2-Methyl-3-acetoxymethylpyridin
2,3-Lutidine
Conditions | Yield |
---|---|
With hydrogen; Pd-BaSO4 In ethanol for 0.5h; Ambient temperature; | 99.2% |
2,3-Lutidine
Conditions | Yield |
---|---|
Stage #1: N-(3-methyl-2-methyl-2H-pyridin-1-yl)-N-methyl-benzamidine With manganese triacetate; acetic acid at 60℃; for 2h; Stage #2: With water; acetic acid at 80℃; | 81% |
5-chloro-5,6-dimethyl-2,3,4,5-tetrahydropyridine
2,3-Lutidine
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran Heating; | 80% |
butanone
A
2,3-Lutidine
B
2,3,6-trimethylpyridine
C
2,3,4-lutidine
Conditions | Yield |
---|---|
With ammonia; chromium(III) oxide; aluminium at 350℃; | A 30.7% B 46.2% C 23% |
butanone
A
2,6-dimethylpyridine
B
2,3-Lutidine
C
2,3,6-trimethylpyridine
D
2,3,4-lutidine
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; |
3-Methylpyridine
A
pyridine
B
α-picoline
C
2,3-Lutidine
D
2,4-lutidine
E
2,5-dimethylpyridine
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% |
formaldehyd
acetaldehyde
acetone
A
2,3-Lutidine
B
3-ethylpyridine
C
2,3,4-lutidine
D
3-Methylpyridine
Conditions | Yield |
---|---|
With diammonium phosphate In ethanol; water at 234℃; for 1h; | A 25% B 8% C 13% D 22% |
α-picoline
A
pyridine
B
2,6-dimethylpyridine
C
2,3-Lutidine
D
2,5-dimethylpyridine
Conditions | Yield |
---|---|
With hydrogen; aluminum oxide; nickel at 330℃; under 750.06 Torr; Product distribution; | A 14.9% B 11.4% C 3% D 1.6% |
5,6-dimethyl-1,2,3,4-tetrahydro-pyridine
2,3-Lutidine
Conditions | Yield |
---|---|
With magnesium hydrosilicate; hydrogen; palladium at 280℃; |
6-chloro-2,3-dimethylpyridine
2,3-Lutidine
Conditions | Yield |
---|---|
With ethanol; palladium Hydrogenation; |
1-Methyl-3-acetylpiperidine
2,3-Lutidine
Conditions | Yield |
---|---|
With selenium at 300℃; |
4,6-dichloro-2,3-dimethyl-pyridine
2,3-Lutidine
Conditions | Yield |
---|---|
With methanol; potassium acetate; palladium Hydrogenation; |
2,3-bis(chloromethyl)-pyridine
2,3-Lutidine
Conditions | Yield |
---|---|
With methanol; palladium on activated charcoal; Lindlar's catalyst Hydrogenation; |
methanol
3-Methylpyridine
lead(IV) tetraacetate
acetic acid
A
2,3-Lutidine
B
2,5-dimethylpyridine
Conditions | Yield |
---|---|
at 110℃; |
4-methyl-5-oxohexanal
2,3-Lutidine
Conditions | Yield |
---|---|
With ethanol; water; hydroxylamine anschliessend Erwaermen mit wss. Salzsaeure; |
2,3-Lutidine
Conditions | Yield |
---|---|
bei der Zinstaub-Destillation; |
Conditions | Yield |
---|---|
With ammonia at 400℃; Leiten ueber mit Cadmiumphosphat impraegnierte Fullererde; |
2,3-Lutidine
Conditions | Yield |
---|---|
With methyllithium; calcium carbonate bei der Destillation; |
2,3-Lutidine
Conditions | Yield |
---|---|
With zinc durch Destillation; |
Conditions | Yield |
---|---|
bei der Destillation; |
5,6-dimethyl-1,2,3,4-tetrahydro-pyridine
2,3-Lutidine
Conditions | Yield |
---|---|
at 290℃; |
Conditions | Yield |
---|---|
at 300℃; unter Druck; |
3-methyl-cyclohexanone oxime
A
2,3-Lutidine
B
methyl cyclohexane
C
toluene
Conditions | Yield |
---|---|
levorotatory 1-methyl-cyclohexane oxime-(3); |
Conditions | Yield |
---|---|
