2,4-Lutidine supplier | CasNO.108-47-4

Name
2,4-Lutidine
EINECS 203-586-8
CAS No. 108-47-4
Article Data65
CAS DataBase
Density 0.93 g/cm³
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
Hazard Symbols T, F, Xi
Synonyms 2,4-Dimethylpyridine;NSC 2156;a,g-Dimethylpyridine;
PSA 12.89000
LogP 1.69840

Synthetic route

: 1122-45-8
2,4-dimethylpyridine N-oxide

: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: 108-89-4
picoline

A: 110-86-1
pyridine

B: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
at 180℃; 1-2.5 h;	A n/a B 35%

...Expand

: 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

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

...Expand

: 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

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

...Expand

: 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

Conditions	Yield
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%

...Expand

: 109-06-8
α-picoline

: 67-56-1
methanol

A: 100-69-6
2-vinylpyridine

B: 108-48-5
2,6-dimethylpyridine

C: 100-71-0
2-Ethylpyridine

D: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
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%

...Expand

: 108-89-4
picoline

: 67-56-1
methanol

A: 100-43-6
4-vinylpyridine

B: 536-75-4
4-Ethylpyridine

C: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
Cs exchanged zeolite at 450℃; Product distribution; investigation of the heterogeneous vapor-phase alkylation of γ-picoline with methanol over Na+, K+, Rb+, or Cs+ exchanged X- or Y-type zeolite in an atmosphere of nitrogen;	A 3.7% B 27.1% C 13.8%

...Expand

: 108-89-4
picoline

: 67-56-1
methanol

A: 536-75-4
4-Ethylpyridine

B: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
ammonium chloride at 335℃; for 12h;	A 25.5% B 9.5%
ammonium chloride at 335℃; for 12h; Product distribution; variation of reaction temperature, duration of heating, catalysts;	A 25.5% B 9.5%

...Expand

: 764-01-2
methyl propargyl alcohol

: 141-43-5
ethanolamine

A: 109-06-8
α-picoline

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

C: 108-47-4
2,4-lutidine

D: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With aluminum(III) fluoride; aluminum oxide; chromium(III) oxide; zinc at 420℃; Further byproducts given;	A 14.4% B 13.3% C 23.9% D 21.2%

...Expand

: 764-01-2
methyl propargyl alcohol

: 141-43-5
ethanolamine

A: 108-89-4
picoline

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

C: 108-47-4
2,4-lutidine

D: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With aluminum(III) fluoride; aluminum oxide; chromium(III) oxide; zinc at 420℃; Further byproducts given;	A 18.2% B 13.3% C 23.9% D 21.2%

...Expand

: 660867-80-1
2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

: 74-88-4
methyl iodide

: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
With C21H30ClNPPd; potassium tert-butylate In tert-Amyl alcohol at 65℃; for 18h; Sealed tube; Inert atmosphere; Glovebox;	21%

: 764-01-2
methyl propargyl alcohol

: 75-07-0
acetaldehyde

A: 109-06-8
α-picoline

B: 108-89-4
picoline

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

D: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
With aluminum(III) fluoride; aluminum oxide; chromium(III) oxide; ammonia; zinc at 340℃; Further byproducts given;	A 15.8% B 5.5% C 1.5% D 7.7%

...Expand

: 108-89-4
picoline

: 67-56-1
methanol

: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
nickel(II) nitrate for 8h; Ambient temperature; Irradiation;	11.5%
nickel(II) nitrate for 8h; Product distribution; Ambient temperature; Irradiation; Variation of reaction time and amount of catalyst and methanol;	11.5%
BaY; cation-exchanged zeolite at 400℃;	12.8 % Chromat.

