Product Name

  • Name

    2,6-Lutidine

  • EINECS 203-587-3
  • CAS No. 108-48-5
  • Article Data120
  • CAS DataBase
  • Density 0.9252 g/cm3
  • Solubility 40 g/100 mL (20 °C) in water
  • Melting Point -6 °C
  • Formula C7H9N
  • Boiling Point 144 °C at 760 mmHg
  • Molecular Weight 107.155
  • Flash Point 33.3 °C
  • Transport Information UN 1993 3/PG 3
  • Appearance Colorless to yellow liquid
  • Safety 26-36/37-16-36-36/37/39
  • Risk Codes 10-22-36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 108-48-5 (2,6-Lutidine)
  • Hazard Symbols HarmfulXn
  • Synonyms a,a'-Lutidine;2,6-Dimethylpyridine;NSC 2155;a,a'-Dimethylpyridine;2,6-Lutidine(8CI);
  • PSA 12.89000
  • LogP 1.69840

Synthetic route

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

C25H12BF18N

C25H12BF18N

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

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

A

2,6-dimethylpyridine
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

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

B

2-(Hydroxymethyl)-6-methylpyridine
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%
acetone
67-64-1

acetone

acetylene
74-86-2

acetylene

A

α-picoline
109-06-8

α-picoline

B

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

C

2,4,6-trimethyl-pyridine
108-75-8

2,4,6-trimethyl-pyridine

D

2,4-lutidine
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%
2.6-dimethylpiperidine
504-03-0

2.6-dimethylpiperidine

2,6-dimethylpyridine
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.
2-hydroxy-3-butene
598-32-3

2-hydroxy-3-butene

propan-2-one O-acetyl oxime
18312-45-3

propan-2-one O-acetyl oxime

2,6-dimethylpyridine
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%
2,6-lutidine N-oxide
1073-23-0

2,6-lutidine N-oxide

N,N-Dimethylthiocarbamoyl chloride
16420-13-6

N,N-Dimethylthiocarbamoyl chloride

A

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

B

C10H14N2OS

C10H14N2OS

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

butanone

A

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

B

2,3-Lutidine
583-61-9

2,3-Lutidine

C

2,3,6-trimethylpyridine
1462-84-6

2,3,6-trimethylpyridine

D

2,3,4-lutidine
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;
1-methoxy-2,6-dimethylpyridinium methyl sulfate
87117-15-5

1-methoxy-2,6-dimethylpyridinium methyl sulfate

A

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

B

N-methyl-m-toluidine
696-44-6

N-methyl-m-toluidine

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

Phenyl vinyl sulfoxide

4,6-dimethyl-1,2,3-triazine
77202-09-6

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

A

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

B

2,4-lutidine
108-47-4

2,4-lutidine

Conditions
ConditionsYield
at 180℃; 1-2.5 h;A n/a
B 35%
N-Methylformamide
123-39-7

N-Methylformamide

2,6-lutidine N-oxide
1073-23-0

2,6-lutidine N-oxide

A

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

B

N,2,6-trimethylpyridine-4-carboxamide
107427-72-5

N,2,6-trimethylpyridine-4-carboxamide

Conditions
ConditionsYield
for 29h; Heating;A 32%
B 8%
α-picoline
109-06-8

α-picoline

methanol
67-56-1

methanol

A

2-vinylpyridine
100-69-6

2-vinylpyridine

B

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

C

2-Ethylpyridine
100-71-0

2-Ethylpyridine

D

2,4-lutidine
108-47-4

2,4-lutidine

Conditions
ConditionsYield
Cs exchanged zeolite at 450℃; Product distribution; investigation of the heterogeneous vapor-phase alkylation of α-picoline with methanol over Na+, K+, Rb+, or Cs+ exchanged X- or Y-type zeolite in an atmosphere of nitrogen;A 3.1%
B 7.3%
C 30.2%
D 3.6%
α-picoline
109-06-8

α-picoline

A

pyridine
110-86-1

pyridine

B

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

C

2,3-Lutidine
583-61-9

2,3-Lutidine

D

2,5-dimethylpyridine
589-93-5

2,5-dimethylpyridine

Conditions
ConditionsYield
With hydrogen; aluminum oxide; nickel at 330℃; under 750.06 Torr; Product distribution;A 14.9%
B 11.4%
C 3%
D 1.6%
2,6-lutidine N-oxide
1073-23-0

2,6-lutidine N-oxide

diphenyliodonium hexafluorophosphate
58109-40-3

diphenyliodonium hexafluorophosphate

A

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

B

2-(2-methylpyridin-1-ium-1-yl)phenolate
1391814-69-9

2-(2-methylpyridin-1-ium-1-yl)phenolate

Conditions
ConditionsYield
Stage #1: 2,6-lutidine N-oxide; diphenyliodonium hexafluorophosphate In 1,2-dichloro-ethane at 120℃; for 48h; Inert atmosphere; Schlenk technique;
Stage #2: With potassium carbonate In methanol; 1,2-dichloro-ethane at 20℃; for 1h;
A n/a
B 13%
pyridine
110-86-1

pyridine

ethanol
64-17-5

ethanol

A

2-vinylpyridine
100-69-6

2-vinylpyridine

B

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

C

D

2-Ethylpyridine
100-71-0

2-Ethylpyridine

E

4-Ethylpyridine
536-75-4

4-Ethylpyridine

Conditions
ConditionsYield
Cs exchanged zeolite at 450℃; Product distribution; investigation of the heterogeneous vapor-phase alkylation of pyridine with ethanol over Na+, K+, Rb+, or Cs+ exchanged X- or Y-type zeolite in an atmosphere of nitrogen;A 1.3%
B 1.1%
C 1.1%
D 5.9%
E 3.2%
4-chloro-2,6-lutidine
3512-75-2

