4-Isopropylpyridine supplier

Name
4-Isopropylpyridine
EINECS 211-794-5
CAS No. 696-30-0
Article Data36
CAS DataBase
Density 0.913 g/cm³
Solubility
Melting Point -54.9°C
Formula C₈H₁₁N
Boiling Point 177.146 °C at 760 mmHg
Molecular Weight 121.182
Flash Point 54.823 °C
Transport Information
Appearance
Safety 26-36/37/39
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols
Synonyms Pyridine,4-isopropyl- (6CI,7CI,8CI);4-(1-Methylethyl)pyridine;4-Isopropylpyridine;
PSA 12.89000
LogP 2.20500

Synthetic route

: 17755-30-5
(pyridin-4-yl)-α-methylstyrene

: 696-30-0
4-s-propylpyridine

Conditions

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;

: 19678-58-1
4-Isopropylpiperidine

: 696-30-0
4-s-propylpyridine

Conditions

Conditions	Yield
In octane at 120℃; under 760.051 Torr; for 2h; Reagent/catalyst; Inert atmosphere; Schlenk technique;	95 %Chromat.

: 2-bromo-2-(4-pyridyl)propane

A: 696-30-0
4-s-propylpyridine

B: 25128-23-8
2,3-dimethyl-2,3-di-4-pyridylbutane

Conditions

Conditions	Yield
With chromium chloride; lithium borohydride In tetrahydrofuran at 25℃; for 15h; Yields of byproduct given;	A n/a B 64%

: 455258-20-5
2-(1-(methoxycarbonyl)-1,4-dihydropyridin-4-yl)-2-methylpropanoic acid

: 696-30-0
4-s-propylpyridine

Conditions

Conditions	Yield
With air In toluene Heating;	80%

: 1-(2,5-Dimethyl-pyrrol-1-yl)-4-isopropyl-1,4-dihydro-pyridine

: 696-30-0
4-s-propylpyridine

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In tetrahydrofuran for 20h; Heating;	74%

: 536-75-4
4-Ethylpyridine

: 696-30-0
4-s-propylpyridine

Conditions

Conditions	Yield
With ammonia; potassium amide anschliessend Behandeln mit Methylchlorid;

: 108-89-4
picoline

: 696-30-0
4-s-propylpyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium amide; liquid ammonia 2: potassium amide; liquid ammonia / anschliessend Behandeln mit Methylchlorid View Scheme

: 1-(4-Isopropyl-4H-pyridin-1-yl)-ethanone

: 696-30-0
4-s-propylpyridine

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 20℃; for 1.16667h; Inert atmosphere;	0.41 g

: 110-86-1
pyridine

: 75-30-9
2-iodo-propane

A: 696-30-0
4-s-propylpyridine

B: 644-98-4
2-isopropylpyridine

Conditions

Conditions	Yield
at 200 - 240℃; for 16h; autoclave;	A 7% B 5%
at 300℃;

...Expand

: 15031-78-4
2-(4-pyridyl)propan-2-ol

: 696-30-0
4-s-propylpyridine

Conditions

Conditions	Yield
With phosphorus; hydrogen iodide at 140℃;
With phosphorus; hydrogen iodide at 150 - 160℃;

: 110-86-1
pyridine

: 30615-19-1
isopropylmercury(II) chloride

A: 696-30-0
4-s-propylpyridine

B: 644-98-4
2-isopropylpyridine

Conditions

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;

...Expand

: 26903-66-2
2-isopropylallyl alcohol

: 696-30-0
4-s-propylpyridine

Conditions

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

: 78156-21-5
2-i.propylallyl chloride

: 696-30-0
4-s-propylpyridine

Conditions

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

: 78156-23-7
1,1-diethoxy-3-i.propylbut-3-ene

: 696-30-0
4-s-propylpyridine

Conditions

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

: 78156-25-9
3-i.propyl-5,5-diethoxypentanal

A: 696-30-0
4-s-propylpyridine

B: 6304-18-3
3-isopropylpyridine

Conditions

Conditions	Yield
With hydroxylamine hydrochloride In ethanol; water for 12h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 1122-54-9
methyl (4-pyridyl) ketone