: 30838-93-8
2-chloro-4,6-dimethyl-pyridine

: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
bei der Zinkstaub-Destillation;

: 18088-10-3
4,6-dimethylpyridine-2-carboxylic acid

: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
With calcium oxide

: 2,4-dimethyl-pyridine-3,5-dicarboxylic acid

: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
beim Destillieren;

: 690-94-8
dimethyl(vinylethynyl)carbinol

: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
With aluminum oxide; ammonia; cadmium(II) oxide at 360℃;
With chromium oxide-aluminium oxide-manganese oxide catalyst; ammonia at 420℃;

: 75-07-0
acetaldehyde

: 67-64-1
acetone

: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
With aluminum oxide; ammonia at 350℃;

: 75-05-8
acetonitrile

: 78-79-5
isoprene

: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
With aluminum oxide at 420℃;

: 110-86-1
pyridine

: 67-56-1
methanol

A: 109-06-8
α-picoline

B: 108-89-4
picoline

C: 108-48-5
2,6-dimethylpyridine

D: 108-99-6
3-Methylpyridine

E: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
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.

...Expand

: 110-86-1
pyridine

: 67-56-1
methanol

A: 109-06-8
α-picoline

B: 108-89-4
picoline

C: 108-48-5
2,6-dimethylpyridine

D: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
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.

...Expand

: 110-86-1
pyridine

: 67-56-1
methanol

A: 109-06-8
α-picoline

B: 108-89-4
picoline

C: 108-47-4
2,4-lutidine

D: 589-93-5
2,5-dimethylpyridine

Conditions

Conditions	Yield
SrY; cation-exchanged zeolite at 400℃;	A 22.3 % Chromat. B 7.4 % Chromat. C 10.8 % Chromat. D 10.9 % Chromat.

...Expand

: 109-06-8
α-picoline

: 67-56-1
methanol

A: 108-48-5
2,6-dimethylpyridine

B: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
cation-exchanged zeolite at 400℃;	A 8.8 % Chromat. B 5.2 % Chromat.

...Expand

: 109-06-8
α-picoline

: 67-56-1
methanol

A: 108-48-5
2,6-dimethylpyridine

B: 108-47-4
2,4-lutidine

C: 589-93-5
2,5-dimethylpyridine

Conditions

Conditions	Yield
cation-exchanged zeolite at 400℃; Product distribution; H and various alkaline or alkaline earth cation-exchanged Y type zeolite catalysts;

...Expand

: 108-89-4
picoline

: 67-56-1
methanol

A: 583-58-4
3,4-Lutidin

B: 108-47-4
2,4-lutidine

Conditions

Conditions	Yield
BaY; cation-exchanged zeolite at 400℃; Product distribution; H and various alkaline or alkaline earth cation-exchanged Y type zeolite catalysts;

...Expand

: 108-47-4
2,4-lutidine

: 1122-45-8
2,4-dimethylpyridine N-oxide

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In chloroform at 20℃; for 3h;	100%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; Inert atmosphere;	100%
With 2,2,2-Trifluoroacetophenone; dihydrogen peroxide; acetonitrile In tert-butyl alcohol at 20℃; for 18h; Green chemistry; chemoselective reaction;	99%

: cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate

: 108-47-4
2,4-lutidine

: (C5H5)Ru((CH3)2C5NH3)(CH3CN)2(1+)*PF6(1-)={(C5H5)Ru((CH3)2C5NH3)(CH3CN)2}PF6

Conditions

Conditions	Yield
In dichloromethane 5 min, room temp.; adding Et2O, crystn. (-30°C); elem. anal.;	100%
In dichloromethane (Ar); reacted for 5 min with vigorous stirring; added diethyl ether; cooled to -30°C overnight; filtered; washed with diethyl ether; dried in vacuo;	100%

