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2,4-Lutidine

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Name

2,4-Lutidine

EINECS 203-586-8
CAS No. 108-47-4 Density 0.93 g/cm3
PSA 12.89000 LogP 1.69840
Solubility 15 g/100 mL (20 °C) in water Melting Point - 60 °C
Formula C7H9N Boiling Point 157.5 °C at 760 mmHg
Molecular Weight 107.155 Flash Point 37.2 °C
Transport Information UN 1992 3/PG 3 Appearance pale yellow clear liquid
Safety 16-26-36/37/39-45 Risk Codes 10-23/24/25-36/37/38-25-20/21
Molecular Structure Molecular Structure of 108-47-4 (2,4-Lutidine) Hazard Symbols ToxicT, FlammableF, IrritantXi
Synonyms

2,4-Dimethylpyridine;NSC 2156;a,g-Dimethylpyridine;

Article Data 65

2,4-Lutidine Synthetic route

1122-45-8

2,4-dimethylpyridine N-oxide

108-47-4

2,4-lutidine

Conditions
ConditionsYield
With bis(triphenyl)oxodiphosphonium trifluoromethanesulfonate salt; potassium iodide In ethanol at 20℃; for 1.16667h;93%
Multi-step reaction with 2 steps
1: 71 percent / CH2Cl2 / 1.5 h
2: aq. ammonium persulfate / 1 h / Heating
View Scheme
108-89-4

picoline

71-23-8

propan-1-ol

108-47-4

2,4-lutidine

Conditions
ConditionsYield
With Raney nickel at 180℃; for 0.5h; Concentration; Flow reactor; Green chemistry; regioselective reaction;87%
41438-38-4

diethyl pyridine-2,4-dicarboxylate

108-47-4

2,4-lutidine

Conditions
ConditionsYield
With sulfuric acid; titanium(IV) oxide at 20 - 30℃; for 10h; Electrochemical reaction;75%
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%
108-89-4

picoline

A

110-86-1

pyridine

B

108-47-4

2,4-lutidine

Conditions
ConditionsYield
With hydrogen; aluminum oxide; nickel at 330℃; under 750.06 Torr; Product distribution;A 0.6%
B 35.2%
20451-53-0

Phenyl vinyl sulfoxide

77202-09-6

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

108-47-4

2,4-lutidine

Conditions
ConditionsYield
at 180℃; for 1h;35%
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%
50-00-0

formaldehyd

67-64-1

acetone

A

1122-39-0

2,4,5-trimethylpyridine

B

2233-29-6

2,3,4-lutidine

C

108-47-4

2,4-lutidine

Conditions
ConditionsYield
With diammonium phosphate In ethanol; water at 234℃; for 1.08333h;A 8.5%
B 35%
C 6%
50-00-0

formaldehyd

67-64-1

acetone

A

1122-39-0

2,4,5-trimethylpyridine

B

108-47-4

2,4-lutidine

C

2-ethyl-3,5-dimethylcyclopent-2-enone

Conditions
ConditionsYield
With diammonium phosphate In ethanol; water at 234℃; for 1.08333h;A 8.5%
B 6%
C 35%
108-99-6

3-Methylpyridine

A

110-86-1

pyridine

B

109-06-8

α-picoline

C

583-61-9

2,3-Lutidine

D

108-47-4

2,4-lutidine

E

589-93-5

2,5-dimethylpyridine

Conditions
ConditionsYield
With hydrogen; aluminum oxide; nickel at 330℃; under 750.06 Torr; Product distribution;A 0.3%
B 0.5%
C 5.3%
D 8%
E 30.9%

2,4-Lutidine Consensus Reports

Reported in EPA TSCA Inventory.

2,4-Lutidine Specification

The 2,4-Lutidine with cas registry number of 108-47-4 belongs to the categories of Organics; Heterocyclic Compounds; Biochemistry; Reagents for Oligosaccharide Synthesis. Its EINECS registry number is 203-586-8. Its IUPAC name is called 2,4-dimethylpyridine. This chemical is also known as 2,4-Dimethylpyridine; Pyridine, 2,4-dimethyl-. It is sensitive to hygroscopic.

Physical properties about this chemical are: (1)ACD/LogP: 1.65; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.51; (4)ACD/LogD (pH 7.4): 1.58; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 9.01; (7)ACD/KOC (pH 5.5): 13.72; (8)ACD/KOC (pH 7.4): 160.67; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.501; (13)Molar Refractivity: 33.99 cm3; (14)Molar Volume: 115.2 cm3 ; (15)Surface Tension: 33.2 dyne/cm; (16)Density: 0.93 g/cm3; (17)Flash Point: 37.2 °C; (18)Enthalpy of Vaporization: 38.53 kJ/mol; (19)Boiling Point: 157.5 °C at 760 mmHg; (20)Vapour Pressure: 3.56 mmHg at 25°C; (21)Water solubility 15 g/100 mL (20 °C).

Preparation of 2,4-Lutidine: this chemical can be prepared by pyridine-2,4-dicarboxylic acid diethyl ester using reagents TiO2, 35 percent aq. H2SO4. The reaction temperature is 20 - 30 ℃ and the reaction time is 10 hours.

Uses of 2,4-Lutidine: It is used as a medicine and pesticide intermediate as well as a rubber catalyst and analytical reagent. It is also used as a raw material in organic synthesis. For example, it can used to prepare 2,4-dimethyl-5-nitro-pyridine using reagent N2O5 and solvent liquid sulphur dioxide with reaction temperature of -30 ℃. The yield is 5%.

When you are using this chemical, please be cautious about it as the following:
Poison by ingestion. Mutation data reported. When heated to decomposition it emits toxic vapors of NOx. This chemical is toxic by inhalation, in contact with skin and if swallowed, irritating to eyes, respiratory system and skin and harmful by inhalation and in contact with skin. Wear suitable protective clothing, gloves and eye/face protection during using it. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Or if you feel unwell, seek medical advice immediately (show label where possible). Store it in flammables area. Keep away from sources of ignition - No smoking.

You can still convert the following datas into molecular structure:
(1)InChI: InChI=1/C7H9N/c1-6-3-4-8-7(2)5-6/h3-5H,1-2H3;
(2)Smiles: c1c(ccnc1C)C

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 200mg/kg (200mg/kg)   National Technical Information Service. Vol. PB85-143766,

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