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108-48-5

Basic Information
CAS No.: 108-48-5
Name: 2,6-Lutidine
Article Data: 120
Molecular Structure:
Molecular Structure of 108-48-5 (2,6-Lutidine)
Formula: C7H9N
Molecular Weight: 107.155
Synonyms: a,a'-Lutidine;2,6-Dimethylpyridine;NSC 2155;a,a'-Dimethylpyridine;2,6-Lutidine(8CI);
EINECS: 203-587-3
Density: 0.9252 g/cm3
Melting Point: -6 °C
Boiling Point: 144 °C at 760 mmHg
Flash Point: 33.3 °C
Solubility: 40 g/100 mL (20 °C) in water
Appearance: Colorless to yellow liquid
Hazard Symbols: HarmfulXn
Risk Codes: 10-22-36/37/38-20/21/22
Safety: 26-36/37-16-36-36/37/39
Transport Information: UN 1993 3/PG 3
PSA: 12.89000
LogP: 1.69840
Synthetic route

108-48-5

2,6-dimethylpyridine

C25H12BF18N

25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

A

108-48-5

2,6-dimethylpyridine

B

C

Conditions
ConditionsYield
In hexane at 60℃; for 10h;A n/a
B n/a
C 68%
2.6-bis(hydroxymethyl)pyridine

2.6-bis(hydroxymethyl)pyridine

A

108-48-5

2,6-dimethylpyridine

B

1122-71-0

2-(Hydroxymethyl)-6-methylpyridine

Conditions
ConditionsYield
With [IrCl(CO)(PPh3)2]; hydrazine hydrate; potassium hydroxide In methanol at 160℃; for 3h; Wolff-Kishner Reduction; Sealed tube;A 64%
B 10%
67-64-1

acetone

74-86-2

acetylene

A

109-06-8

α-picoline

B

108-48-5

2,6-dimethylpyridine

C

108-75-8

2,4,6-trimethyl-pyridine

D

108-47-4

2,4-lutidine

Conditions
ConditionsYield
With ammonia; MG-4 at 375℃; under 760 Torr;A 6.3%
B 7.3%
C 58.3%
D 5.9%
With ammonia; MG-4 at 375℃; under 760 Torr; Product distribution; other catalysts;A 6.3%
B 7.3%
C 58.3%
D 5.9%
With ammonia; MG-4 at 350℃; under 760 Torr;A 6.2%
B 15.6%
C 36.4%
D 6.8%
504-03-0

2.6-dimethylpiperidine

108-48-5

2,6-dimethylpyridine

Conditions
ConditionsYield
With [iPrPN(H)P]2Fe(H)(CO)(BH4) In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 30h; Inert atmosphere; Schlenk technique; Glovebox;58%
With OsH3(acac)(PiPr3)2 In para-xylene at 140℃; for 48h; Schlenk technique; Irradiation;29 %Chromat.
With Cp*Ir(6,6'-dionato-2,2'-bipyridine)(H2O) In para-xylene for 20h; Reflux; Inert atmosphere; Schlenk technique;88 %Chromat.
In octane at 120℃; under 760.051 Torr; for 18h; Inert atmosphere; Schlenk technique;>99 %Chromat.
With tert-butylethylene; C21H26ClIrNOP; sodium t-butanolate In para-xylene at 150℃; for 24h; Inert atmosphere; Glovebox; Sealed tube;88 %Chromat.
598-32-3

2-hydroxy-3-butene

18312-45-3

propan-2-one O-acetyl oxime

108-48-5

2,6-dimethylpyridine

Conditions
ConditionsYield
With oxygen; copper diacetate; palladium diacetate; potassium carbonate In acetonitrile at 80℃; under 760.051 Torr; Heck Reaction;52%
1073-23-0

