ChemicalBook >> CAS DataBase List >>2,6-Lutidine

2,6-Lutidine

CAS No.
108-48-5
Chemical Name:
2,6-Lutidine
Synonyms
2,6-DIMETHYLPYRIDINE;2,6-Lutdeine;2,6-Lutidene;2,6-Dimethypyridine;utidine;2,6-Lutidine 2,6-Dimethylpyridine;26L;NSC 2155;FEMA 3540;2,6-LUTIDINE
CBNumber:
CB6852755
Molecular Formula:
C7H9N
Molecular Weight:
107.15
MDL Number:
MFCD00006345
MOL File:
108-48-5.mol
Last updated:2023-11-28 16:31:44

2,6-Lutidine Properties

Melting point ?6 °C (lit.)
Boiling point 143-145 °C (lit.)
Density 0.92 g/mL at 25 °C (lit.)
vapor pressure 5.5 hPa (20 °C)
FEMA 3540 | 2,6-DIMETHYLPYRIDINE
refractive index n20/D 1.497(lit.)
Flash point 92 °F
storage temp. −20°C
solubility Chloroform (Soluble), Methanol (Slightly)
form Liquid
pka 6.65(at 25℃)
color Clear
Odor at 1.00 % in dipropylene glycol. nutty amine woody bready cocoa oily
Odor Type nutty
Water Solubility 40 g/100 mL (20 ºC)
Sensitive Hygroscopic
Merck 14,5616
JECFA Number 1317
BRN 105690
Dielectric constant 7.3300000000000001
Stability Stable. Flammable. Incompatible with strong oxidizing agents, acid chlorides, acids, chloroformates. Protect from moisture.
LogP 0.12 at 25℃
Substances Added to Food (formerly EAFUS) 2,6-DIMETHYLPYRIDINE
CAS DataBase Reference 108-48-5(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 15FQ5D0T3P
NIST Chemistry Reference Pyridine, 2,6-dimethyl-(108-48-5)
EPA Substance Registry System 2,6-Dimethylpyridine (108-48-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Warning
Hazard statements  H226-H302-H315-H319
Precautionary statements  P210-P301+P312+P330-P302+P352-P305+P351+P338
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
Toxicity LD50 orally in Rabbit: 400 mg/kg LD50 dermal Rabbit > 1000 mg/kg
NFPA 704
2
2 1

2,6-Lutidine price More Price(45)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W354007 2,6-Dimethylpyridine ≥99% 108-48-5 1kg $204 2024-03-01 Buy
Sigma-Aldrich W354007 2,6-Dimethylpyridine ≥99% 108-48-5 5kg $1080 2024-03-01 Buy
Sigma-Aldrich W354007 2,6-Dimethylpyridine ≥99% 108-48-5 10Kg $1990 2024-03-01 Buy
Sigma-Aldrich L3900 2,6-Lutidine ReagentPlus?, 98% 108-48-5 100mL $46.3 2024-03-01 Buy
Sigma-Aldrich L3900 2,6-Lutidine ReagentPlus?, 98% 108-48-5 500mL $116 2024-03-01 Buy
Product number Packaging Price Buy
W354007 1kg $204 Buy
W354007 5kg $1080 Buy
W354007 10Kg $1990 Buy
L3900 100mL $46.3 Buy
L3900 500mL $116 Buy

2,6-Lutidine Chemical Properties,Uses,Production

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

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

Chemical Properties

Colorless to yellow liquid

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

2,6-Lutidine is used as a solvent in organic synthesis and as a sterically hindered mild base. It is also used as a vulcanization accelerator for dyes, resins and rubber. It also acts as a food additive.

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

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 2, p. 214, 1943
Tetrahedron Letters, 17, p. 383, 1976 DOI: 10.1016/S0040-4039(00)93738-9

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.

Flammability and Explosibility

Flammable

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.]

504-03-0
108-48-5
Synthesis of 2,6-Lutidine from 2,6-Dimethylpiperidine
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Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,6-Lutidine pictures 2023-06-28 2,6-Lutidine
108-48-5
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
2,6-Lutidine pictures 2021-09-29 2,6-Lutidine
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US $0.00 / KG 1KG 99.0% 5000kg/month WUHAN FORTUNA CHEMICAL CO., LTD
2,6-Lutidine pictures 2021-08-06 2,6-Lutidine
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US $10.00 / KG 1KG 99% 10 mt Hebei Guanlang Biotechnology Co., Ltd.
  • 2,6-Lutidine pictures
  • 2,6-Lutidine
    108-48-5
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
  • 2,6-Lutidine pictures
  • 2,6-Lutidine
    108-48-5
  • US $0.00 / KG
  • 99.0%
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • 2,6-Lutidine pictures
  • 2,6-Lutidine
    108-48-5
  • US $10.00 / KG
  • 99%
  • Hebei Guanlang Biotechnology Co., Ltd.
FEMA 3540 FEMA NUMBER 3540 DIMETHYLPYRIDINE(2,6-) 26L 2,6-LUTIDINE 2 6-DIMETHYLPYRIDINE 99+% 2,6-LUTIDINE, REDISTILLED, 99+% 2 6-LUTIDINE REAGENTPLUS(TM) 99% 2,6-LUTIDINE, STANDARD FOR GC 2,6-LUTIDINE 99% 2,6-DIMETHYLPYRIDINE-D9 98% 2,6-Lutidine, 98+% 2,6-Lutidine, spectro grade, 99% 2,6-Dimethylpyridine 98+% 2,6-Lutidine, redistilled 2,6-Dimethylpyridine, 2,6-Lutidine 2,6-Lutidine ,99% 2,6-Lutidine,99%,spectro grade 2,6-Dimethylpyridine,2,6-Dimethylpyridine, 2,6-Lutidine 2,6-dimethyl-pyridin alpha,alpha’-dimethylpyridine alpha,alpha’-lutidin alpha,alpha’-lutidine alpha,alpha'-Dimethylpyridine alpha,alpha'-Lutidin alpha,alpha'-Lutidine Pyridine,2,6-dimethyl- 2,6-Lutidine, 99% 250ML NSC 2155 2,6-Lutidine, 99%, purified by redistillation, AcroSeal 2,6-DIMETHYLPYRIDINE FOR SYNTHESIS 2,6-Lutidine, redistillation 2,6-Lutidine purified by redistillation, >=99% 2,6-Lutidine ReagentPlus(R), 98% 2,6-dimethyl-pyridin 2,6-Dimethypyridine 2,6-Lutidene 2,6-Lutidine, 99%, redistillation 2,6-Lutidine/2,6-Dimethypyridine 2,6-Dimethylpyridine(or2,6-Lutidine) 2,6-Lutidine> Bayer resin -181 2,6-Lutidine 2,6-Dimethylpyridine 2,6-DIMETHYLPYRIDINE 2,6-Lutdeine 2,6-Dimethypyridine 2,6-Lutidene utidine *Trolamine Impurity 2 (Trolamine EP Impurity B) 108-48-5 488-96-8 2,6-LUTIDINE CH32C5H3N Fatty Acids Heterocyclic Building Blocks Chromatography Esters Natural Compounds Life Sciences Lipids