2,6-dimethylpyridine

• ChemBase ID: 89753
• Molecular Formular: C7H9N
• Molecular Mass: 107.15306
• Monoisotopic Mass: 107.07349929
• SMILES: n1c(cccc1C)C
• Canonical SMILES: Cc1cccc(n1)C
• InChI: InChI=1S/C7H9N/c1-6-4-3-5-7(2)8-6/h3-5H,1-2H3
• InChIKey: OISVCGZHLKNMSJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-dimethylpyridine
• IUPAC Traditional name: lutidine
• Synonyms: NSC 2155; α,α'-Dimethylpyridine; α,α'-Lutidine; 2,6-Dimethylpyridine; Lutidine; 2,6-Lutidine; 2,6-Dimethylpyridine; 2,6-LUTIDINE; 2,6-DIMETHYLPYRIDINE; 2,6-Lutidine; 2,6-Dimethylpyridine 98+%; 2,6-二甲基吡啶; 2,6-卢剔啶; 2,6-二甲基吡啶

Database IDs

• CAS Number: 108-48-5
• EC Number: 203-587-3
• MDL Number: MFCD00006345
• Beilstein Number: 105690
• Merck Index: 145616
• PubChem SID: 24845651; 24860356; 24901770; 24896359; 162076609
• PubChem CID: 7937
• Chemspider ID: 7649
• FEMA ID: 3540
• Unique Ingredient Identifier: 15FQ5D0T3P
• Wikipedia Title: 2,6-Lutidine
• Council of Europe Number: 11381
• Flavis Number: 14.065

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -0.00787011
• LogD (pH = 7.4): 0.96252024
• Log P: 1.0183138
• Molar Refractivity: 33.0841 cm^3
• Polarizability: 12.976114 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 27.2% at 45.3 °C in water; Chloroform
• Apperance: Clear oily liquid; Pale Yellow Solid
• Melting Point: -5.8°C; -6 - -6°C; -6 °C(lit.); -6°C; -7°C; -9 to -6°C; -9°C
• Boiling Point: 143-145 °C(lit.); 143-145°C; 143-145°C; 144°C
• Flash Point: 33°C; 33.8°C; 33°C(91°F); 37 °C; 98.6 °F
• Density: 0.92 g/mL at 25 °C(lit.); 0.921; 0.923; 0.9252; 0.9252 g/ml; 0.9252 g/ml @ 20°C
• Refractive Index: 1.497; 1.4970; n20/D 1.497(lit.); n20/D 1.498; n20/D 1.499
• Hydrophobicity(logP): 1.643
• pKa: 6.60
• Organoleptic: green; nutty; coffee

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C), Store Under Nitrogen
• Storage Warning: Flammable/Harmful/Irritant/Hygroscopic/Keep Cold/Store under Argon; Hygroscopic
• RTECS: OK9700000
• European Hazard Symbols: Flammable (F); X; Harmful (Xn)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Australian Hazchem: 3Y
• Risk Statements: 10-22-36/37/38; R:10-22
• Safety Statements: 23-26-36/37-60; 26; R; S:9-16-36/37/39
• EU Classification: F1
• EU Hazard Identification Number: 3B
• Emergency Response Guidebook(ERG) Number: 128
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280H-P305+P351+P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥96.0% (GC); ≥99%; ≥99.0% (GC); ≥99.7% (GC); 95%; 97%; 98%; 98+%; 99%
• Grade: analytical standard; Halal; Kosher; NI; puriss.; purum; ReagentPlus®
• Shelf Life: (limited shelf life, expiry date on the label)
• Purified By: redistillation
• Empirical Formula (Hill Notation): C7H9N

DETAILS

MP Biomedicals - 05204757

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02151569

1 ml = approx. 0.92 g
Purity: 99%

Sigma Aldrich - W354007

Packaging
1 kg in glass bottle
1 sample in glass bottle
5, 10 kg in steel drum

Sigma Aldrich - 336106

Packaging
1, 2 L in Sure/Seal™
100 mL in Sure/Seal™

Sigma Aldrich - L3900

Packaging
100, 500 mL in glass bottle
2 L in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - L476500

Isolated from the basic fraction of coal tar. A semi-volatile compound in tobacco.

REFERENCES

• Van den Dool, H., et al.: J. Chromatogr.,11, 463 ( 1963), Radulovic, N., et al.: Phytother. Res., 20, 85 (2006)
• This hindered base has been recommended for the exhaustive methylation of aromatic amines: J. Org. Chem., 35, 1558 (1970), and for the Rosenmund reduction of acyl halides to aldehydes: Synthesis, 767 (1976).
• Base catalyst for the silylation of highly-hindered secondary or tertiary alcohols by tert-Butyldimethylsilyl trifluoromethanesulfonate, A12174.
• For monometallation with potassium amide in liquid ammonia, and subsequent carboethoxylation with diethyl carbonate, see: Org. Synth. Coll., 6, 611 (1988).