With dimethyltitanocene at 20℃; Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: Tf2O / CH2Cl2 / -40 - 20 °C 1.2: 80 percent / CH2Cl2 / -70 °C 2.1: Mn(OAc)3*2H2O; AcOH / 2 h / 60 °C 2.2: 81 percent / H2IO6; AcOH; H2O / 80 °C View Scheme |
[2,5-Dichloro-1,2-dimethyl-pent-(E)-ylidene]-isopropyl-amine
2,3-Lutidine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 28 percent / NaN3 / dimethylsulfoxide / 20 h / 55 °C 2: 48 percent / SnCl2 / methanol / 5 h / 20 °C 3: 80 percent / KOBu-t / tetrahydrofuran / Heating View Scheme |
2,3-Lutidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 48 percent / SnCl2 / methanol / 5 h / 20 °C 2: 80 percent / KOBu-t / tetrahydrofuran / Heating View Scheme |
(2-methylpyridin-3-yl)methanol
2,3-Lutidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 91 percent / 1.) room temp., 15 h, 2.) reflux, 2 h 2: 99.2 percent / H2 / Pd/BaSO4 / ethanol / 0.5 h / Ambient temperature View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 94 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 0.5 h / 40 °C 2: 91 percent / 1.) room temp., 15 h, 2.) reflux, 2 h 3: 99.2 percent / H2 / Pd/BaSO4 / ethanol / 0.5 h / Ambient temperature View Scheme |
2,3-Lutidine
2,3-dimethylpyridine 1-oxide
Conditions | Yield |
---|---|
With sodium tungstate; dihydrogen peroxide In water at 55℃; for 3h; Temperature; | 99% |
With 3-chloro-benzenecarboperoxoic acid In Isopropyl acetate at 10 - 35℃; for 5.83333h; Green chemistry; | 98.9% |
With △-Na8H[PW9O34]·19H2O; dihydrogen peroxide In water at 20℃; for 24h; Green chemistry; | 94% |
2,3-Lutidine
di-tert-butyl dicarbonate
Conditions | Yield |
---|---|
Stage #1: 2,3-Lutidine With chloro(1,5-cyclooctadiene)rhodium(I) dimer; borane-ammonia complex In 2,2,2-trifluoroethanol at 20℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube; Stage #2: di-tert-butyl dicarbonate With triethylamine In 2,2,2-trifluoroethanol at 20℃; Inert atmosphere; Schlenk technique; Sealed tube; | 99% |
2,3-Lutidine
bis(2,3-dimethylpyridino)tetra(μ2-O,O'-trimethylacetato)dicobalt(II)
Conditions | Yield |
---|---|
In acetonitrile under Ar atm. soln. 2,3-Me2C5H3N in MeCN was added to (Co(Me3CCOO)2)n and strirred at 80°C for 15 min; soln. was concd. at 0.1 Torr and 20°C and allowed to crystallize at 20°C for 12 h, ppt. was washed with cold benzene and dried under Ar stream; elem. anal.; | 98% |
2,3-Lutidine
Ni2(μ-H2O)(μ-OOC-tert-Bu)2(OOC-tert-Bu)2(tert-BuCOOH)4
bis(2,3-dimethylpyridino)tetra(μ2-O,O'-trimethylacetato)dinickel(II)
Conditions | Yield |
---|---|
In benzene under Ar atm. soln. 2,3-Me2C5H3N in benzene was added to Ni6(Me3CCOO)2)12 and strirred at 70°C for 15 min; soln. was concd. at 0.1 Torr and 20°C and allowed to crystallize at 20°C for 12 h, ppt. was washed with cold benzene and dried under Ar stream; elem. anal.; | 98% |
2,3-Lutidine
benzoyl chloride
2,3-dimethyl-N-benzoyliminopyridinium ylide
Conditions | Yield |
---|---|
Stage #1: 2,3-Lutidine With O-(2,4-dinitrophenyl)hydroxylamine In tetrahydrofuran; water at 40℃; for 12h; Stage #2: benzoyl chloride With sodium hydroxide In tetrahydrofuran at 20℃; for 4h; | 96% |
2,3-Lutidine
3-((3-methylpyridin-2-yl)methyl)-2-tosylisoindolin-1-one
Conditions | Yield |
---|---|
With scandium tris(trifluoromethanesulfonate) In α,α,α-trifluorotoluene at 120℃; for 24h; Inert atmosphere; screw-cap vial; | 95% |
