4-(3-Phenylpropyl)pyridine supplier

Name
4-(3-Phenylpropyl)pyridine
EINECS 218-159-1
CAS No. 2057-49-0
Article Data22
CAS DataBase
Density 1.024 g/cm³
Solubility 318.5mg/L at 25℃
Melting Point
Formula C₁₄H₁₅N
Boiling Point 321.999 °C at 760 mmHg
Molecular Weight 197.28
Flash Point 131.227 °C
Transport Information UN 2810
Appearance colourless to light yellow liquid
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1-(4-Pyridyl)-3-phenylpropane;4-Phenylpropylpyridine;
PSA 12.89000
LogP 3.25690

Synthetic route

: 4-(3-phenylpropyl)pyridine 1-oxide

: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
With methyloxorhenium(V)(2-(mercaptomethyl)thiophenolate) triphenylphosphine; triphenylphosphine In benzene at 20℃; for 0.3h;	100%

: 110-86-1
pyridine

: 300-57-2
allylbenzene

: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
Stage #1: allylbenzene With bis(1,5-cyclooctadiene)nickel (0); N,N′-bis(2,6-dimethylphenyl)imidazol-2-ylidene In toluene for 0.0833333h; Glovebox; Inert atmosphere; Stage #2: pyridine With bis(2,6-di-tert-butyl-4-methylphenoxide)methylaluminum In toluene at 130℃; for 18h; Reagent/catalyst; Time; Sealed tube; regioselective reaction;	95%
With bis(1,5-cyclooctadiene)nickel (0); bis(2,6-di-tert-butyl-4-methylphenoxide)methylaluminum; 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene In toluene at 130℃; for 9h; Inert atmosphere; Autoclave;	85%

: 100-43-6
4-vinylpyridine

: 5281-18-5
benzaldehyde, hydrazone

: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 1,2-bis(dimethylphosphanyl)ethane; lithium tert-butoxide In tetrahydrofuran at 80℃; for 12h; Reagent/catalyst; Inert atmosphere; regioselective reaction;	95%

: 24153-13-7
3-Oxo-1-phenyl-3-pyridin-4-ylpropan

: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
With potassium hydroxide; hydrazine hydrate In various solvent(s) 120 deg C, 2 h then 160 deg C, 2 h, 195 deg C, 2 h;	88%
With potassium hydroxide; hydrazine hydrate Wolff-Kishner reduction; Heating;

: 94-00-8
4-pyridinecarboxylic acid phenyl ester

: 180286-97-9
9-(3-phenylpropyl)-9-borabicyclo[3.3.1]nonane

: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
With potassium fluoride; palladium diacetate; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 160℃; for 40h; Inert atmosphere; Glovebox; Sealed tube;	87%

: 181219-01-2
4-pyridineboronic acid pinacol ester

3-phenylpropylmagnesium halide: 3-phenylpropylmagnesium halide

: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
Stage #1: 4-pyridineboronic acid pinacol ester; 3-phenylpropylmagnesium halide In tetrahydrofuran at -78 - 20℃; for 2.25h; Inert atmosphere; Stage #2: With trifluoroacetyl chloride In tetrahydrofuran at -78 - -40℃; for 18.5h; Inert atmosphere; Further stages;	85%

: potassium (pyridin-4-yl)trifluoroborate

: 637-59-2
1-Bromo-3-phenylpropane

: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
With nickel(II) bromide dimethoxyethane; bathophenanthroline; lithium hexamethyldisilazane In iso-butanol at 60℃; for 16h; Suzuki-Miyaura coupling; Inert atmosphere;	81%

: 626-61-9
4-Chloropyridine

: 637-59-2
1-Bromo-3-phenylpropane

: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
With nickel(II) iodide; (Z)-N'-cyanopicolinimidamide; trifluoroacetic acid; sodium iodide; zinc at 60℃; for 24h; Inert atmosphere;	75%

: 110-86-1
pyridine

: 1379610-52-2
4,4,5,5‐tetramethyl‐2‐[5‐phenyl‐1‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)propyl]‐1,3,2‐dioxaborolane

A: 2110-18-1
2-(3-phenylpropyl)pyridine

B: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
With dimethyl zinc(II); lithium tert-butoxide In tetrahydrofuran; toluene at 120℃; for 3h; Inert atmosphere; Sealed tube; regioselective reaction;	A n/a B 50%

...Expand

: 108-89-4
picoline

: 103-63-9
1-phenyl-2-bromoethane

A: 2057-49-0
4-(3-phenylpropyl)pyridine

B: 167504-22-5
5,5-bis(phenethyl)-5,6,7,8-tetrahydroisoquinoline

Conditions

Conditions	Yield
With potassium; ferric nitrate In ammonia	A 31% B 10%

...Expand

: 108-89-4
picoline

: 292638-84-7
styrene

: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
at 250 - 350℃; under 15200 - 53200 Torr; for 3h;	30%
With potassium hexamethylsilazane In benzene at 80℃; for 60h; Schlenk technique; Sealed tube;	26 %Spectr.

