2-acetyl pyridine

Structural formula
General
Surname	2-acetyl pyridine
other names	Methyl 2-pyridyl ketone; 1- (pyridin-2-yl) ethan-1-one (IUPAC);
Molecular formula	C 7 H 7 NO
Brief description	yellow liquid with an unpleasant odor
External identifiers / databases
EC number	214-355-6
ECHA InfoCard	100.013.051
PubChem	14286
Wikidata	Q4596853
properties
Molar mass	121.14 g mol −1
Physical state	liquid
density	1.08 g cm −3
Melting point	10 ° C
boiling point	188 ° C
Vapor pressure	20 Pa (20 ° C); 1000 Pa (71 ° C);
solubility	easily soluble in water (170 g l −1 at 20 ° C)
Refractive index	1.521 (20 ° C)
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 315
	P: 280-302 + 352-305 + 351 + 338
Toxicological data	2280 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

2-Acetylpyridine is an organic compound from the group of pyridines .

presentation

The compound can be prepared in 15% yield by halogen-magnesium exchange of 2-bromopyridine with isopropylmagnesium chloride and subsequent reaction with acetyl chloride .

properties

The refractive index is n _D²⁰ = 1.521. The flash point is 73 ° C.

use

The compound is a flavoring and may occur. a. in the aroma of white bread, beer, cocoa or roasted peanuts. In these foods, the compound contributes to the roasted aroma. The odor threshold of an aqueous solution is 19 µg · kg ⁻¹ .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on 2-acetylpyridine in the GESTIS substance database of the IFA , accessed on March 9, 2019 (JavaScript required)
↑ ^a ^b data sheet 2-acetylpyridine from Sigma-Aldrich , accessed on March 9, 2019 ( PDF ).
↑ Data sheet 2-Acetylpyridine, 98% from AlfaAesar, accessed on March 10, 2019 ( PDF )(JavaScript required) .
^ François Trécourt, Gilles Breton, Véronique Bonnet, Florence Mongin, Francis Marsais, Guy Quéguiner: New Syntheses of Substituted Pyridines via Bromine – Magnesium Exchange . In: Tetrahedron . tape 56 , no. 10 , March 2000, p. 1349-1360 , doi : 10.1016 / S0040-4020 (00) 00027-2 .
↑ Entry on 2-acetylpyridine in the Human Metabolome Database (HMDB) , accessed on March 9, 2019.
↑ Wolfgang Legrum: Fragrances, between stench and fragrance . 2nd Edition. Springer Spectrum , 2015, ISBN 978-3-658-07310-7 , 5.2, p. 119–120 ( limited preview in Google Book Search [accessed March 9, 2019]).
↑ Hans-Dieter Belitzt, Werner Grosch : Textbook of food chemistry . 3. Edition. Springer Spectrum , 2013, ISBN 978-3-662-08308-6 , chap. 5 , p. 294, 783 ( limited preview in Google Book Search [accessed March 9, 2019]).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on 2-acetylpyridine in the GESTIS substance database of the IFA , accessed on March 9, 2019 (JavaScript required)

[Aldrich-2] ta sheet 2-acetylpyridine from Sigma-Aldrich , accessed on March 9, 2019 ( PDF ).

[Alfa-3] Data sheet 2-Acetylpyridine, 98% from AlfaAesar, accessed on March 10, 2019 ( PDF )(JavaScript required) .

[4] François Trécourt, Gilles Breton, Véronique Bonnet, Florence Mongin, Francis Marsais, Guy Quéguiner: New Syntheses of Substituted Pyridines via Bromine – Magnesium Exchange . In: Tetrahedron . tape 56 , no. 10 , March 2000, p. 1349-1360 , doi : 10.1016 / S0040-4020 (00) 00027-2 .

[5] Entry on 2-acetylpyridine in the Human Metabolome Database (HMDB) , accessed on March 9, 2019.

[6] Wolfgang Legrum: Fragrances, between stench and fragrance . 2nd Edition. Springer Spectrum , 2015, ISBN 978-3-658-07310-7 , 5.2, p. 119–120 ( limited preview in Google Book Search [accessed March 9, 2019]).

[7] Hans-Dieter Belitzt, Werner Grosch : Textbook of food chemistry . 3. Edition. Springer Spectrum , 2013, ISBN 978-3-662-08308-6 , chap. 5 , p. 294, 783 ( limited preview in Google Book Search [accessed March 9, 2019]).