Conditions | Yield |
---|---|
With triphenylcarbenium tetra(pentafluorophenyl)borate; C63H83N2O2ScSi2 In toluene at 40℃; for 48h; Schlenk technique; Inert atmosphere; enantioselective reaction; | 95% |
Conditions | Yield |
---|---|
Stage #1: 2,3-Lutidine With boron trifluoride diethyl etherate In tetrahydrofuran for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: tert-butyl (E)-cinnamyl carbonate With C49H50IrNO4P(1+)*CF3O3S(1-); lithium hexamethyldisilazane In tetrahydrofuran at 30℃; for 8h; Inert atmosphere; Schlenk technique; enantioselective reaction; | 94% |
Conditions | Yield |
---|---|
With tris(pentafluorophenyl)borate; C42H51N3PSc In chlorobenzene at 100℃; for 8h; diastereoselective reaction; | 94% |
2,3-Lutidine
mesitylenesulfonylhydroxylamine
2,3-dimethylpyridin-1-ium-1-amine 2,4,6-trimethylbenzenesulfonate
Conditions | Yield |
---|---|
In dichloromethane for 0.5h; cooling; | 93% |
Conditions | Yield |
---|---|
In not given | 93% |
Conditions | Yield |
---|---|
at 80℃; for 0.333333h; | 93% |
Conditions | Yield |
---|---|
Stage #1: 2,3-Lutidine With zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex In tetrahydrofuran at 25℃; for 0.25h; Inert atmosphere; Stage #2: meta-bromotoluene With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; 1-ethyl-2-pyrrolidinone; palladium diacetate In tetrahydrofuran at 50℃; for 2h; Inert atmosphere; | 91% |
2,3-Lutidine
ethyl-3,3,3-trifluoropyruvate
ethyl 3,3,3-trifluoro-2-hydroxy-2-(3-methylpyridin-2-ylmethyl)propanoate
Conditions | Yield |
---|---|
With ytterbium(III) triflate In 1,4-dioxane at 90℃; for 12h; | 91% |
With iron(II) acetate In 1,4-dioxane at 120℃; for 24h; Schlenk technique; Inert atmosphere; | 24% |
Conditions | Yield |
---|---|
With (C5Me4SiMe3)Sc(CH2C6H4NMe2-o)2; trityl tetrakis(pentafluorophenyl)borate In toluene at 70℃; for 36h; Glovebox; Schlenk technique; Sealed tube; stereoselective reaction; | 91% |
2,3-Lutidine
5-methyl-indole-2,3-dione
3-hydroxy-3-((3-methylpyridin-2-yl)methyl)indolin-2-one
Conditions | Yield |
---|---|
In water for 1h; Reagent/catalyst; Reflux; | 91% |
Conditions | Yield |
---|---|
Stage #1: 2,3-Lutidine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: benzoic acid methyl ester In tetrahydrofuran; hexane at 0℃; for 3h; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
With tris(pentafluorophenyl)borate; C42H51N3PSc In chlorobenzene at 100℃; for 9h; Inert atmosphere; Schlenk technique; Glovebox; | 91% |
2,3-Lutidine
[zinc(II)(μ2-κ1O:κ1O'-O2C(t-Bu))2(2,3-lutidine)]2
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. by diffusing CHCl3 over MeOH soln.at room temp. for 4 d; elem. anal.; | 90% |
2,3-Lutidine
1-bromo-4-methoxy-benzene
2-(4-methoxybenzyl)-3-methylpyridine
Conditions | Yield |
---|---|
Stage #1: 2,3-Lutidine With zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex In tetrahydrofuran at 25℃; for 0.25h; Inert atmosphere; Stage #2: 1-bromo-4-methoxy-benzene With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; 1-ethyl-2-pyrrolidinone; palladium diacetate In tetrahydrofuran at 50℃; for 2h; Inert atmosphere; | 90% |
2,3-Lutidine
2-oxo-2H-chromene-3-carboxylic acid
4-((3-methylpyridin-2-yl)methyl)chroman-2-one