: tert-butyl (cyclohex-2-en-1-yl)carbonate

: 108-47-4
2,4-lutidine

: 1062229-34-8
(S)-2-(cyclohex-2-enylmethyl)-4-methylpyridine

Conditions

Conditions	Yield
Stage #1: 2,4-lutidine With boron trifluoride diethyl etherate In 1,4-dioxane for 0.5h; Inert atmosphere; Stage #2: tert-butyl (cyclohex-2-en-1-yl)carbonate With (η-C3H5-PdCl)2; (R,R)-ANDEN-phenyl Trost ligand; lithium hexamethyldisilazane In tetrahydrofuran; 1,4-dioxane for 10h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	100%

: 108-47-4
2,4-lutidine

: [Mo(N(2,6-diisopropylphenyl))(CHCMe2Ph)(2,5-dimethylpyrrolide)(tetrahydrofuran)2][B(3,5-(CF3)2C6H3)4]

: [Mo(N(2,6-diisopropylphenyl))(CHCMe2Ph)(η5-2,5-dimethylpyrrolide)(2,4-dimethylpyridine)][B(3,5-(CF3)2C6H3)4]

Conditions

Conditions	Yield
In dichloromethane byproducts: tetrahydrofuran; (N2); using Schlenk techniques; dissolving of Mo(N(2,6-diisopropylphenyl))(CHCMe2Ph)(2,5-dimethylpyrrolide)(THF)2(B(3,5-(CF3)2C6H3)4) in CH2Cl2;addn. of 2,4-dimethylpyridine (1.18 equiv.) via syringe; stirring at ro om temp. for 10 min; removal of volatiles in vac., addn. of pentane; stirring for 10 min; removal of volatiles in vac., drying in vac. for 2 h, elem. anal.;	99%

Yield

In dichloromethane byproducts: tetrahydrofuran; (N2); using Schlenk techniques; dissolving of Mo(N(2,6-diisopropylphenyl))(CHCMe2Ph)(2,5-dimethylpyrrolide)(THF)2(B(3,5-(CF3)2C6H3)4) in CH2Cl2;addn. of 2,4-dimethylpyridine (1.18 equiv.) via syringe; stirring at ro om temp. for 10 min; removal of volatiles in vac., addn. of pentane; stirring for 10 min; removal of volatiles in vac., drying in vac. for 2 h, elem. anal.;

99%

: 108-47-4
2,4-lutidine

: 256952-82-6
[(CH2Me2SiN(o-C6H4))2O]Zr(NMe2)2(dimethylamine)

: 256952-85-9
[(CH2Me2SiN(o-C6H4))2O]Zr(NMe2)2(2,4-lutidine)

Conditions

Conditions	Yield
In diethyl ether N2-atmosphere; excess of lutidine, stirring at room temp. for 6.5 h; removal of volatiles (vac.); elem. anal.;	98%

: 108-47-4
2,4-lutidine

: 66107-29-7
4-methoxyphenyl triflate

: 1334723-76-0
4-(4-methoxybenzyl)-2-methylpyridine

Conditions

Conditions	Yield
Stage #1: 2,4-lutidine With boron trifluoride diethyl etherate In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere; Stage #2: With zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #3: 4-methoxyphenyl triflate With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In tetrahydrofuran at 50℃; for 2h; Inert atmosphere;	98%

Yield

Stage #1: 2,4-lutidine With boron trifluoride diethyl etherate In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere;
Stage #2: With zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
Stage #3: 4-methoxyphenyl triflate With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In tetrahydrofuran at 50℃; for 2h; Inert atmosphere;

98%

: 108-47-4
2,4-lutidine

: 7646-85-7
zinc(II) chloride

: 14551-53-2
dichloro-bis(2,4-lutidine)-zinc

Conditions

Conditions	Yield
In methanol ZnCl2 and 2,4-lutidine dissolved in MeOH by heating; soln. cooled to ambient temp. and crystals formed within 15 min; XRD and IR spectrocopy;	97%
In acetone ZnCl2 and 2,4-lutidine dissolved in acetone by heating; soln. cooled to ambient temp. and crystals formed within 1 h; XRD and IR spectrocopy;	57%
In acetonitrile ZnCl2 and 2,4-lutidine dissolved in MeCN by heating; soln. cooled to ambient temp. and crystals formed over night; XRD and IR spectrocopy;	54%
In ethyl acetate ZnCl2 and 2,4-lutidine dissolved in ethyl acetate by heating; clear soln. transferred to new vessel and cooled to ambient temp. and crystals formed over night; XRD and IR spectrocopy;	53%

