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P42053

Sigma-Aldrich

3-Methylpyridine

99%

Synonym(s):

3-Picoline, 3-Methylpyridine

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About This Item

Empirical Formula (Hill Notation):
C6H7N
CAS Number:
108-99-6
Molecular Weight:
93.13
Beilstein/REAXYS Number:
1366
EC Number:
203-636-9
MDL number:
MFCD00006402
UNSPSC Code:
12352100
PubChem Substance ID:
24898513
NACRES:
NA.22

vapor density

3.2 (vs air)

Quality Level

300

vapor pressure

4.4 mmHg ( 20 °C)

assay

99%

autoignition temp.

~1000 °F

refractive index

n20/D 1.504 (lit.)

bp

144 °C (lit.)

mp

−19 °C (lit.)

density

0.957 g/mL at 25 °C (lit.)

SMILES string

Cc1cccnc1

InChI

1S/C6H7N/c1-6-3-2-4-7-5-6/h2-5H,1H3

InChI key

ITQTTZVARXURQS-UHFFFAOYSA-N

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General description

3-methylpyridine acts as a nucleophile in cross-coupling reactions, enabling the formation of aryl-pyridine bonds and facilitating the synthesis of pyridine derivatives. It is used as a precursor in the synthesis of niacin (vitamin B3)

Application

  • [The effect of new quaternary ammonium compounds on bacteria and fungi. 5: Synthesis of 3-methyl-n-alkylthiomethylpyridinium-, 1-methyl-3-n-alkylthiomethylimidazolium- and 1-ethyl-3-n-alkylthioimidazolinium chloride].: This research focuses on the synthesis of various quaternary ammonium compounds, including derivatives of 3-Methylpyridine, and evaluates their antimicrobial properties against bacteria and fungi (Pernak et al., 1983).
  • Stereochemistry of cobalt porphyrins. I. The structure and characterization of 2,3,7,8,12,13,17,18-octaethylporphinatobis(3-methylpyridine)cobalt(II).: This paper discusses the synthesis, structural analysis, and stereochemical properties of cobalt porphyrins complexed with 3-Methylpyridine, highlighting their potential applications in catalysis and materials science (Little and Ibers, 1974).

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Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

98.6 °F - closed cup

flash_point_c

37 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW7575
MKCT6392
MKCR7479
MKCQ5575
MKCN8256

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3-Methylpyridine: Synthesis and Applications
Yin et al.
Chemistry - An Asian Journal, 202400467-202400467 (2024)
A New Synthesis of 3-Ethylpyridine
Herzenberg et al.
Industrial & Engineering Chemistry Research, 6, 195-197 (1967)
Necmi Dege et al.
Acta crystallographica. Section C, Crystal structure communications, 62(Pt 9), m401-m403 (2006-09-07)
In the crystal structure of the title compound {systematic name: bis[6-methyl-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide(1-)-kappa2N3,O4]bis(3-methylpyridine)copper(II)}, [Cu(C4H4NO4S)2(C6H7N)2], the CuII centre resides on a centre of symmetry and has an octahedral geometry that is distorted both by the presence of four-membered chelate rings and because
Zoran P Visak et al.
The journal of physical chemistry. B, 110(3), 1377-1387 (2006-02-14)
In a previous work (J. Phys. Chem. B 2003, 107, 9837), we reported liquid-liquid-phase splitting at negative pressures in mixtures of H2O + D2O + 3-methylpyridine (3-MP) at the limit of pure H2O as the solvent, thus extending for the
Comparative chronic toxicity of pyridine, alpha-picoline, and beta-picoline to Lemna minor L. and Chlorella vulgaris B.
B B Singh et al.
Bulletin of environmental contamination and toxicology, 75(3), 482-489 (2006-01-03)
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