| Identification | More | [Name]
2,4,6-Collidine | [CAS]
108-75-8 | [Synonyms]
246CO
2,4,6-COLLIDINE
2,4,6-TRIMETHYLPYRIDINE
GAMMA-COLLIDINE
S-COLLIDINE
SYM COLLIDINE
2,4,6-Kollidin
2,4,6-trimethyl-pyridin
a,g,a'-Collidine
alpha,gamma,alpha’-collidine
alpha,gamma,alpha'-Collidine
g-Collidine
Pyridine,2,4,6-trimethyl-
2,4,6-Collidine 98+ %
2,4,6-COLLIDINE, REAGENTPLUS, 99%
#nsym.-Collidine
2,4,6-Collidine99%
2,4,6-Collidine 99%
2,4,6-Collidine, electron microscopy grade, 99%
2,4,6-Collidine, tech., 75% | [EINECS(EC#)]
203-613-3 | [Molecular Formula]
C8H11N | [MDL Number]
MFCD00006338 | [Molecular Weight]
121.18 | [MOL File]
108-75-8.mol |
| Chemical Properties | Back Directory | [Definition]
Methyl, ethyl, propyl, and trimethyl homologs of
pyridine. | [Appearance]
colourless liquid | [Melting point ]
-43 °C (lit.) | [Boiling point ]
171-172 °C (lit.) | [density ]
0.917 g/mL at 25 °C(lit.)
| [vapor pressure ]
4 hPa (20 °C) | [refractive index ]
n20/D 1.498(lit.)
| [Fp ]
135 °F
| [storage temp. ]
2-8°C
| [solubility ]
35g/l | [form ]
Liquid | [pka]
7.43(at 25℃) | [color ]
Clear colorless to yellow | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents. | [Water Solubility ]
35 g/L (20 ºC) | [Sensitive ]
Hygroscopic | [Detection Methods]
GC,NMR | [Merck ]
14,9718 | [BRN ]
107283 | [Dielectric constant]
1.9（20℃） | [LogP]
1.25 at 20℃ | [CAS DataBase Reference]
108-75-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Pyridine, 2,4,6-trimethyl-(108-75-8) | [EPA Substance Registry System]
108-75-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R10:Flammable.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 1992 3/PG 3
| [WGK Germany ]
3
| [RTECS ]
UU0970000
| [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29333999 | [Hazardous Substances Data]
108-75-8(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 400 mg/kg |
| Hazard Information | Back Directory | [Hazard]
Toxic. | [Chemical Properties]
colourless liquid | [Uses]
2,4,6-Collidine is an reagent used for various synthetic preparations such as the synthesis of methylated pyridines by three-componet catalytic condensation of acetylene, acetone and ammonia. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 72, p. 4184, 1950 DOI: 10.1021/ja01165a097 | [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. | [Flammability and Explosibility]
Flammable | [Purification Methods]
Commercial samples may be grossly impure. Likely contaminants include 3,5-dimethylpyridine, 2,3,6-trimethylpyridine and water. Brown, Johnson and Podall [J Am Chem Soc 76 5556 1954] fractionally distilled 2,4,6-trimethylpyridine under reduced pressure through a 40cm Vigreux column (p 11) and added to 430mL of the distillate slowly, with cooling to 0o, 45g of BF3-diethyl etherate. The mixture was again distilled, and an equal volume of dry *benzene was added to the distillate. Dry HCl was passed into the solution, which was kept cold in an ice-bath, and the hydrochloride was filtered off. It was recrystallised from absolute EtOH (1.5mL/g) to m 286-287o[m 256o(sealed tube), also m 293-294o subliming slowly]. The free base was regenerated by treatment with aqueous NaOH, then extracted with *benzene, dried (MgSO4) and distilled under reduced pressure. Sisler et al. [J Am Chem Soc 75 446 1953] precipitated trimethylpyridine as its phosphate from a solution of the base in MeOH by adding 85% H3PO4, shaking and cooling. The free base was regenerated as above. Garrett and Smythe [J Chem Soc 763 1903] purified the trimethylpyridine via the HgCl2 complex. It is more soluble in cold than hot H2O [the solubility is 20.8% at 6o, 3.5% at 20o, 1.8% at 100o]. Alternatively, purify it by dissolving it in CHCl3, adding solid K2CO3 and Drierite, filtering and fractionally distilling through an 8in helix-packed column. The sulfate has m 205o, and the picrate (from hot H2O) has m 155-156o. [Frank & Meikle J Am Chem Soc 72 4184 1950, Beilstein 20 H 250, 20 I 87, 20 II 164, 20 III/IV 2810, 20/6 V 93.] |
| Spectrum Detail | Back Directory | [Spectrum Detail]
2,4,6-Collidine(108-75-8)MS
2,4,6-Collidine(108-75-8)1HNMR
2,4,6-Collidine(108-75-8)13CNMR
2,4,6-Collidine(108-75-8)IR1
2,4,6-Collidine(108-75-8)IR2
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