4-(4-Nitrobenzyl)pyridine supplier

Name
4-(4-Nitrobenzyl)pyridine
EINECS 214-108-2
CAS No. 1083-48-3
Article Data8
CAS DataBase
Density 1.231 g/cm³
Solubility Soluble in acetone. Insoluble in water.
Melting Point 69-71 °C(lit.)
Formula C₁₂H₁₀N₂O₂
Boiling Point 383.4 °C at 760 mmHg
Molecular Weight 214.224
Flash Point 185.6 °C
Transport Information
Appearance Light yellow crystals or crystalline powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Pyridine,4-(p-nitrobenzyl)- (6CI,7CI,8CI);4-(4'-Nitrobenzyl)pyridine;4-(p-Nitrobenzyl)pyridine;NSC 83591;g-(4-Nitrobenzyl)pyridine;g-(p-Nitrobenzyl)pyridine;
PSA 58.71000
LogP 3.10380

Synthetic route

: 10445-91-7
4-(Chloromethyl)pyridine

: 100-25-4
para-dinitrobenzene

: 1083-48-3
4-Nitrobenzylpyridin

Conditions

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 1h;	41%

: 10445-91-7
4-(Chloromethyl)pyridine

: 98-95-3
nitrobenzene

A: 1083-48-3
4-Nitrobenzylpyridin

B: 60288-89-3
4-(2-nitrobenzyl)pyridine

Conditions

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 1h;	A 37% B 28%

...Expand

: 2116-65-6
4-benzyl pyridine

: 1083-48-3
4-Nitrobenzylpyridin

Conditions

Conditions	Yield
With sulfuric acid; nitric acid at 10 - 50℃;	27%

: 2116-65-6
4-benzyl pyridine

: 7664-93-9
sulfuric acid

nitric acid (1.6 mol): nitric acid (1.6 mol)

A: 1083-48-3
4-Nitrobenzylpyridin

B: 32341-81-4
4-(3-nitro-benzyl)-pyridine

C: 1603-85-6
4-(2',4'-Dinitrobenzyl)-pyridin

Conditions

Conditions	Yield
at 20℃;

...Expand

: 7664-93-9
sulfuric acid

: 4-benzyl-pyridine; nitrate

A: 1083-48-3
4-Nitrobenzylpyridin

B: 32341-81-4
4-(3-nitro-benzyl)-pyridine

Conditions

Conditions	Yield
at 50℃;

...Expand

: 108-89-4
picoline

: 1083-48-3
4-Nitrobenzylpyridin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 50 °C / Inert atmosphere 1.2: 2 h / -50 °C / Inert atmosphere 2.1: palladium(II) trifluoroacetate; tricyclohexylphosphine; caesium carbonate / o-xylene / 6 h / Inert atmosphere; Reflux View Scheme

: 2,4-dimethyl-3-(4-pyridylmethyl)-3-pentanol

: 586-78-7
para-nitrophenyl bromide

: 1083-48-3
4-Nitrobenzylpyridin

Conditions

Conditions	Yield
With palladium(II) trifluoroacetate; caesium carbonate; tricyclohexylphosphine In o-xylene for 6h; Inert atmosphere; Reflux;

: 100-25-4
para-dinitrobenzene

: 1822-51-1
4-picolylchloride hydrochloride

: 1083-48-3
4-Nitrobenzylpyridin

Conditions

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 1h; Inert atmosphere;	300 mg

: 1083-48-3
4-Nitrobenzylpyridin

: 27692-74-6
4-(4-aminobenzyl)pyridine

Conditions

Conditions	Yield
With hydrogen; palladium 10% on activated carbon In methanol at 20℃; for 12h;	100%
With polymer-CH2NMe3Cl; triethylammonium formate; palladium In ethanol at 100℃; for 48h;	99%
With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran at 20℃; for 0.5h;	99%