: 696-30-0
4-s-propylpyridine

Conditions

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

: 110-86-1
pyridine

: 75-30-9
2-iodo-propane

A: 108-89-4
picoline

B: 696-30-0
4-s-propylpyridine

Conditions

Conditions	Yield
at 200 - 240℃; for 16h; autoclave;	A 5% B 7%

...Expand

: 110-86-1
pyridine

petroleum ether: petroleum ether

: 696-30-0
4-s-propylpyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: CH2Cl2 / 0.08 h / 0 °C View Scheme

: 110-86-1
pyridine

: 107-08-4
1-iodo-propane

A: 696-30-0
4-s-propylpyridine

B: 644-98-4
2-isopropylpyridine

Conditions

Conditions	Yield
at 300℃;

...Expand

: 1-Iodo-4-isopropyl-pyridinium

A: 696-30-0
4-s-propylpyridine

B I(1+): I(1+)

Conditions

Conditions	Yield
at 59.9℃; Thermodynamic data; gas-phase;

: 25128-23-8
2,3-dimethyl-2,3-di-4-pyridylbutane

A: 17755-30-5
(pyridin-4-yl)-α-methylstyrene

B: 696-30-0
4-s-propylpyridine

Conditions

Conditions	Yield
With 9,10-dihydroanthracene In toluene at 225℃; Kinetics; Thermodynamic data; thermolysis; various temp.; ΔG(excit.), ΔH(excit.), ΔS(excit.);

: N-(2,6-dimethyl-4-oxopyridin-1-yl)pyridinium tetrafluoroborate

i-PrMgHal: i-PrMgHal

A: 696-30-0
4-s-propylpyridine

B: 76160-95-7
4'-Isopropyl-2,6-dimethyl-4'H-[1,1']bipyridinyl-4-one

Conditions

Conditions	Yield
In tetrahydrofuran Heating; Title compound not separated from byproducts;

...Expand

: 108-18-9
diisopropylamine

: trans-β-(p-nitrophenylsulphonyl)vinyl-4-isopropylpyridinium chloride

A: 696-30-0
4-s-propylpyridine

B: p-nitrophenyl trans-β-diisopropylaminovinyl sulfone

Conditions

Conditions	Yield
With pyridine In acetonitrile at 25℃; Rate constant; var. concentr. of the reagent and diisopropylamine;

...Expand

: 920-39-8
isopropylmagnesium bromide

: t-butyldimethylsilylpyridinium triflate

A: 696-30-0
4-s-propylpyridine

B: 644-98-4
2-isopropylpyridine

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: N-(2,6-dimethyl-4-oxopyridin-1-yl)pyridinium tetrafluoroborate

i-PrMgHal: i-PrMgHal

A: 696-30-0
4-s-propylpyridine

B: 7516-31-6
2,6-dimethyl-1H-pyridin-4-one

Conditions

Conditions	Yield
1.) THF, reflux, overnight, 2.) MeCN, reflux, 10 h; Yield given. Multistep reaction;

...Expand

: 536-75-4
4-Ethylpyridine

A: 110-86-1
pyridine

B: 108-89-4
picoline

C: 17755-30-5
(pyridin-4-yl)-α-methylstyrene

D: 696-30-0
4-s-propylpyridine

Conditions

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%

...Expand

: 108-89-4
picoline

: 7664-41-7
ammonia

: sodium amide

A: 536-75-4
4-Ethylpyridine

B: 3978-81-2
4-tert-butylpyridine

C: 696-30-0
4-s-propylpyridine

Conditions

Conditions	Yield
Product distribution; anschliessend Behandeln mit Methylchlorid;

...Expand

: 6992-92-3
N-i-propylpyridinium iodide

A: 696-30-0
4-s-propylpyridine

B: 644-98-4
2-isopropylpyridine

Conditions

Conditions	Yield
at 290 - 300℃; im Rohr;

