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Basic Information
| CAS No.: | 108-48-5 |
|---|---|
| Name: | 2,6-Lutidine |
| Molecular Structure: | |
|
|
|
| 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: |
 Xn
|
| 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 |
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Synthetic route
- 108-48-5
2,6-dimethylpyridine
Conditions
| Conditions | Yield |
|---|---|
| In hexane at 60℃; for 10h; | A n/a B n/a C 68% |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| 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% |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| 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. |
Conditions
| Conditions | Yield |
|---|---|
| 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
Conditions
| Conditions | Yield |
|---|---|
| In acetonitrile at 81℃; for 4h; | A 51% B 14% |
...Expand
- 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
| Conditions | Yield |
|---|---|
| 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; |
...Expand
- 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
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| at 180℃; 1-2.5 h; | A n/a B 35% |
...Expand
Raw Materials
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2,6-Lutidine
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.
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.
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.
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.