2,6-lutidine N-oxide

16420-13-6

N,N-Dimethylthiocarbamoyl chloride

A

108-48-5

2,6-dimethylpyridine

B

C10H14N2OS

Conditions
ConditionsYield
In acetonitrile at 81℃; for 4h;A 51%
B 14%
78-93-3

butanone

A

108-48-5

2,6-dimethylpyridine

B

583-61-9

2,3-Lutidine

C

1462-84-6

2,3,6-trimethylpyridine

D

2233-29-6

2,3,4-lutidine

Conditions
ConditionsYield
With ammonia; chromium(III) oxide; aluminium at 375℃;A 6.8%
B 24.6%
C 45.4%
D 25.7%
With ammonia; chromium(III) oxide; aluminium at 425℃;A 25.3%
B 34.5%
C 13.8%
D 13.8%
With ammonia; chromium(III) oxide; aluminium at 450℃;A 21.8%
B 22.4%
C 29.4%
D 11.7%
With ammonia; chromium(III) oxide; aluminium at 300 - 450℃; Product distribution;
87117-15-5

1-methoxy-2,6-dimethylpyridinium methyl sulfate

A

108-48-5

2,6-dimethylpyridine

B

696-44-6

N-methyl-m-toluidine

Conditions
ConditionsYield
With Dimethylammonium sulphite In water at 150℃; for 24h;A 20%
B 42%
20451-53-0

Phenyl vinyl sulfoxide

77202-09-6

4,6-dimethyl-1,2,3-triazine

A

108-48-5

2,6-dimethylpyridine

B

108-47-4

2,4-lutidine

Conditions
ConditionsYield
at 180℃; 1-2.5 h;A n/a
B 35%
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    Molecular Formula: C7H9N Molecular Weight: 107.15 CAS Registry Number: 108-48-5 EINECS: 203-587-3 Appearance: Colorless Liquid Storage:Store in cool and dry place, away from sun light. Package:drum Application:Pharmaceutical Intermediates Trans

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Chemistry

Molecular Formula: C7H9N
Formula Weight: 107.15
mp of 2,6-LUTIDINE (108-48-5): -6 °C
bp : 143-145 °C(lit.)
density : 0.92 g/mL at 25 °C(lit.)
refractive index : n20/D 1.497(lit.)
Fp of 2,6-LUTIDINE (108-48-5): 92 °F
storage temp. : -20°C
Water Solubility : 40 g/100 mL (20 oC)
Odor: Characteristic.
Color: Straw color.
Solubility: Easily soluble in cold water.
2,6-LUTIDINE (108-48-5) is a colorless to yellow oily liquid.

Uses

In organic synthesis, 2,6-LUTIDINE (108-48-5) is widely used as a sterically hindered mild base. It is also used as a vulcanization accelerator for pesticides, dyes, dyes, resins and rubber. And also can be used as a solvent.

Production

Recycling β-methylpyridine fractions from coal by-products of coking, then separating β-methylpyridine fractions, we can obtain 2,6-LUTIDINE (108-48-5).

Toxicity Data With Reference

1.   

sln-smc 5000 ppm

   MUREAV    Mutation Research. 163 (1986),23.
2.   

orl-rat LD50:400 mg/kg

   85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,845.
3.   

ihl-rat LCLo:7500 ppm/1H

   85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,845.
4.   

skn-gpg LD50:2500 mg/kg

   85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,845.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes : Xn,F,Xi (Harmful; Highly Flammable; Irritant)
Risk Statements : 10-22-36/37/38-20/21/22 (Flammable; Harmful if swallowed; Irritating to eyes, respiratory system and skin; Harmful by inhalation, in contact with skin and if swallowed)
Safety Statements : 26-36/37-16-36-36/37/39 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable protective clothing and gloves; Keep away from sources of ignition - No smoking; Wear suitable protective clothing; Wear suitable protective clothing, gloves and eye/face protection)
RIDADR : UN 1993 3/PG 3
WGK Germany : 3
RTECS : OK9700000
F : 8 (Photosensitive)
Hazard Note : Irritant/Flammable
HazardClass : 3
PackingGroup : III
HS Code : 29333999 
Poison by ingestion. Moderately toxic by skin contact. Mildly toxic by inhalation. Mutation data reported. When heated to decomposition it emits toxic vapors of NOx.

Specification

Storage: Keep container tightly closed. Keep in a cool, well-ventilated place. Keep away from heat. Keep
away from sources of ignition. A refrigerated room would be preferable for materials with a flash point lower than
37.8°C (100°F). Flammable materials should be stored in a separate safety storage cabinet or room.  Ground all
equipment containing material.