: 17755-30-5
(pyridin-4-yl)-α-methylstyrene

: 10034-85-2
hydrogen iodide

: 696-30-0
4-s-propylpyridine

: 57360-16-4
2-[4]pyridyl-allyl alcohol

: 10034-85-2
hydrogen iodide

: 696-30-0
4-s-propylpyridine

: 696-30-0
4-s-propylpyridine

: 100-39-0
benzyl bromide

: 87321-22-0
1-benzyl-4-isopropylpyridin-1-ium bromide

Conditions

Conditions	Yield
In acetone at 55℃;	100%
In dichloromethane Heating;

: 696-30-0
4-s-propylpyridine

: 57992-01-5
p-nitrophenyl trans-β-chlorovinyl sulfone

: trans-β-(p-nitrophenylsulphonyl)vinyl-4-isopropylpyridinium chloride

Conditions

Conditions	Yield
In acetonitrile at 25℃; for 1h; Rate constant;	95%
In acetonitrile at 25℃; for 1h;	95%

: 696-30-0
4-s-propylpyridine

: 22581-87-9
4-isopropylpyridine 1-oxide

Conditions

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

: 696-30-0
4-s-propylpyridine

: 50-00-0
formaldehyd

: 34995-28-3
2-methyl-2-(4-pyridyl)-1-propanol

Conditions

Conditions	Yield
In water Heating;	84%

: 696-30-0
4-s-propylpyridine

: 63256-90-6
1,3-bis(triflyloxy)propane

: 1,1'-(propane-1,3-diyl)bis(4-isopropylpyridin-1-ium) bis(trifluoromethanesulfonate)

Conditions

Conditions	Yield
In neat (no solvent) at 20 - 50℃; for 1h; Inert atmosphere;	81%

: 55359-96-1
4-chloro-2-oxo-2,3-dihydrothiazole-5-carbaldehyde

: 696-30-0
4-s-propylpyridine

: 85833-48-3
C12H12N2O2S

Conditions

Conditions	Yield
	80%

: 696-30-0
4-s-propylpyridine

: 259672-87-2
bis(μ-acetato)dicarbonyldichlorodiiridium(II)

: 259672-92-9
[Ir2Cl2(CO)2(O2CCH3)2(NC5H4CH(CH3)2)2]

Conditions

Conditions	Yield
In dichloromethane stirring (3 h); evapn. to dryness, dissoln. (CH2Cl2), chromy. (SiO2; CH2Cl2/hexane); elem. anal.;	78%

: 696-30-0
4-s-propylpyridine

: 536-38-9
4-chlorobenzoylmethyl bromide

: 1215283-27-4
1-[2-(4-chlorophenyl)-2-oxoethyl]-4-(propan-2-yl)pyridinium bromide

Conditions

Conditions	Yield
In acetonitrile at 23℃;	78%
In acetonitrile at 23℃;	78%

: 696-30-0
4-s-propylpyridine

: cobalt(II) chloride hydrate

: 95-45-4
butane-2,3-dione dioxime

: Co(dmgH)2Cl(4-iPr-Py)

Conditions

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%

...Expand

: 696-30-0
4-s-propylpyridine

: cobalt(II) chloride hydrate

: 23873-81-6
benzildioxime

: Co(dpgH)2Cl(4-iPr-Py)

Conditions

Conditions	Yield
Stage #1: cobalt(II) chloride hydrate; benzildioxime In acetone Stage #2: 4-s-propylpyridine In methanol for 0.5h;	71%

...Expand

: 696-30-0
4-s-propylpyridine

: 2373-51-5
chloro-methylsulfanyl-methane

: 103905-24-4
4-(1,1-dimethyl-2-(methylthio)ethyl)pyridine

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; diisopropylamine In hexane at -78℃; for 12h;	62%

: 696-30-0
4-s-propylpyridine

: (meso-tetra-p-tolylporphyrinato)Mo=NC6H5*(H2NC6H5)(x)

: 868666-08-4
trans-(4-isopropylpyridine)(meso-tetra-p-tolylporphyrinato)Mo=NPh

Conditions

Conditions	Yield
In not given byproducts: C6H5NH2; recrystn. (toluene/hexane);	61%