Conditions | Yield |
---|---|
In 1,4-dioxane at 120℃; for 48h; | 90% |
2,3-Lutidine
1-cyanoethyl trifluoromethanesulfonate
Conditions | Yield |
---|---|
In diethyl ether at 20℃; for 48h; Inert atmosphere; | 90% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl acetamide at 150℃; for 16h; Inert atmosphere; | 90% |
Conditions | Yield |
---|---|
In acetonitrile at 20℃; | 90% |
Conditions | Yield |
---|---|
With n-butyllithium | 89% |
Conditions | Yield |
---|---|
Stage #1: 2,3-Lutidine With n-butyllithium; N-ethyl-N,N-diisopropylamine; sodium t-butanolate In tetrahydrofuran; hexane at -78℃; Stage #2: Dimethyldisulphide In tetrahydrofuran; hexane at -78℃; Further stages.; | 89% |
2,3-Lutidine
ruthenium(II) phthalocyanine
(phthalocyaninato)(2,3-lutidine)2-ruthenium(II)
Conditions | Yield |
---|---|
In neat (no solvent) under N2; refluxed for 5 h; addn. of hexane to hot soln.; slowly cooled down to room temp.; filtered; washed (MeOH); chromy. (Al2O3, CHCl3); dried (70°C); elem. anal.; UV; IR; | 89% |
2,3-Lutidine
2-oxo-2H-thiochromene-3-carboxylic acid
4-((3-methylpyridin-2-yl)methyl)thiochroman-2-one
Conditions | Yield |
---|---|
In 1,4-dioxane at 120℃; for 48h; | 89% |
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate; oxygen; sodium formate; silver nitrate In water at 80℃; for 4h; Schlenk technique; regioselective reaction; | 89% |
With dipotassium peroxodisulfate; oxygen; sodium acetate; silver nitrate In water at 80℃; for 4h; Green chemistry; | 89% |
Molecule structure of 2,3-Lutidine (CAS NO.583-61-9):
IUPAC Name: 2,3-Dimethylpyridine
Molecular Weight: 107.15306 g/mol
Molecular Formula: C7H9N
Density: 0.93 g/cm3
Melting Point: −15 °C(lit.)
Boiling Point: 160.7 °C at 760 mmHg
Flash Point: 45.4 °C
Index of Refraction: 1.501
Molar Refractivity: 33.99 cm3
Molar Volume: 115.2 cm3
Surface Tension: 33.2 dyne/cm
Enthalpy of Vaporization: 39.08 kJ/mol
Vapour Pressure: 3.07 mmHg at 25 °C
Storage Temp.: flammables area
Water Solubility: 95 g/L (26 °C)
XLogP3-AA: 1.6
H-Bond Acceptor: 1
Exact Mass: 107.073499
MonoIsotopic Mass: 107.073499
Topological Polar Surface Area: 12.9
Heavy Atom Count: 8
Canonical SMILES: CC1=C(N=CC=C1)C
InChI: InChI=1S/C7H9N/c1-6-4-3-5-8-7(6)2/h3-5H,1-2H3
InChIKey: HPYNZHMRTTWQTB-UHFFFAOYSA-N
EINECS: 209-514-1
Product Categories: Pyridines derivates; Heterocyclic Compounds; Biochemistry; Reagents for Oligosaccharide Synthesis
Hazard Codes: Xn, F, Xi
Risk Statements: 10-22-37/38-41-20/21/22-36/37/38
R10:Flammable.
R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin.
R41:Risk of serious damage to the eyes.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 16-26-39-36/37-36/37/39
S16:Keep away from sources of ignition.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S39:Wear eye / face protection.
S36/37:Wear suitable protective clothing and gloves.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 1993 3/PG 3
WGK Germany: 3
HazardClass: 6.1
PackingGroup: II
2,3-Lutidine (CAS NO.583-61-9) is also named as 2,3-Dimethylpyridine ; AI3-24280 ; NSC 2157 ; 2,3-Lutidine (8CI) ; Pyridine, 2,3-dimethyl- . 2,3-Lutidine (CAS NO.583-61-9) is clear colorless to slightly yellow liquid.
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