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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:
Molecular Weight:
121.18
Beilstein/REAXYS Number:
107283
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

Quality Level

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

signalword

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

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

131.0 °F - closed cup

flash_point_c

55 °C - closed cup

ppe

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


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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
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
Janet E Del Bene et al.
The journal of physical chemistry. A, 110(3), 1128-1133 (2006-01-20)
Ab initio EOM-CCSD calculations have been performed on 3:1 FH:NH3 complexes at their own optimized MP2/6-31+G(d,p) geometries and at the optimized geometries in the hydrogen-bonding regions of corresponding 3:1 FH:collidine complexes. The isolated gas-phase equilibrium 3:1 FH:NH3 complex has an
J L Tomsig et al.
Histochemistry, 89(3), 301-306 (1988-01-01)
In previous work of our laboratory it was demonstrated that collidine (2,4,6-trimethylpyridine) abolishes the core osmiophilia and chromaffin reaction from rat pinal gland and vas deferens nerves. This abolition was apparent when tissues were briefly incubated in collidine or when

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