: 108-47-4
2,4-lutidine

: [(1,3-bis-(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene)PdCl(μ-Cl)]2

: C34H45Cl2N3Pd

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 1h; Inert atmosphere;	96%

: 108-47-4
2,4-lutidine

: 544-77-4
1-iodohexadecane

: 78191-89-6
1-Hexadecyl-2,4-dimethyl-pyridinium; iodide

Conditions

Conditions	Yield
In acetic acid for 2h; Heating;	95%

: 108-47-4
2,4-lutidine

: 100-52-7
benzaldehyde

: 2-(2-methyl(4-pyridyl))-1-phenylethan-1-ol

Conditions

Conditions	Yield
Stage #1: 2,4-lutidine With lithium diethylamide In tetrahydrofuran; hexane at -50℃; for 0.166667h; Stage #2: benzaldehyde In tetrahydrofuran; hexane at -78℃; for 0.333333h; Further stages.;	95%
With N-ethyl-N,N-diisopropylamine; 9-BBN triflate 1) CH2Cl2, 2) CH2Cl2, RT; var. reag.: n-BuOTf and Et3N; Yield given. Multistep reaction;
With N-ethyl-N,N-diisopropylamine; 9-BBN triflate 1.) -78 deg C, 2.) CH2Cl2, RT, 17 h; Yield given. Multistep reaction;

: 108-47-4
2,4-lutidine

: 70-11-1
α-bromoacetophenone

: 26557-56-2
7-methyl-2-phenylindolicine

Conditions

Conditions	Yield
Stage #1: 2,4-lutidine; α-bromoacetophenone In acetone at 90℃; for 72h; Inert atmosphere; Stage #2: With potassium carbonate In water at 80℃; Inert atmosphere;	93%
Multi-step reaction with 2 steps 1: acetonitrile / Reflux 2: potassium carbonate / water View Scheme
Stage #1: 2,4-lutidine; α-bromoacetophenone In acetone at 60℃; for 5h; Stage #2: With potassium carbonate In water at 60℃;
Stage #1: 2,4-lutidine; α-bromoacetophenone In acetone at 60℃; for 5h; Stage #2: With potassium carbonate In water at 60℃; for 5h;

: 592-41-6
1-hexene

: 108-47-4
2,4-lutidine

: C13H21N

Conditions

Conditions	Yield
With triphenylcarbenium tetra(pentafluorophenyl)borate; C63H83N2O2ScSi2 In toluene at 40℃; for 72h; Schlenk technique; Inert atmosphere; enantioselective reaction;	93%

: 104-92-7
1-bromo-4-methoxy-benzene

: 108-47-4
2,4-lutidine

: 1334723-76-0
4-(4-methoxybenzyl)-2-methylpyridine

Conditions

Conditions	Yield
Stage #1: 2,4-lutidine With boron trifluoride diethyl etherate In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere; Stage #2: With zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #3: 1-bromo-4-methoxy-benzene With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In tetrahydrofuran at 50℃; for 2h; Inert atmosphere;	92%

Yield

Stage #1: 2,4-lutidine With boron trifluoride diethyl etherate In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere;
Stage #2: With zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
Stage #3: 1-bromo-4-methoxy-benzene With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In tetrahydrofuran at 50℃; for 2h; Inert atmosphere;