: 100-43-6
4-vinylpyridine

: 100-39-0
benzyl bromide

: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
With water; zinc In acetonitrile Inert atmosphere; Reflux; regioselective reaction;	13%

: 108-89-4
picoline

: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
With ammonia; potassium amide anschl. mit Phenaethylbromid;

: 100-48-1
pyridine-4-carbonitrile

: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) Mg / 1.) ether, 40 deg C, 1 h, 2.) room temp., 3 h then 40 deg C, 2 h 2: 88 percent / 80percent aq. NH2NH2*H2O, KOH / various solvent(s) / 120 deg C, 2 h then 160 deg C, 2 h, 195 deg C, 2 h View Scheme

: 103-63-9
1-phenyl-2-bromoethane

: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) Mg / 1.) ether, 40 deg C, 1 h, 2.) room temp., 3 h then 40 deg C, 2 h 2: 88 percent / 80percent aq. NH2NH2*H2O, KOH / various solvent(s) / 120 deg C, 2 h then 160 deg C, 2 h, 195 deg C, 2 h View Scheme

: 108-89-4
picoline

: 103-63-9
1-phenyl-2-bromoethane

: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
With sodium hydroxide; n-butyllithium In tetrahydrofuran; water

: pentacyanido(pyridine)ferrate(II)

: 113986-76-8
pentaammine 1-phenyl-3-(4-pyridyl)propane cobalt(III) cation

: HEDTA(3-)

: hydrogen cation

A: 2057-49-0
4-(3-phenylpropyl)pyridine

B: pentacyano pyridine ferrate(III) anion

C: 110169-73-8, 110169-72-7, 14931-83-0
(ethylenediaminetetraacetato)cobalt(II)(2-)

D: Ammonium

Conditions

Conditions	Yield
In water Kinetics; determination of pseudo first order rate constant at 25°C; total ionic strength = 0.08 M, pH = 7.0;

...Expand

: 110-86-1
pyridine

: 300-57-2
allylbenzene

A: 853918-46-4
4-(1-phenylpropyl)pyridine

B: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); 2-(3-mesityl-2,3-dihydro-1H-imidazol-1-yl)-N,N-dimethylethanamine; trimethylaluminum In toluene at 130℃; for 18h; Reagent/catalyst; regioselective reaction;
Stage #1: allylbenzene With bis(1,5-cyclooctadiene)nickel (0); 3-(2-(dimethylamino)ethyl)-1-mesityl-1H-imidazol-3-ium chloride; sodium hexamethyldisilazane In toluene for 0.0833333h; Glovebox; Inert atmosphere; Stage #2: pyridine With trimethylaluminum In toluene at 130℃; for 18h; Sealed tube; Overall yield = 88 %; regioselective reaction;

...Expand

: 300-57-2
allylbenzene

: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene / 2 h / 60 °C / Inert atmosphere; Glovebox; Sealed tube 2: potassium fluoride; palladium diacetate; 1,2-bis-(dicyclohexylphosphino)ethane / toluene / 40 h / 160 °C / Inert atmosphere; Glovebox; Sealed tube View Scheme

: 110-86-1
pyridine

: 1379610-52-2
4,4,5,5‐tetramethyl‐2‐[5‐phenyl‐1‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)propyl]‐1,3,2‐dioxaborolane

A: 2110-18-1
2-(3-phenylpropyl)pyridine

B: 2057-49-0
4-(3-phenylpropyl)pyridine

C: C23H25N

Conditions

Conditions	Yield
With dimethyl zinc(II); lithium tert-butoxide In tetrahydrofuran; toluene at 120℃; for 3h;	A 9 %Spectr. B 12 %Spectr. C 42 %Spectr.

...Expand

: 100-52-7
benzaldehyde

: 2057-49-0
4-(3-phenylpropyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrazine hydrate 2: [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 1,2-bis(dimethylphosphanyl)ethane; lithium tert-butoxide / tetrahydrofuran / 12 h / 80 °C / Inert atmosphere View Scheme

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 25327-03-1
manganese(II) thiocyanate

: Mn(NCS)2(4-(3-phenylpropyl)pyridine)4

Conditions

Conditions	Yield
In ethanol at 20℃; for 72h; Solvent;	97.1%

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 74-88-4
methyl iodide

: 1-methyl-4-(3-phenylpropyl) pyridinium iodide

Conditions

Conditions	Yield
In acetone for 0.5h; Heating;	94%
In acetone for 1h; Heating;	94%
In diethyl ether for 168h; Ambient temperature;	66%
In acetone Reflux;

