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Sigma-Aldrich

2,4,6-Trimethylpyridine

ReagentPlus®, 99%

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Synonym(s):
2,4,6-Collidine, sym-Collidine
Empirical Formula (Hill Notation):
C8H11N
CAS Number:
108-75-8
Molecular Weight:
121.18
Beilstein/REAXYS Number:
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

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

wgk_germany

WGK 3

flash_point_f

closed cup

flash_point_c

closed cup

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
Leszek Pazderski et al.
Magnetic resonance in chemistry : MRC, 48(6), 417-426 (2010-05-18)
(1)H, (13)C and (15)N NMR studies of gold(III), palladium(II) and platinum(II) chloride complexes with dimethylpyridines (lutidines: 2,3-lutidine, 2,3lut; 2,4-lutidine, 2,4lut; 3,5-lutidine, 3,5lut; 2,6-lutidine, 2,6lut) and 2,4,6-trimethylpyridine (2,4,6-collidine, 2,4,6col) having general formulae [AuLCl(3)], trans-[PdL(2)Cl(2)] and trans-/cis-[PtL(2)Cl(2)] were performed and the respective
Masayoshi Tsubuki et al.
The Journal of organic chemistry, 74(3), 1422-1425 (2008-12-20)
We have found that ruthenium-catalyzed cyclocarbonylation of allenyl alcohols in 2,4,6-collidine under atmospheric pressure of carbon monoxide smoothly proceeds to afford alpha,beta-unsaturated five- and six-membered lactones in moderate to good yields. Furthermore, we have completed a highly stereoselective synthesis of
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