92%

: 108-47-4
2,4-lutidine

: 578-57-4
2-bromoanisole

: 1334723-78-2
4-(2-methoxybenzyl)-2-methylpyridine

Conditions

Conditions	Yield
Stage #1: 2,4-lutidine With boron trifluoride diethyl etherate In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere; Stage #2: With zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #3: 2-bromoanisole With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In tetrahydrofuran at 50℃; for 2h; Inert atmosphere;	92%

Yield

Stage #1: 2,4-lutidine With boron trifluoride diethyl etherate In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere;
Stage #2: With zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
Stage #3: 2-bromoanisole With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In tetrahydrofuran at 50℃; for 2h; Inert atmosphere;

92%

: 292638-84-7
styrene

: 108-47-4
2,4-lutidine

: 79560-51-3
(phenyl-2' ethyl)-2 dimethyl-4,6 pyridine

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate; C42H51N3PSc In chlorobenzene at 100℃; for 7h; Inert atmosphere; Schlenk technique; Glovebox;	92%

: 108-47-4
2,4-lutidine

: nickel dichloride

: 24884-44-4
{NiCl2(α.γ-(CH3)2C5H3N)2}

Conditions

Conditions	Yield
In neat (no solvent) under N2; anhyd. NiCl2 suspended in 2,4-lutidine (neat); heated to 80°C for ca. 7 min; adapted from S. Buffagni, L. M. Vallarino, J. V. Quagliano, Inorg. Chem., 3 (1964) 480; soln. filtered hot through Celite; crystd.; crystals collected; wahsed with pentane;	91.8%
In ethanol mixing satd. soln. of H2O-free NiCl2 in ethanol with soln. of α.γ-lutidine in ethanol (excess);; washing with ether and drying in vac.;;
In neat (no solvent) heating NiCl2 for several hours with α.γ-lutidine, extg. with CH2Cl2 (several times), pptg. with ether;; recrystn. from α.γ-lutidine;;
In neat (no solvent) heating NiCl2 for several hours with α.γ-lutidine, extg. with CH2Cl2 (several times), pptg. with ether;; recrystn. from α.γ-lutidine;;
In ethanol mixing satd. soln. of H2O-free NiCl2 in ethanol with soln. of α.γ-lutidine in ethanol (excess);; washing with ether and drying in vac.;;

: 108-47-4
2,4-lutidine

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: dimethyl-[2-(2-methylpyridin-4-yl)vinyl]amine

Conditions

Conditions	Yield
Stage #1: 2,4-lutidine With n-butyllithium In tetrahydrofuran at -70 - -50℃; for 0.75h; Stage #2: With diethylamine In tetrahydrofuran for 0.5h; Stage #3: N,N-dimethyl-formamide In tetrahydrofuran for 1h;	91%
Stage #1: 2,4-lutidine With n-butyllithium; diethylamine In tetrahydrofuran; hexane at -50℃; for 0.416667h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -50℃; for 1.16667h;

: 21384-43-0
1-(3-methylbenzoyl)-2-methylaziridine

: 108-47-4
2,4-lutidine

: 325770-44-3
1-(3-methylphenyl)-2-(2-methyl-4-pyridyl)ethanone

Conditions

Conditions	Yield
Stage #1: 2,4-lutidine With lithium diisopropyl amide In tetrahydrofuran; hexane at -10℃; for 1h; Stage #2: 1-(3-methylbenzoyl)-2-methylaziridine In tetrahydrofuran; hexane at -78℃; for 2h;	91%

: 960604-20-0
1,3-bis-(5-bromo-pent-1-ynyl)-benzene

: 108-47-4
2,4-lutidine

: 1,3-bis-[5-(2,4-dimethyl-pyridinium)-pent-1-ynyl]-benzene dibromide

Conditions

Conditions	Yield
In water	91%
at 60 - 70℃; for 12h;	91%

: n-butyllithium hexane

: 21384-43-0
1-(3-methylbenzoyl)-2-methylaziridine

: 108-47-4
2,4-lutidine

: 325770-44-3
1-(3-methylphenyl)-2-(2-methyl-4-pyridyl)ethanone

Conditions

Conditions	Yield
With diisopropylamine In tetrahydrofuran; water	91%
With diisopropylamine In tetrahydrofuran; water	91%