: 696-30-0
4-s-propylpyridine

: 1885-14-9
phenyl chloroformate

: 4-isopropyl-1-phenoxycarbonyl-1,2-dihydropyridine

Conditions

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%

: 696-30-0
4-s-propylpyridine

: 3344-70-5
1,12-dibromododecane

: 1,12-bis(4'-isopropylpyridinium)dodecane dibromide

Conditions

Conditions	Yield
In 4-methyl-2-pentanone Reflux; Inert atmosphere;	50%
In 4-methyl-2-pentanone for 18h; Heating / reflux;	50%

: 696-30-0
4-s-propylpyridine

: 111887-69-5
2-fluoro-4-isopropylpyridine

Conditions

Conditions	Yield
With fluorine In 1,1,2-Trichloro-1,2,2-trifluoroethane at -25℃;	47%

: 696-30-0
4-s-propylpyridine

: 50-00-0
formaldehyd

: 124-40-3
dimethyl amine

: 167649-34-5
β,β-dimethyl-N,N-dimethyl-4-pyridineethanamine

Conditions

Conditions	Yield
With acetic acid for 72h; Mannich reaction; Heating;	42%

...Expand

: 696-30-0
4-s-propylpyridine

: perfluoro-cis-2-n-butyl-3-n-propyloxaziridine

A: 22581-87-9
4-isopropylpyridine 1-oxide

B: 4-Isopropyl-N-(perfluorobutanoyl)pyridinium-1-aminide

Conditions

Conditions	Yield
In chloroform; trichlorofluoromethane at -60℃; for 0.5h;	A 40% B 24%

...Expand

: 696-30-0
4-s-propylpyridine

A: 22581-87-9
4-isopropylpyridine 1-oxide

B: 4-Isopropyl-N-(perfluorobutanoyl)pyridinium-1-aminide

Conditions

Conditions	Yield
With perfluoro(cis-2-butyl-3-propyloxaziridine) In chloroform; trichlorofluoromethane at -60℃; for 0.5h;	A 40% B 24%

: 696-30-0
4-s-propylpyridine

: 34117-90-3
2-amino-3-chloroquinoxaline

: 127376-20-9
2-Isopropyl-4a,5,10,11-tetraaza-benzo[b]fluorene

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 48h;	38%
In N,N-dimethyl-formamide at 80℃; for 48h; Cyclization;	37.6%

: 696-30-0
4-s-propylpyridine

: 108-24-7
acetic anhydride

: 67-68-5
dimethyl sulfoxide

A: 34995-28-3
2-methyl-2-(4-pyridyl)-1-propanol

B: 120414-14-4
Acetic acid 2-methyl-2-pyridin-4-yl-propyl ester

Conditions

Conditions	Yield
In acetic acid at 120℃; for 24h;	A 20% B 20%

...Expand

: 110-89-4
piperidine

: 696-30-0
4-s-propylpyridine

: 50-00-0
formaldehyd

: 478363-92-7
1-[2-methyl-2-(4-pyridinyl)propyl]piperidine

Conditions

Conditions	Yield
With acetic acid for 72h; Mannich reaction; Heating;	17%

...Expand

: 696-30-0
4-s-propylpyridine

: 50-00-0
formaldehyd

: 6091-44-7
piperidine hydrochloride

: 478363-92-7
1-[2-methyl-2-(4-pyridinyl)propyl]piperidine

Conditions

Conditions	Yield
Stage #1: 4-s-propylpyridine; formaldehyd; piperidine hydrochloride In ethanol for 48h; Heating / reflux; Stage #2: With sodium hydroxide In water	17%

...Expand

4-Isopropylpyridine Chemical Properties

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

4-Isopropylpyridine Safety Profile

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 Specification

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.

Product Name

4-Isopropylpyridine

Synthetic route

4-Isopropylpyridine Chemical Properties

4-Isopropylpyridine Safety Profile

4-Isopropylpyridine Specification

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