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 4-(3-phenylpropyl)pyridine 1-oxide

Conditions

Conditions	Yield
With dihydrogen peroxide; methyltrioxorhenium(VII) In dichloromethane; water at 24℃; for 17h;	94%
With Oxone; sodium hydroxide In methanol	93%
With dihydrogen peroxide In water; acetone at 75℃;

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 13689-92-4
nickel(II) thiocyanate

: Ni(NCS)2(4-(3-phenylpropyl)pyridine)4

Conditions

Conditions	Yield
In ethanol at 20℃; for 144h; Solvent;	93.8%

: 2057-49-0
4-(3-phenylpropyl)pyridine

: iron(II) chloride tetrahydrate

: 333-20-0
potassium thioacyanate

: Fe(NCS)2(4-(3-phenylpropyl)pyridine)4

Conditions

Conditions	Yield
In ethanol; water at 20℃; for 72h; Solvent;	90.1%

...Expand

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 1035383-08-4
[(2-(benzoimidazol-2-yl)-6-(3,5-dimethylpyrazol-1-yl)pyridine(-1H))RuCl(PPh3)]

: C49H44ClN6PRu

Conditions

Conditions	Yield
In methanol; dichloromethane at 25℃; for 5h; Inert atmosphere; Schlenk technique;	90%

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 865-38-3
cadmium(II) thiocyanate

: 4C14H15N*2CNS(1-)*Cd(2+)

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 168h;	89.2%

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 3344-70-5
1,12-dibromododecane

: 1,12-bis[4'-(3''-phenylpropyl)pyridinium]dodecane dichloride

Conditions

Conditions	Yield
Stage #1: 4-(3-phenylpropyl)pyridine; 1,12-dibromododecane In 4-methyl-2-pentanone for 18h; Heating / reflux; Stage #2: With Lewatit MP-64 anion resin (Cl-) In ethanol	88%

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 3017-60-5
cobalt(II) thiocyanate

: Co(NCS)2(4-(3-phenylpropyl)pyridine)4

Conditions

Conditions	Yield
In water for 72h;	87.2%

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 637-59-2
1-Bromo-3-phenylpropane

: 1263381-17-4
1,4-bis(3-phenylpropyl)pyridin-1-ium bromide

Conditions

Conditions	Yield
In acetone Reflux;	86%

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 3017-60-5
cobalt(II) thiocyanate

: [Co(NCS)2(4-(3-phenylpropyl)pyridine)2]

Conditions

Conditions	Yield
In water for 72h;	85.7%
In ethanol at 20℃;

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 13689-92-4
nickel(II) thiocyanate

: Ni(NCS)2(4-(3-phenylpropyl)pridine)2

Conditions

Conditions	Yield
In ethanol for 168h; Time;	80.2%

: 4177-16-6
2-vinylpyrazine

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 2-{2-[4-(3-pyridin-4-ylpropyl)phenyl]ethyl}pyrazine

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In chloroform at 80℃; for 2h;	78%

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 865-38-3
cadmium(II) thiocyanate

: Cd(NCS)2(4-(3-phenylpropyl)pridine)2

Conditions

Conditions	Yield
In ethanol for 168h; Time;	75.8%

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 24153-13-7
3-Oxo-1-phenyl-3-pyridin-4-ylpropan

Conditions

Conditions	Yield
With 1-hydroxy-7-aza-benzotriazole; iron(II) tetrafluoroborate hexahydrate; oxygen; potassium tris(1-pyrazolyl)borate In benzonitrile at 90℃; for 18h;	71%

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 91-56-5
indole-2,3-dione

: 3,3-Bis-[4-(3-pyridin-4-yl-propyl)-phenyl]-1,3-dihydro-indol-2-one

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid at 25℃; for 8h;	70%

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 99304-31-1
α-(2-oxo-3-hydroxy-(5-bromo)indolinyl<3>)-2-methylpyridine

: 1439377-39-5
5-bromo-3-(pyridin-2-ylmethyl)-3-(4-(3-(pyridin-4-yl)propyl)phenyl)indolin-2-one

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid at 60℃; for 2h; Inert atmosphere; regioselective reaction;	70%

: cobalt(II) nitrate hexahydrate

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 7732-18-5
water

: 333-20-0
potassium thioacyanate

: Co(NCS)2(4-(3-phenylpropyl)pyridine)2(H2O)2

Conditions

Conditions	Yield
In water; acetonitrile for 72h;	70%

...Expand

: 1120-71-4
1,3-propanesultone

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 4-(3-phenylpropyl)-1-sulfopropylpyridinium hydroxide

