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2,6-Lutidine

Catalog Number
ACM108485
Product Name
2,6-Lutidine
Structure
{[CurrentData.Name]}
CAS
108-48-5
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Synonyms
SC-46364; 15FQ5D0T3P; 9313-EP2301911A1; 2,6-Dimethylpyridine; ST51046560; M-5889; 9313-EP2301934A1; AS04947; 17269-EP2295414A1; 9313-EP2308872A1;
IUPAC Name
2,6-dimethylpyridine;
Molecular Weight
107.156g/mol
Molecular Formula
C7H9N;
Canonical SMILES
CC1=NC(=CC=C1)C;
InChI
InChI=1S/C7H9N/c1-6-4-3-5-7(2)8-6/h3-5H,1-2H3;
InChI Key
OISVCGZHLKNMSJ-UHFFFAOYSA-N;
Melting Point
-6.1°C;-5.8 deg C;-6°C;
Density
0.9252 @ 20 deg C/4 deg C;
Solubility
Slightly soluble in ethanol; soluble in ethyl ether and acetone;Sol in water (% wt/wt): 27.2% @ 45.3 deg C; 18.1% @ 48.1 deg C; 12.1% @ 57.5 deg C; 9.5% @ 74.5 deg C; miscible with dimethylformamide and tetrahydrofuran;In water, 3.00X10+5 mg/l @ 34 deg C;300 mg/mL at 34 °C;
Storage
−20°C
Color Form
Oily liq;
Complexity
62.8
Covalently-Bonded Unit Count
1
Decomposition
When heated to decomposition it emits toxic vapors of /nitrogen oxide/.;
EC Number
203-587-3
Exact Mass
107.073g/mol
H-Bond Acceptor
1
Heavy Atom Count
8
Monoisotopic Mass
107.073g/mol
NSC Number
2155
Odor
Odor of pyridine plus peppermint;
Other Experimental
DENSITY: 0.942 @ 0 DEG C/4 DEG C;IR: 1859 (Coblentz Society Spectral Collection); UV: 5-107 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York); NMR: 259 (Johnson and Jankowski, Carbon-13 NMR Spectra, John Wiley & Sons, New York); MASS: 329 (Atlas of Mass Spectral Data, John Wiley & Sons, New York) /2,3-Lutidine/;IR: 1042 (Sadtler Research Laboratories Prism Collection); UV: 5-107 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York); NMR: 14677 (Sadtler Research Laboratories Spectral Collection); MASS: 325 (Atlas of Mass Spectral Data, John Wiley & Sons, New York) /2,4-Lutidine/;IR: 18427 (Sadtler Research Laboratories IR Grating Collection); UV: 5-107 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York); NMR: 258 (Johnson and Jankowski, Carbon-13 NMR Spectra, John Wiley & Sons, New York); MASS: 328 (Atlas of Mass Spectral Data, John Wiley & Sons, New York) /2,5-Lutidine/;IR: 1860 (Coblentz Society Spectral Collection); UV: 2-108 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York); NMR: 2854 (Sadtler Research Laboratories Prism Collection); MASS: 329 (Atlas of Mass Spectral Data, John Wiley & Sons, New York) /3,4-Lutidine/;IR: 11029 (Sadtler Research Laboratories Prism Collection); UV: 2998 (Sadtler Research Laboratories Spectral Collection); NMR: 6217 (Sadtler Research Laboratories Spectral Collection); MASS: 327 (Atlas of Mass Spectral Data, John Wiley & Sons, New York) /3,5-Lutidine/;Henry's Law constant = 1.04X10-5 atm-cu m/mol @ 25 deg C;
Topological Polar Surface Area
12.9A^2
UNII
15FQ5D0T3P
UN Number
2734
Vapor Pressure
5.65 mmHg;5.65 mm Hg @ 25 deg C;
Application
2,6-Lutidine is a versatile chemical with a diverse range of applications. It is a colorless oily liquid, known for its unique odor reminiscent of pyridine and mint, and possesses a melting point of -5.8°C and a boiling point around 144°C. Its use as a solvent in organic synthesis underscores its role as a sterically hindered mild base, making it valuable in chemical reactions. Additionally, 2,6-Lutidine functions as a vulcanization accelerator crucial for the production of dyes, resins, and rubber. Its presence extends into the food industry as a food additive. The compound is highly flammable, with its flash point at 33°C, and is soluble in various solvents such as dimethyl formamide, tetrahydrofuran, and both hot and cold water. Isolated from the basic fraction of coal tar, and found as a semi-volatile compound in tobacco, it is less dense than water, and its vapors are heavier than air. During combustion, it releases toxic nitrogen oxides. In chemical reactions, 2,6-Lutidine neutralizes acids through exothermic processes to form salts and water, but it must be handled with care due to potential incompatibilities with several chemical groups and the risk of generating flammable hydrogen when interacting with strong reducing agents.
January 13, 2025

Impressive Versatile Base for Lab Applications

Alfa Chemistry's 2,6-Lutidine proved invaluable in my research. Its odor is distinct yet tolerable, and it serves as an excellent base for synthesizing complex molecules. Reliable solubility and reactivity enhance experimental outcomes efficiently.

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