: 1083-48-3
4-Nitrobenzylpyridin

: 39055-88-4
(4-nitrophenyl)(pyridin-4-yl)methanone

Conditions

Conditions	Yield
With potassium permanganate for 1.33333h;	100%
With Phenylselenyl bromide; oxygen; acetic acid In water; dimethyl sulfoxide at 100℃; for 22h; Schlenk technique;	97%
With tert.-butylhydroperoxide; 1-n-butyl-3-methylimidazolim bromide In water at 60℃; for 12h;	83%

: 1083-48-3
4-Nitrobenzylpyridin

: 26199-99-5
4-(4-nitrobenzyl)pyridine 1-oxide

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In Isopropyl acetate at 10 - 35℃; for 5.83333h; Green chemistry;	98.5%
With polymer-supported 2-benzenesulfonyl-3-(4-nitrophenyl)oxaziridine In dichloromethane at 100℃; for 0.0333333h; Microwave irradiation;	92%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 2h;	83%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane; water

: 1083-48-3
4-Nitrobenzylpyridin

: 100-39-0
benzyl bromide

: 83118-55-2
1-benzyl-4-(4-nitrobenzyl)pyridine-1-ium bromide

Conditions

Conditions	Yield
With silica gel In neat (no solvent) Solvent; Reagent/catalyst; Microwave irradiation;	98%
In acetone	90%
In acetone at 37℃; Product distribution; in phosphate buffer; study of half-live; molar fraction (percentage) of the alkylated NBP product at the end of the alkylation reaction, selectivity constant;
In acetone for 24h; Heating;

: 1083-48-3
4-Nitrobenzylpyridin

: 100-11-8
1-bromomethyl-4-nitro-benzene

: 83118-60-9
1,4-bis(4-nitrobenzyl)pyridine-1-ium bromide

Conditions

Conditions	Yield
With silica gel In neat (no solvent) Solvent; Reagent/catalyst; Microwave irradiation;	98%
In acetone at 37℃; Product distribution; in phophate buffer; study of half-live; molar fraction (percentage) of the alkylated NBP product at the end of the alkylation reaction, selectivity constant;
In acetone for 24h; Heating;

: 1083-48-3
4-Nitrobenzylpyridin

: 21988-87-4
1,3,5-tris(bromomethyl)-2,4,6-trimethylbenzene

: 1,1',1''-(2,4,6-trimethylbenzene-1,3,5-triyl)tris(methylene)tris(4-(4-nitrobenzyl)pyridine-1-ium) bromide

Conditions

Conditions	Yield
With silica gel In neat (no solvent) Solvent; Reagent/catalyst; Microwave irradiation;	98%

: 10531-41-6
2-Bromoacetylthiophene

: 1083-48-3
4-Nitrobenzylpyridin

: 4-(4-nitro-benzyl)-1-(2-oxo-2-thiophen-2-yl-ethyl)-pyridinium; bromide

Conditions

Conditions	Yield
In chloroform for 16h; Heating;	91.5%

: 1083-48-3
4-Nitrobenzylpyridin

: 37581-35-4
4-(piperidin-4-ylmethyl)-phenylamine

Conditions

Conditions	Yield
With hydrogenchloride; platinum (IV) oxide In ethanol; water	86%

: 1083-48-3
4-Nitrobenzylpyridin

: Pt(C12H10N2)Cl2

: Pt(C12H10N2)(O2NC6H4CH2C5H4N)Cl(1+)*Cl(1-)*3H2O={Pt(C12H10N2)(O2NC6H4CH2C5H4N)Cl}Cl*3H2O

Conditions

Conditions	Yield
In water addn. of water to Pt-complex and pyridine derivative, mixt. heated (water bath, 10 min), addn. of EtOH, heated (15 min), dark-green soln.; filtration, addn. of ether to the filtrate with stirring, upper layer poured off, residue treated repeatedly and ground with acetone/ether (1:2), filtration, dried in air; elem. anal.;	86%

