxidation of 5-ethyl-2-methylpyridine with nitric acid givesnicotinic acid via the decarboxylation of2,5-pyridinedicarboxylic acid.[1]

Toxicity

[edit]

Like most alkylpyridines, theLD50 of 5-ethyl-2-methylpyridine is modest, being 368 mg/kg (oral, rat).[1]

References

[edit]
  1. ^abcShimizu, Shinkichi; Watanabe, Nanao; Kataoka, Toshiaki; Shoji, Takayuki; Abe, Nobuyuki; Morishita, Sinji; Ichimura, Hisao (2007). "Pyridine and Pyridine Derivatives".Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH.doi:10.1002/14356007.a22_399.ISBN 978-3-527-30673-2.
  2. ^Frank, R. L.; Pilgrim, F. J.; Riener, E. F. (1950). "5-Ethyl-2-Methylpyridine (2-Picoline, 5-ethyl-)".Organic Syntheses.30: 41.doi:10.15227/orgsyn.030.0041.
Retrieved from "https://en.wikipedia.org/w/index.php?title=5-Ethyl-2-methylpyridine&oldid=1062681333"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2025 Movatter.jp