(pyridin-4-yl)-α-methylstyrene
4-s-propylpyridine
Conditions | Yield |
---|---|
With (bis-1,2-diphenylphosphinoethane)Co(CH2SiMe3)2; hydrogen In toluene at -196.15 - 25℃; under 3040.2 Torr; for 6h; Reagent/catalyst; Sealed tube; | 68% |
With hydrogen; palladium(II) hydroxide/carbon In methanol; ethyl acetate at 20℃; for 41.5h; |
4-Isopropylpiperidine
4-s-propylpyridine
Conditions | Yield |
---|---|
In octane at 120℃; under 760.051 Torr; for 2h; Reagent/catalyst; Inert atmosphere; Schlenk technique; | 95 %Chromat. |
A
4-s-propylpyridine
B
2,3-dimethyl-2,3-di-4-pyridylbutane
Conditions | Yield |
---|---|
With chromium chloride; lithium borohydride In tetrahydrofuran at 25℃; for 15h; Yields of byproduct given; | A n/a B 64% |
2-(1-(methoxycarbonyl)-1,4-dihydropyridin-4-yl)-2-methylpropanoic acid
4-s-propylpyridine
Conditions | Yield |
---|---|
With air In toluene Heating; | 80% |
4-s-propylpyridine
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In tetrahydrofuran for 20h; Heating; | 74% |
Conditions | Yield |
---|---|
With ammonia; potassium amide anschliessend Behandeln mit Methylchlorid; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium amide; liquid ammonia 2: potassium amide; liquid ammonia / anschliessend Behandeln mit Methylchlorid View Scheme |
4-s-propylpyridine
Conditions | Yield |
---|---|
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 20℃; for 1.16667h; Inert atmosphere; | 0.41 g |
pyridine
2-iodo-propane
A
4-s-propylpyridine
B
2-isopropylpyridine
Conditions | Yield |
---|---|
at 200 - 240℃; for 16h; autoclave; | A 7% B 5% |
at 300℃; |
2-(4-pyridyl)propan-2-ol
4-s-propylpyridine
Conditions | Yield |
---|---|
With phosphorus; hydrogen iodide at 140℃; | |
With phosphorus; hydrogen iodide at 150 - 160℃; |
pyridine
isopropylmercury(II) chloride
A
4-s-propylpyridine
B
2-isopropylpyridine
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane at 40℃; for 12h; Irradiation; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
2-isopropylallyl alcohol
4-s-propylpyridine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: SOCl2, pyridine 2: 1.) Mg / 1) THF, 2 h, room temperature; 2) THF, night 3: H2, Et3N, RhCl(CO)(PPh3)2 / 36 h / 80 - 100 °C / 76000 Torr 4: NH2OH*HCl / ethanol; H2O / 12 h / Heating View Scheme | |
Multi-step reaction with 4 steps 1: SOCl2, pyridine 2: 1.) Mg / 1) THF, 2 h, room temperature; 2) THF, room temperature (night), reflux (6 d) 3: H2, Et3N, RhCl(CO)(PPh3)2 / 36 h / 80 - 100 °C / 76000 Torr 4: NH2OH*HCl / ethanol; H2O / 12 h / Heating View Scheme |
2-i.propylallyl chloride
4-s-propylpyridine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1.) Mg / 1) THF, 2 h, room temperature; 2) THF, night 2: H2, Et3N, RhCl(CO)(PPh3)2 / 36 h / 80 - 100 °C / 76000 Torr 3: NH2OH*HCl / ethanol; H2O / 12 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: 1.) Mg / 1) THF, 2 h, room temperature; 2) THF, room temperature (night), reflux (6 d) 2: H2, Et3N, RhCl(CO)(PPh3)2 / 36 h / 80 - 100 °C / 76000 Torr 3: NH2OH*HCl / ethanol; H2O / 12 h / Heating View Scheme |
1,1-diethoxy-3-i.propylbut-3-ene
4-s-propylpyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: H2, Et3N, RhCl(CO)(PPh3)2 / 36 h / 80 - 100 °C / 76000 Torr 2: NH2OH*HCl / ethanol; H2O / 12 h / Heating View Scheme |
3-i.propyl-5,5-diethoxypentanal
A
4-s-propylpyridine
B
3-isopropylpyridine
