142387
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:
107283
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21
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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.
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
Signal Word
Danger
Hazard Statements
Precautionary Statements
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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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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