Conditions

Conditions	Yield
In butanone for 1.5h; Heating / reflux;	66%

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 36939-02-3
1-phenyl-3-(pyridin-4-yl)propan-1-one

Conditions

Conditions	Yield
With hydrogenchloride; tetrakis(tetrabutylammonium)decatungstate(VI); oxygen In water; acetonitrile at 20℃; for 0.75h; Flow reactor; Irradiation;	66%
With ammonium cerium (IV) nitrate; (1,4,7-trimethyl-1,4,7-triazacyclononane)ruthenium-(III) trichloride; silver perchlorate In water; tert-butyl alcohol at 20℃; for 4h; Reagent/catalyst;	60%
With N-hydroxyphthalimide; oxygen; cobalt(II) diacetate tetrahydrate In acetic acid at 90℃; for 18h;

: ammonium thiocyanate

: 157072-60-1, 61521-25-3, 166941-05-5, 16971-33-8
(carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II)

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 1301254-15-8
[RuH(SCN)(CO)(4-(3-phenylpropyl)pyridine)(triphenylphosphine)2]

Conditions

Conditions	Yield
In methanol by a react. of Ru-contg. compd. (0.1 mmol), a ligand (0.12 mmol) and NH4NCS in methanol soln.; the mixt. was refluxed for 3 h; cooling; the mixt. was filtered;	65%

...Expand

: 157072-60-1, 61521-25-3, 166941-05-5, 16971-33-8
(carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II)

: 2057-49-0
4-(3-phenylpropyl)pyridine

: 1301254-14-7
[RuHCl(CO)(4-(3-phenylpropyl)pyridine)(triphenylphosphine)2]

Conditions

Conditions	Yield
In methanol by a react. of Ru-contg. compd. (0.1 mmol) and a ligand (0.12 mmol) in methanol soln.; the mixt. was refluxed for 3 h; cooling; the mixt. was filtered;	62%

4-(3-Phenylpropyl)pyridine Specification

The 4-(3-Phenylpropyl)pyridine, with the CAS registry number 2057-49-0, is also known as Pyridine, 4-(3-phenylpropyl)-. It belongs to the product categories of Heterocyclic Compounds; C9 to C46; Heterocyclic Building Blocks; Pyridines. Its EINECS registry number is 218-159-1. This chemical's molecular formula is C₁₄H₁₅N and molecular weight is 197.2756. Its IUPAC name is called 4-(3-phenylpropyl)pyridine. What's more, the product should be sealed and stored in cool, dry and well-ventilated place.

Physical properties of 4-(3-Phenylpropyl)pyridine: (1)ACD/LogP: 3.59; (2)ACD/LogD (pH 5.5): 2.94; (3)ACD/LogD (pH 7.4): 3.57; (4)ACD/BCF (pH 5.5): 70.31; (5)ACD/BCF (pH 7.4): 303.02; (6)ACD/KOC (pH 5.5): 476.46; (7)ACD/KOC (pH 7.4): 2053.32; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 4; (10)Index of Refraction: 1.567; (11)Molar Refractivity: 63.01 cm³; (12)Molar Volume: 192.6 cm³; (13)Surface Tension: 41.8 dyne/cm; (14)Density: 1.023 g/cm³; (15)Flash Point: 131.2 °C; (16)Enthalpy of Vaporization: 54.14 kJ/mol; (17)Boiling Point: 322 °C at 760 mmHg; (18)Vapour Pressure: 0.000541 mmHg at 25°C.

Preparation of 4-(3-Phenylpropyl)pyridine: this chemical can be prepared by vinylbenzene and 4-methyl-pyridine. The reaction time is 3 hours with reaction temperature of 250 - 350 °C. The yield is about 30%.

4-(3-Phenylpropyl)pyridine can be prepared by vinylbenzene and 4-methyl-pyridine

Uses of 4-(3-Phenylpropyl)pyridine: it can be used to produce 1-Methyl-4-(3-phenyl)-propylpyridiniumiodid with iodomethane by heating. This reaction will need solvent acetone with reaction time of 30 min. The yield is about 94%.

4-(3-Phenylpropyl)pyridine can be used to produce 1-Methyl-4-(3-phenyl)-propylpyridiniumiodid with iodomethane

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C(C=C1)CCCC2=CC=NC=C2
(2)InChI: InChI=1S/C14H15N/c1-2-5-13(6-3-1)7-4-8-14-9-11-15-12-10-14/h1-3,5-6,9-12H,4,7-8H2
(3)InChIKey: AQIIVEISJBBUCR-UHFFFAOYSA-N

Product Name

4-(3-Phenylpropyl)pyridine

Synthetic route

4-(3-Phenylpropyl)pyridine Specification

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