Identification | More | [Name]
2,4-Lutidine | [CAS]
108-47-4 | [Synonyms]
2,4-DIMETHYLPYRIDINE 24L 2,4-LUTIDINE 4,6-DIMETHYLPYRIDINE LUTIDINE 2,4-dimethyl-pyridin 2,4-Lutidene alpha,gamma-Dimethylpyridine Pyridine,2,4-dimethyl- α,γ-dimethylpyridine 2,4-LUTIDINE 98+% 2,4-DIMETHYLPYRIDINE(2,4-LUTIDINE) Dimethylpyridine, 2,4-: (2,4-Lutidine) | [EINECS(EC#)]
203-586-8 | [Molecular Formula]
C7H9N | [MDL Number]
MFCD00006337 | [Molecular Weight]
107.15 | [MOL File]
108-47-4.mol |
Chemical Properties | Back Directory | [Appearance]
Clear pale yellow liquid, discoloring over time | [Melting point ]
-60 °C (lit.) | [Boiling point ]
159 °C (lit.) | [density ]
0.927 g/mL at 25 °C(lit.)
| [vapor pressure ]
3.28hPa at 25℃ | [FEMA ]
4389 | 2,4-DIMETHYLPYRIDINE | [refractive index ]
n20/D 1.499(lit.)
| [Fp ]
99 °F
| [storage temp. ]
Flammables area | [solubility ]
350g/l | [form ]
Liquid | [pka]
6.99(at 25℃) | [color ]
Colorless to Light yellow to Light orange | [Odor]
at 0.01 % in dipropylene glycol. smoky phenolic | [Odor Type]
smoky | [Water Solubility ]
15 g/100 mL (20 ºC) | [Sensitive ]
Hygroscopic | [JECFA Number]
2151 | [BRN ]
1506 | [Dielectric constant]
9.5999999999999996 | [InChIKey]
JYYNAJVZFGKDEQ-UHFFFAOYSA-N | [LogP]
1.9 | [CAS DataBase Reference]
108-47-4(CAS DataBase Reference) | [NIST Chemistry Reference]
Pyridine, 2,4-dimethyl-(108-47-4) | [EPA Substance Registry System]
108-47-4(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
T,F,Xi | [Risk Statements ]
R10:Flammable. R23/24/25:Toxic by inhalation, in contact with skin and if swallowed . R36/37/38:Irritating to eyes, respiratory system and skin . R25:Toxic if swallowed. R20/21:Harmful by inhalation and in contact with skin . | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 1992 3/PG 3
| [WGK Germany ]
3
| [RTECS ]
OK9400000
| [F ]
8 | [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29333999 |
Raw materials And Preparation Products | Back Directory | [Raw materials]
2,6-Lutidine-->Motor benzol-->COKEOVENGAS | [Preparation Products]
2-Methylisonicotinic acid-->2-METHYL-4-HYDROXYMETHYLPYRIDINE-->4-METHYL-5-NITRO-2-PYRIDINECARBOXYLIC ACID-->2-AMINO-3,5-DICHLORO-4,6-DIMETHYL PYRIDINE-->3-Amino-2-bromo-4,6-dimethylpyridine-->1H-Pyrrolo[2,3-c]pyridine-5-carboxylicacid(9CI)-->3-Amino-4,6-dimethylpyridine-->2-Amino-4,6-dimethylpyridine-->5-BROMO-2,4-DIMETHYLPYRIDINE-->Pyridine-->2,4-Dimethylpiperidine-->4,4',6,6'-bipyridine tetracarboxylic acid |
Hazard Information | Back Directory | [Chemical Properties]
Clear pale yellow liquid, discoloring over time | [Chemical Properties]
Colorless to pale-yellow clear liquid. | [Uses]
2,4-Lutidine, can be used as a building block in the synthesis of various chemical compounds. It is also used tobacco and aroma component. | [Definition]
ChEBI: 2,4-Dimethylpyridine is a member of methylpyridines. | [Aroma threshold values]
High strength odor, recommend smelling in a 0.01% solution or less. | [Purification Methods]
Dry it with Linde type 5A molecular sieves, BaO or sodium, and fractionally distil it. The distillate (200g) is heated with *benzene (500mL) and conc HCl (150mL) in a Dean and Stark apparatus on a water bath until water no longer separates, and the temperature just below the liquid reaches 80o. When cold, the supernatant *benzene is decanted, and the 2,4-lutidine hydrochloride, after washing with a little *benzene, is dissolved in water (350mL). After removing any *benzene by steam distillation, an aqueous solution of NaOH (80g) is added, and the free lutidine is steam distilled. It is isolated by saturating the distillate with solid NaOH and distilling it through a short column. The precipitation cycle is repeated, then the final distillate is partly frozen in an apparatus at -67.8-68.5o (cooled by acetone/CO2). The crystals are collected, then melted and distilled. [Kyte et al. J Chem Soc 4454 1960.] Alternative purifications are via the picrate m 183-184o (from H2O). [Clarke & Rothwell J Chem Soc 1885 1960], or the hydrobromide [Warnhoff J Org Chem 27 4587 1962]. The latter is precipitated from a solution of lutidine in *benzene by passing dry HBr gas: the salt is recrystallised from CHCl3/methyl ethyl ketone, then decomposed with NaOH, and the free base is extracted into Et2O, dried, evaporated and the residue is distilled. [Beilstein 20 H 244, 20 II 180, 20 III/IV 2718, 20/6 V 19.] |
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