4-chloro-2,6-lutidine

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

Conditions
ConditionsYield
durch Zinkstaub-Destillation;
bei der Zinkstaub-Destillation;
3-bromo-2,6-dimethylpyridine
3430-31-7

3-bromo-2,6-dimethylpyridine

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

Conditions
ConditionsYield
With hydrogenchloride; zinc
2,6-dimethylpyridine-3-carboxylic acid
5860-71-9

2,6-dimethylpyridine-3-carboxylic acid

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

Conditions
ConditionsYield
With soda lime at 300℃;
2,6-dimethyl-1H-pyridin-4-one
7516-31-6

2,6-dimethyl-1H-pyridin-4-one

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

Conditions
ConditionsYield
durch Zinkstaub-Destillation;
dimethyl(vinylethynyl)carbinol
690-94-8

dimethyl(vinylethynyl)carbinol

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

Conditions
ConditionsYield
With aluminum oxide; ammonia; cadmium(II) oxide at 360℃;
With chromium oxide-aluminium oxide-manganese oxide catalyst; ammonia at 420℃;
2,6-heptandione
13505-34-5

2,6-heptandione

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

Conditions
ConditionsYield
With ethanol; ammonia Erhitzen des Reaktionsprodukts mit Xylol unter Durchleiten von Sauerstoff;
formaldehyd
50-00-0

formaldehyd

acetone
67-64-1

acetone

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

Conditions
ConditionsYield
With aluminum oxide; ammonia; water at 340℃;
With ammonia; zeolite Gas phase;
pyridine
110-86-1

pyridine

methanol
67-56-1

methanol

A

α-picoline
109-06-8

α-picoline

B

picoline
108-89-4

picoline

C

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

D

2-Ethylpyridine
100-71-0

2-Ethylpyridine

Conditions
ConditionsYield
cation-exchanged zeolite; CsY at 400℃; Further byproducts given;A 6.9 % Chromat.
B 3.0 % Chromat.
C 3.3 % Chromat.
D 3.0 % Chromat.
pyridine
110-86-1

pyridine

methanol
67-56-1

methanol

A

α-picoline
109-06-8

α-picoline

B

picoline
108-89-4

picoline

C

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

D

4-Ethylpyridine
536-75-4

4-Ethylpyridine

Conditions
ConditionsYield
cation-exchanged zeolite at 400℃;A 6.8 % Chromat.
B 2.3 % Chromat.
C 2.5 % Chromat.
D 0.6 % Chromat.
pyridine
110-86-1

pyridine

methanol
67-56-1

methanol

A

α-picoline
109-06-8

α-picoline

B

picoline
108-89-4

picoline

C

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

D

3-Methylpyridine
108-99-6

3-Methylpyridine

Conditions
ConditionsYield
BaX zeolite at 400℃; Further byproducts given;A 19.7 % Chromat.
B 9.0 % Chromat.
C 2.5 % Chromat.
D 4.1 % Chromat.
pyridine
110-86-1

pyridine

methanol
67-56-1

methanol

A

α-picoline
109-06-8

α-picoline

B

picoline
108-89-4

picoline

C

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

D

3-Methylpyridine
108-99-6

3-Methylpyridine

E

2,4-lutidine
108-47-4

2,4-lutidine

Conditions
ConditionsYield
BaY; cation-exchanged zeolite at 400℃; Product distribution; various H and alkaline or alkaline earth cation-exchanged X or Y type zeolite catalysts;A 22.7 % Chromat.
B 7.6 % Chromat.
C 10.7 % Chromat.
D 3.8 % Chromat.
E 10.7 % Chromat.
pyridine
110-86-1

pyridine

methanol
67-56-1

methanol

A

α-picoline
109-06-8

α-picoline

B

picoline
108-89-4

picoline

C

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

D

2,4-lutidine
108-47-4

2,4-lutidine

Conditions
ConditionsYield
BaY; cation-exchanged zeolite at 400℃; Further byproducts given;A 22.7 % Chromat.
B 7.6 % Chromat.
C 10.7 % Chromat.
D 10.7 % Chromat.
SrY; cation-exchanged zeolite at 400℃; Further byproducts given;A 22.3 % Chromat.
B 7.4 % Chromat.
C 10.9 % Chromat.
D 10.8 % Chromat.

2,6-LUTIDINE Chemical Properties

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.

2,6-LUTIDINE 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.

2,6-LUTIDINE 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).

2,6-LUTIDINE 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.

2,6-LUTIDINE Consensus Reports

Reported in EPA TSCA Inventory.

2,6-LUTIDINE 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.

2,6-LUTIDINE 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.
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