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2,6-Lutidine

Basic information Chemical Properties Usage Preparation Category Toxicity grade Acute toxicity Flammability hazard characteristics Storage Fire extinguishing agents Safety Related Supplier

2,6-Lutidine Basic information

Product Name:
2,6-Lutidine
CAS:
108-48-5
MF:
C7H9N
MW:
107.15
EINECS:
203-587-3
Mol File:
108-48-5.mol
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2,6-Lutidine Chemical Properties

Melting point:
-6 °C
Boiling point:
143-145 °C(lit.)
Density 
0.92 g/mL at 25 °C(lit.)
vapor pressure 
5.5 hPa (20 °C)
refractive index 
n20/D 1.497(lit.)
FEMA 
3540 | 2,6-DIMETHYLPYRIDINE
Flash point:
92 °F
storage temp. 
−20°C
form 
Liquid
pka
6.65(at 25℃)
color 
Clear
Water Solubility 
40 g/100 mL (20 ºC)
Sensitive 
Hygroscopic
Merck 
14,5616
JECFA Number
1317
BRN 
105690
Stability:
Stable. Flammable. Incompatible with strong oxidizing agents, acid chlorides, acids, chloroformates. Protect from moisture.
CAS DataBase Reference
108-48-5(CAS DataBase Reference)
NIST Chemistry Reference
Pyridine, 2,6-dimethyl-(108-48-5)
EPA Substance Registry System
2,6-Dimethylpyridine (108-48-5)
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Safety Information

Hazard Codes 
Xn,F,Xi
Risk Statements 
10-22-36/37/38-20/21/22
Safety Statements 
26-36/37-16-36-36/37/39
RIDADR 
UN 1993 3/PG 3
WGK Germany 
3
RTECS 
OK9700000
8
Hazard Note 
Irritant/Flammable
TSCA 
Yes
HazardClass 
3
PackingGroup 
III
HS Code 
29333999
Hazardous Substances Data
108-48-5(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 400 mg/kg LD50 dermal Rabbit > 1000 mg/kg

MSDS

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2,6-Lutidine Usage And Synthesis

Chemical Properties

Colorless oily liquid, melting point-5.8℃, boiling point 144℃(139-141℃,145.6-145.8℃), density 0.9252(20/4℃), refractive index 1.4977, flash point 33℃, soluble in dimethyl formamide, tetrahydrofuran, cold water, hot water, ethanol and ether, with mixed odor of Pyridine and mint.

Usage

2,6-Lutidine is widely used in organic synthesis as a raw material and solvent. In Pharmaceutical industry, it can be used for the production of antiatherosclerotic pyridinolcarbamate. It can also be used for the production of Cortisone acetate, hydrocortisone, niacin, lobeline and stilbazium iodide which is an anthelmintic and effective for the worm, fasciolopsis buski, whipworm, pinworm and so on. In addition, 2,6-Lutidine can be used as an auxiliaries for Pesticides, dyes, dyeing and printing and used as resin and rubber accelerator,  intermediate of hot oil stabilizer.  It  can be oxidized to produce Dimethyl pyridine acid, which can be used as the stabilizer for hydrogen peroxide and acetic acid and used to synthesize lobelidine. 2,6-Lutidine is used as various kinds of nutty essence and cocoa, coffee, meat, bread and vegetable typed essence. It is also used to synthesize drugs for the treatment and first-aid of hypertension.

Preparation

2,6-Lutidine is obtained through the separation of β-methylpyridine which is a recycled product of coal coking byproduct.

Category

flammable liquid

Toxicity grade

high toxic

Acute toxicity

oral – rat LD50: 400mg/kg

Flammability hazard characteristics

flammable in case of fire, high temperature and oxidant, releasing toxic nitrogen oxides in case of heat.

Storage

Ventilated and dry warehouse with low temperature, separated from acids.

Fire extinguishing agents

Dry powder, dry sand, carbon dioxide, foam.