: 1083-48-3
4-Nitrobenzylpyridin

: 121512-59-2
(3-Chloro-quinoxalin-2-yl)-(toluene-4-sulfonyl)-acetonitrile

: 2-(4-Nitro-benzyl)-indolizino[2,3-b]quinoxaline-12-carbonitrile

Conditions

Conditions	Yield
at 130 - 150℃;	85%

: 1083-48-3
4-Nitrobenzylpyridin

: 821-06-7
(E)-1,4-dibromobutene

: but-(2E)-en-1,4-diyl-1,1'-bis(4-(4-nitrobenzyl)-pyridinium) dibromide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 70℃;	81%

: Hydrogen trans-Bis(dimethhyl sulfoxide) tetrachlororuthenate(III)

: 1083-48-3
4-Nitrobenzylpyridin

: 1353894-15-1
trans-Na[RuCl4(dimethylsulfoxide)(4-(4-nitrobenzyl)pyridine)]

Conditions

Conditions	Yield
In acetone dissolving of Na(Ru(DMSO)2Cl4) in acetone at room temp., addn. dropwise of soln. of 4-(4-nitrobenzyl)pyridine in acetone, stirring at room temp.for 30 min; removal of solvent under decreased pressure, addn. of CH2Cl2 and Et2O, pptn. for 10 min, filtration, washing with Et2O; elem. anal.;	81%

: 1083-48-3
4-Nitrobenzylpyridin

: 98-59-9
p-toluenesulfonyl chloride

: 116665-01-1
4-<(4-Methylphenylsulfonyl)(4-nitrophenyl)methyl>pyridin

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 60h;	79%

: 7647-01-0
hydrogenchloride

: 1083-48-3
4-Nitrobenzylpyridin

: ruthenium(III) trichloride hydrate

: (4-(4-nitrobenzyl)pyridine)H[trans-RuCl4(4-(4-nitrobenzyl)pyridine)]

Conditions

Conditions	Yield
Stage #1: hydrogenchloride; ruthenium(III) trichloride hydrate In ethanol; water for 3h; Reflux; Stage #2: 4-Nitrobenzylpyridin With hydrogenchloride In ethanol; water for 3h; Reflux;	76%

...Expand

: 64-18-6
formic acid

: 1083-48-3
4-Nitrobenzylpyridin

A: C13H14N2

B: 131416-55-2
p-<(4-pyridyl)methyl>-N,N-dimethylaniline

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine)platinum; phenylsilane; C30H51Cl3Mo3N6PPtS4(1+)*BF4(1-) In tetrahydrofuran at 70℃; under 760.051 Torr; Inert atmosphere; Schlenk technique; chemoselective reaction;	A 21% B 72%

...Expand

: Hydrogen trans-Bis(dimethhyl sulfoxide) tetrachlororuthenate(III)

: 1083-48-3
4-Nitrobenzylpyridin

: 1353894-14-0
trans-[4-(4-nitrobenzyl)pyridinium][RuCl4(dimethylsulfoxide)(4-(4-nitrobenzyl)pyridine)]

Conditions

Conditions	Yield
In methanol dissolving of ((DMSO)2H)(Ru(DMSO)2Cl4) in MeOH at room temp., addn. dropwise of soln. of 4-(4-nitrobenzyl)pyridine in MeOH, stirring at room temp. for 3 h; pptn., filtration, washing with MeOH; elem. anal.;	55%

: 1083-48-3
4-Nitrobenzylpyridin

: 140-88-5
ethyl acrylate

: C17H18N2O4

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃; Michael Addition; Inert atmosphere;	50%

