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142387

Sigma-Aldrich

2,4,6-Trimethylpyridine

ReagentPlus®, 99%

Synonym(s):

2,4,6-Collidine, sym-Collidine

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About This Item

Empirical Formula (Hill Notation):
C8H11N
CAS Number:
108-75-8
Molecular Weight:
121.18
Beilstein:
107283
EC Number:
203-613-3
MDL number:
MFCD00006338
UNSPSC Code:
12352100
PubChem Substance ID:
57647138
NACRES:
NA.21

Quality Level

200

product line

ReagentPlus®

Assay

99%

form

liquid

refractive index

n20/D 1.498 (lit.)

bp

171-172 °C (lit.)

mp

−43 °C (lit.)

density

0.917 g/mL at 25 °C (lit.)

SMILES string

Cc1cc(C)nc(C)c1

InChI

1S/C8H11N/c1-6-4-7(2)9-8(3)5-6/h4-5H,1-3H3

InChI key

BWZVCCNYKMEVEX-UHFFFAOYSA-N

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General description

2,4,6-Trimethylpyridine is a pyridine derivative. It has a pK of 7.4. The product can react with trifluoroiodomethane in cyclopentane solution to afford 1:1 complex. This complex was investigated by NMR (Nuclear Magnetic Resonance) spectroscopy. Collidine-buffered osmium tetroxide solutions have been prepared by adding osmium tetroxide solution to it. These solutions have been used as fixative for electron microscopic studies.
2,4,6-Trimethylpyridine can undergo oxidation with potassium permanganate to form 2,4,6-pyridinetricarboxylic acid.
Hindered base.

Application

2,4,6-Trimethylpyridine (collidine, s-collidine, 2,4,6-collidine) has been used in the preparation of a library of N-acyl aminocoumarins bearing low-molecular-weight N-acyl groups.
Useful solvent for the cleavage of hindered esters by anhydrous lithium iodide.
Tissue fixative for electron microscopy.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

FlameSkull and crossbones
GHS02,GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

131.0 °F - closed cup

Flash Point(C)

55 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG9663
BCCG3984
SHBN6553
BCCG1762
BCCD9835

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Synthesis, structure, photoluminescence and magnetic properties of new 3-D lanthanide-pyridine-2, 4, 6-tricarboxylate frameworks
Li C-J, et al.
CrystEngComm, 10(11), 1645-1652 (2008)
Stephen M Baumler et al.
Journal of electroanalytical chemistry (Lausanne, Switzerland), 812, 159-165 (2018-03-06)
Understanding the thermodynamics and kinetics of interactions between model lipid bilayers and planar supports is of critical importance in the furtherance of biosensing and the creation of biomimetic devices. Evaluating these properties can be accomplished through understanding the diffusional properties
Halogen complexes. III. The association of 2, 4, 6-trimethylpyridine and trifluoroiodomethane.
Larsen DW and Allred AL.
The Journal of Physical Chemistry, 69(7), 2400-2401 (1965)
Andrew W Patterson et al.
Nature protocols, 2(2), 424-433 (2007-04-05)
Substrate activity screening (SAS) is a fragment-based method for the rapid development of novel substrates and their conversion into non-peptidic inhibitors of Cys and Ser proteases. The method consists of three steps: (i) a library of N-acyl aminocoumarins with diverse
Christa A Currie et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 824(1-2), 201-205 (2005-08-09)
Microchip capillary electrophoresis (CE), coupled with indirect fluorescence detection was investigated for estimating the pK(a) values of non-fluorescent compounds. The CE method is based on the differences in electrophoretic mobility of the analyte as a function of the pH of
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