...Expand

: 108-47-4
2,4-lutidine

: 17431-39-9, 131214-20-5, 13156-74-6
N,N-dimethyl-3-phenylacrylamide

: N,N-dimethyl-4-(2-methylpyridin-4-yl)-3-phenylbutanamide

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium hexamethylsilazane In tetrahydrofuran at 0℃; for 18h; Inert atmosphere;	91%

: 108-47-4
2,4-lutidine

A: 4021-11-8
2-methylisonicotinic acid

B: 4021-08-3
4-methylpicolinic acid

Conditions

Conditions	Yield
at 30℃; for 16h; Pseudomonas putida ATCC 33015;	A 90% B 10%

: zinc trimethylacetate

: 108-47-4
2,4-lutidine

: 1307746-79-7
[zinc(II)(μ2-κ1O:κ1O'-O2C(t-Bu))2(2,4-lutidine)]2

Conditions

Conditions	Yield
In methanol soln. of C5H3NMe2 in MeOH added to soln. of Zn salt in MeOH, stirred at room temp. for 12 h; volatiles removed under vac., crystd. from MeOH at room temp. for 3 d; elem. anal.;	90%

: 108-47-4
2,4-lutidine

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 72693-02-8
4,6-dimethylpicolinamide

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; oxygen; sodium formate; silver nitrate In water at 80℃; for 4h; Schlenk technique; regioselective reaction;	90%
With dipotassium peroxodisulfate; oxygen; silver(I) acetate; sodium acetate In water at 80℃; for 4h; Green chemistry;	90%

: 108-47-4
2,4-lutidine

: 592-42-7
1,5-Hexadien

: C13H19N

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate; C42H51N3PSc In chlorobenzene at 100℃; for 10h; diastereoselective reaction;	90%

: 108-47-4
2,4-lutidine

: 105-36-2
ethyl bromoacetate

: 95047-62-4
1-(2-ethoxy-2-oxoethyl)-2,4-dimethylpyridin-1-ium bromide

Conditions

Conditions	Yield
In acetone for 72h; Ambient temperature;	89%
In ethyl acetate for 20h;	75%

: 108-47-4
2,4-lutidine

: 105-36-2
ethyl bromoacetate

: 1-carboxymethyl-2,4-dimethyl-pyridinium; bromide

Conditions

Conditions	Yield
Stage #1: 2,4-lutidine; ethyl bromoacetate With tetra-(n-butyl)ammonium iodide In toluene Heating; Stage #2: With hydrogen bromide at 100℃; for 1h;	89%

: 108-47-4
2,4-lutidine

: trimethylamine-iodoborane

: bis(2.4-lutidine)boronium iodide

Conditions

Conditions	Yield
In not given	89%

: 108-47-4
2,4-lutidine

: [1,3-bis(2,6-dimethylphenyl)-4,5-dihydroimidazol-2-ylidene]ruthenium(II)Cl2(benzylidene)PPh3

: [RuCl2(=CHPh)(1,3-bis(2,6-dimethylphenyl)-4,5-dihydroimidazol-2-ylidene)(2,4-dimethylpyride)]

Conditions

Conditions	Yield
In further solvent(s) byproducts: PPh3; 2,4-dimethylpyridine (17.2 mmol) added to Ru complex (0.17 mmol) in Schlenk flask; stirred (room temp., 2 h); hexane added (room temp.); ppt. filtered; washed with hexane; dried (vac., 6 h);	89%

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 N₂O₅and 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 NO_x. 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,

Product Name

2,4-Lutidine

Synthetic route

2,4-Lutidine Consensus Reports

2,4-Lutidine Specification

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