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride In ethanol; water for 12h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: potassium tert-butylate / tetrahydrofuran / 0.25 h / 20 °C / Schlenk technique 1.2: 1 h / 20 °C / Schlenk technique 2.1: (bis-1,2-diphenylphosphinoethane)Co(CH2SiMe3)2; hydrogen / toluene / 6 h / -196.15 - 25 °C / 3040.2 Torr / Sealed tube View Scheme |
Conditions | Yield |
---|---|
at 200 - 240℃; for 16h; autoclave; | A 5% B 7% |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: CH2Cl2 / 0.08 h / 0 °C View Scheme |
pyridine
1-iodo-propane
A
4-s-propylpyridine
B
2-isopropylpyridine
Conditions | Yield |
---|---|
at 300℃; |
Conditions | Yield |
---|---|
at 59.9℃; Thermodynamic data; gas-phase; |
2,3-dimethyl-2,3-di-4-pyridylbutane
A
(pyridin-4-yl)-α-methylstyrene
B
4-s-propylpyridine
Conditions | Yield |
---|---|
With 9,10-dihydroanthracene In toluene at 225℃; Kinetics; Thermodynamic data; thermolysis; various temp.; ΔG(excit.), ΔH(excit.), ΔS(excit.); |
A
4-s-propylpyridine
B
4'-Isopropyl-2,6-dimethyl-4'H-[1,1']bipyridinyl-4-one
Conditions | Yield |
---|---|
In tetrahydrofuran Heating; Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
With pyridine In acetonitrile at 25℃; Rate constant; var. concentr. of the reagent and diisopropylamine; |
Conditions | Yield |
---|---|
Yield given. Multistep reaction. Yields of byproduct given; |
Conditions | Yield |
---|---|
1.) THF, reflux, overnight, 2.) MeCN, reflux, 10 h; Yield given. Multistep reaction; |
4-Ethylpyridine
A
pyridine
B
picoline
C
(pyridin-4-yl)-α-methylstyrene
D
4-s-propylpyridine
Conditions | Yield |
---|---|
With γ-Al2O3 at 500℃; Product distribution; Further Variations:; Reagents; Temperatures; | A 0.7% B 19.9% C 0.5% D 15.8% |
picoline
ammonia
A
4-Ethylpyridine
B
4-tert-butylpyridine
C
4-s-propylpyridine
Conditions | Yield |
---|---|
Product distribution; anschliessend Behandeln mit Methylchlorid; |
Conditions | Yield |
---|---|
at 290 - 300℃; im Rohr; |
4-s-propylpyridine
benzyl bromide
1-benzyl-4-isopropylpyridin-1-ium bromide
Conditions | Yield |
---|---|
In acetone at 55℃; | 100% |
In dichloromethane Heating; |
4-s-propylpyridine
p-nitrophenyl trans-β-chlorovinyl sulfone
Conditions | Yield |
---|---|
In acetonitrile at 25℃; for 1h; Rate constant; | 95% |
In acetonitrile at 25℃; for 1h; | 95% |
4-s-propylpyridine
4-isopropylpyridine 1-oxide
Conditions | Yield |
---|---|
With dihydrogen peroxide; acetic acid In water for 4h; Heating / reflux; | 94% |
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 22h; Inert atmosphere; Cooling with ice; | 31% |
With dihydrogen peroxide; acetic acid |
Conditions | Yield |
---|---|
In water Heating; | 84% |
4-s-propylpyridine
1,3-bis(triflyloxy)propane
Conditions | Yield |
---|---|
In neat (no solvent) at 20 - 50℃; for 1h; Inert atmosphere; | 81% |
4-chloro-2-oxo-2,3-dihydrothiazole-5-carbaldehyde
4-s-propylpyridine
C12H12N2O2S
Conditions | Yield |
---|---|
80% |
4-s-propylpyridine
bis(μ-acetato)dicarbonyldichlorodiiridium(II)
[Ir2Cl2(CO)2(O2CCH3)2(NC5H4CH(CH3)2)2]
Conditions | Yield |
---|---|
In dichloromethane stirring (3 h); evapn. to dryness, dissoln. (CH2Cl2), chromy. (SiO2; CH2Cl2/hexane); elem. anal.; | 78% |
4-s-propylpyridine
4-chlorobenzoylmethyl bromide
1-[2-(4-chlorophenyl)-2-oxoethyl]-4-(propan-2-yl)pyridinium bromide
Conditions | Yield |
---|---|
In acetonitrile at 23℃; | 78% |
In acetonitrile at 23℃; | 78% |
Conditions | Yield |
---|---|
Stage #1: cobalt(II) chloride hydrate; butane-2,3-dione dioxime In acetone Stage #2: 4-s-propylpyridine In methanol for 0.5h; | 78% |
4-s-propylpyridine
benzildioxime
Conditions | Yield |
---|---|
