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Merck
CN

27690

2,4,6-Trimethylpyridine

99% (GC), liquid, puriss. p.a.

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
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
203-613-3
MDL number:
Beilstein/REAXYS Number:
107283
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Product Name

2,4,6-Trimethylpyridine, puriss. p.a., 99% (GC)

InChI key

BWZVCCNYKMEVEX-UHFFFAOYSA-N

InChI

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

SMILES string

Cc1cc(C)nc(C)c1

grade

puriss. p.a.

assay

99% (GC)

form

liquid

impurities

≤0.1% water

evapn. residue

≤0.1%

refractive index

n20/D 1.498 (lit.)
n20/D 1.498

bp

171-172 °C (lit.)

mp

−43 °C (lit.)

density

0.917 g/mL at 25 °C (lit.)

cation traces

Al: ≤0.5 mg/kg
Ba: ≤0.1 mg/kg
Bi: ≤0.1 mg/kg
Ca: ≤0.5 mg/kg
Cd: ≤0.05 mg/kg
Co: ≤0.02 mg/kg
Cr: ≤0.02 mg/kg
Cu: ≤0.02 mg/kg
Fe: ≤0.1 mg/kg
K: ≤0.5 mg/kg
Li: ≤0.1 mg/kg
Mg: ≤0.1 mg/kg
Mn: ≤0.02 mg/kg
Mo: ≤0.1 mg/kg
Na: ≤0.5 mg/kg
Ni: ≤0.02 mg/kg
Pb: ≤0.1 mg/kg
Sr: ≤0.1 mg/kg
Zn: ≤0.1 mg/kg

storage temp.

2-8°C

Quality Level

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Application

2,4,6-Trimethylpyridine can be used as a reagent:      
  • In solid-phase peptide synthesis.     
  • To synthesize trichloro(2,4,6-trimethylpyridine) Au(III) complex by reacting with HAuCl4.

Tissue fixative for electron microscopy.

General description

2,4,6-Trimethylpyridine is a heterocyclic aromatic compound that is commonly used in dehydrohalogenation reactions. It is also used as a reaction solvent or chemical additive in organic reactions due to its basic properties.

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

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

Regulatory Information

危险化学品
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Assessing the acid properties of desilicated ZSM-5 by FTIR using CO and 2, 4, 6-trimethylpyridine (collidine) as molecular probes.
Holm MS, et al.
Applied Catalysis A: General, 356(1), 23-30 (2009)
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)
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
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
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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