Chemical Properties

Colorless to yellow liquid

Chemical Properties

2,6-Dimethylpyridine has a powerful and diffusive minty-tarry odor. It has also been described to have the odor of pyridine and peppermint

Occurrence

Reported found in bread, tea, peppermint oil, cheeses, chicken, beef, pork, beer, sherry, whiskies, cocoa, coffee, tea, oatmeal, rice bran, buckwheat and malt.

Uses

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

Definition

ChEBI: A member of the class of methylpyridines that is pyridine carrying methyl substituents at positions 2 and 6.

Taste threshold values

Taste characteristics at 20 ppm: nutty, coffee, cocoa, musty, bready and meaty

General Description

A colorless liquid with a peppermint odor. Flash point 92°F. Less dense than water. Vapors heavier than air. Produces toxic oxides of nitrogen during combustion. Used to make other chemicals.

Air & Water Reactions

Highly flammable. Soluble in water.

Reactivity Profile

2,6-Lutidine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Chemical Synthesis

Synthesis from ethyl acetoacetate, formaldehyde and ammonia; isolated from basic fraction of coal tar

Purification Methods

Likely contaminants include 3-and 4-picoline (similar boiling points). However, they are removed by using BF3, with which they react preferentially, by adding 4mL of BF3 to 100mL of dry fractionally distilled 2,6-lutidine and redistilling. Distillation of commercial material from AlCl3 (14g per 100mL) can also be used to remove picolines (and water). Alternatively, lutidine (100mL) can be refluxed with ethyl benzenesulfonate (20g) or ethyl p-toluenesulfonate (20g) for 1hour, then the upper layer is cooled, separated and distilled. The distillate is refluxed with BaO or CaH2, then fractionally distilled through a glass helices-packed column. 2,6-Lutidine can be dried with KOH or sodium or by refluxing with (and distilling from) BaO, prior to distillation. For purification via its picrate, 2,6-lutidine, dissolved in absolute EtOH, is treated with an excess of warm ethanolic picric acid. The precipitate is filtered off, recrystallised from acetone (to give m 163-164.5o (166-167o), and partitioned between ammonia and CHCl3/diethyl ether. The organic layer, after washing with dilute aqueous KOH, is dried with Na2SO4 and fractionally distilled. [Warnhoff J Org Chem 27 4587 1962.] Alternatively, 2,6-lutidine can be purified via its urea complex, as described under 2,3-lutidine. Other purification procedures include azeotropic distillation with phenol [Coulson et al. J Appl Chem (London) 2 71 1952], fractional crystallisation by partial freezing, and vapour-phase chromatography using a 180-cm column of polyethylene glycol-400 (Shell, 5%) on Embacel (May and Baker) at 100o, with argon as carrier gas [Bamford & Block J Chem Soc 4989 1961]. The hydrochloride has m 235-237o, 239o (from EtOH). [Beilstein 20 II 160, 20 III/IV 2776, 20/6 V 32.]

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2,6-LutidineSupplierMore

Nanjing Apicci Pharmaceutical Technology Co., Ltd. Gold
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18061682508,QQ3590429773;18014482516,QQ 977144864
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CAS:108-48-5
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Shanghai Kaisai Chemical Co., Ltd Gold
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021-33516711 , 33516722
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Tocopharm Co., Ltd. Gold
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021-69895597- ;021-69895597- ;021-69895597-
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Product Name:2,6-lutidine
CAS:108-48-5
Purity:98% Package:1KG/1.00;
Shanghai Yolne Chemical Co., Ltd. Gold
Tel:
021-61525205,62960152 QQ:1242926278,3060526242
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sales@yolne.com
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Purity:98% Package:100g;500g;1Kg
Nanjing Zhipu Chemical Co., Ltd Gold
Tel:
025-83172869*83172967*18851668089*13813022170
Email:
derekzyp@njchemm.com
Products Intro:
Product Name:2,6-dimethyl-pyridin 2,6-Dimethypyridine 2,6-Lutidene
CAS:108-48-5
Purity:99.50% Package:185KG;190KG
Basic information Chemical Properties Usage Preparation Category Toxicity grade Acute toxicity Flammability hazard characteristics Storage Fire extinguishing agents Safety Related Supplier