Stage #1: cobalt(II) chloride hydrate; benzildioxime In acetone Stage #2: 4-s-propylpyridine In methanol for 0.5h; | 71% |
4-s-propylpyridine
chloro-methylsulfanyl-methane
4-(1,1-dimethyl-2-(methylthio)ethyl)pyridine
Conditions | Yield |
---|---|
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; diisopropylamine In hexane at -78℃; for 12h; | 62% |
4-s-propylpyridine
trans-(4-isopropylpyridine)(meso-tetra-p-tolylporphyrinato)Mo=NPh
Conditions | Yield |
---|---|
In not given byproducts: C6H5NH2; recrystn. (toluene/hexane); | 61% |
Conditions | Yield |
---|---|
Stage #1: 4-s-propylpyridine With sodium tetrahydroborate In methanol at -78℃; for 0.5h; Inert atmosphere; Stage #2: phenyl chloroformate In methanol at -78℃; for 3h; Inert atmosphere; | 56% |
Conditions | Yield |
---|---|
In 4-methyl-2-pentanone Reflux; Inert atmosphere; | 50% |
In 4-methyl-2-pentanone for 18h; Heating / reflux; | 50% |
4-s-propylpyridine
2-fluoro-4-isopropylpyridine
Conditions | Yield |
---|---|
With fluorine In 1,1,2-Trichloro-1,2,2-trifluoroethane at -25℃; | 47% |
4-s-propylpyridine
formaldehyd
dimethyl amine
β,β-dimethyl-N,N-dimethyl-4-pyridineethanamine
Conditions | Yield |
---|---|
With acetic acid for 72h; Mannich reaction; Heating; | 42% |
4-s-propylpyridine
A
4-isopropylpyridine 1-oxide
Conditions | Yield |
---|---|
In chloroform; trichlorofluoromethane at -60℃; for 0.5h; | A 40% B 24% |
4-s-propylpyridine
A
4-isopropylpyridine 1-oxide
Conditions | Yield |
---|---|
With perfluoro(cis-2-butyl-3-propyloxaziridine) In chloroform; trichlorofluoromethane at -60℃; for 0.5h; | A 40% B 24% |
4-s-propylpyridine
2-amino-3-chloroquinoxaline
2-Isopropyl-4a,5,10,11-tetraaza-benzo[b]fluorene
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 80℃; for 48h; | 38% |
In N,N-dimethyl-formamide at 80℃; for 48h; Cyclization; | 37.6% |
4-s-propylpyridine
acetic anhydride
dimethyl sulfoxide
A
2-methyl-2-(4-pyridyl)-1-propanol
B
Acetic acid 2-methyl-2-pyridin-4-yl-propyl ester
Conditions | Yield |
---|---|
In acetic acid at 120℃; for 24h; | A 20% B 20% |
piperidine
4-s-propylpyridine
formaldehyd
1-[2-methyl-2-(4-pyridinyl)propyl]piperidine
Conditions | Yield |
---|---|
With acetic acid for 72h; Mannich reaction; Heating; | 17% |
4-s-propylpyridine
formaldehyd
piperidine hydrochloride
1-[2-methyl-2-(4-pyridinyl)propyl]piperidine
Conditions | Yield |
---|---|
Stage #1: 4-s-propylpyridine; formaldehyd; piperidine hydrochloride In ethanol for 48h; Heating / reflux; Stage #2: With sodium hydroxide In water | 17% |
IUPAC Name: 4-propan-2-ylpyridine
Empirical Formula: C8H11N
Molecular Weight: 121.1717g/mol
EINECS: 211-794-5
Structure of 4-Isopropylpyridine (CAS NO.696-30-0):
XLogP3: 2
H-Bond Donor: 0
H-Bond Acceptor: 1
Rotatable Bond Count: 1
Exact Mass: 121.089149
MonoIsotopic Mass: 121.089149
Topological Polar Surface Area: 12.9
Heavy Atom Count: 9
Formal Charge: 0
Complexity: 72.6
Canonical SMILES: CC(C)C1=CC=NC=C1
InChI: InChI=1S/C8H11N/c1-7(2)8-3-5-9-6-4-8/h3-7H,1-2H3
InChIKey: FRGXNJWEDDQLFH-UHFFFAOYSA-N
Risk Statements: 20/21/22-36/37/38
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: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
4-Isopropylpyridine , its cas register number is 696-30-0. It also can be called 4-(1-Methylethyl)pyridine ; 4-iso-Propylpyridine ; Pyridine, 4-(1-methylethyl)- . 4-Isopropylpyridine (CAS NO.696-30-0) is harmful by inhalation, in contact with skin and if swallowed. And it is irritating to eyes, respiratory system and skin.
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