: 49678-08-2
3-(4-nitrophenyl)-propenal

: 1083-48-3
4-Nitrobenzylpyridin

A: 1304788-73-5
(3R,4S)-3,4-bis(4-nitrophenyl)-4-(pyridin-4-yl)butan-1-ol

B: 1304788-81-5
(3R,4R)-3,4-bis(4-nitrophenyl)-4-(pyridin-4-yl)butan-1-ol

Conditions

Conditions	Yield
Stage #1: 3-(4-nitrophenyl)-propenal; 4-Nitrobenzylpyridin With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; 1,4-diaza-bicyclo[2.2.2]octane In tetrahydrofuran at 23℃; for 24h; Michael addition; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol at 0℃; for 0.5h; optical yield given as %ee;	A 39% B 46%

...Expand

: 54355-99-6
(E)-3-(furan-3-yl)propenal

: 1083-48-3
4-Nitrobenzylpyridin

A: (3S,4S)-3-(furan-3-yl)-4-(4-nitrophenyl)-4-(pyridin-4-yl)butan-1-ol

B: (3R,4S)-3-(furan-3-yl)-4-(4-nitrophenyl)-4-(pyridin-4-yl)butan-1-ol

C: (3S,4R)-3-(furan-3-yl)-4-(4-nitrophenyl)-4-(pyridin-4-yl)butan-1-ol

D: (3R,4R)-3-(furan-3-yl)-4-(4-nitrophenyl)-4-(pyridin-4-yl)butan-1-ol

Conditions

Conditions	Yield
Stage #1: (E)-3-(furan-3-yl)propenal; 4-Nitrobenzylpyridin With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; 1,4-diaza-bicyclo[2.2.2]octane In tetrahydrofuran at 23℃; for 24h; Michael addition; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol at 0℃; for 0.5h; optical yield given as %ee;	A n/a B 39% C n/a D 43%

...Expand

: 1083-48-3
4-Nitrobenzylpyridin

: 1075-77-0
(E)-4-chlorocinnamic aldehyde

A: 1304788-74-6
(3R,4S)-3-(4-chlorophenyl)-4-(4-nitrophenyl)-4-(pyridin-4-yl)butan-1-ol

B: 1304788-82-6
(3R,4R)-3-(4-chlorophenyl)-4-(4-nitrophenyl)-4-(pyridin-4-yl)butan-1-ol

Conditions

Conditions	Yield
Stage #1: 4-Nitrobenzylpyridin; (E)-4-chlorocinnamic aldehyde With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; 1,4-diaza-bicyclo[2.2.2]octane In tetrahydrofuran at 40℃; for 24h; Michael addition; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol at 0℃; for 0.5h; optical yield given as %ee;	A 34% B 41%

...Expand

: 1083-48-3
4-Nitrobenzylpyridin

: 125565-47-1, 14649-70-8
[Cu(O(C6H4)CHN(C6H4O))]2

: C25H19CuN3O4

Conditions

Conditions	Yield
In dimethyl sulfoxide at 170℃;	41%

: (μ-H)3(CO)9Os3(μ3-CCl)

: 1083-48-3
4-Nitrobenzylpyridin

: [Os3(μ-H)2(CO)9(μ3-CNC5H4CH2C6H4NO2)]

Conditions

Conditions	Yield
With DBU In dichloromethane N2-atmosphere; addn. of 1 equiv. DBU to mixt. of Os-cluster and 10 equiv. ligand, stirring (room temp., 30 min); concn. (reduced pressure), thin layer chromy. (SiO2, hexane/CH2Cl2=3:2 v/v); recrystn.;	38%

: 1083-48-3
4-Nitrobenzylpyridin

: 24680-50-0, 71277-11-7, 1963-36-6
4-methoxy-trans-cinnamaldehyde

A: (3S,4S)-3-(4-methoxyphenyl)-4-(4-nitrophenyl)-4-(pyridin-4-yl)butan-1-ol

B: 1304788-72-4
(3R,4S)-3-(4-methoxyphenyl)-4-(4-nitrophenyl)-4-(pyridin-4-yl)butan-1-ol

C: (3S,4R)-3-(4-methoxyphenyl)-4-(4-nitrophenyl)-4-(pyridin-4-yl)butan-1-ol

D: 1304788-80-4
(3R,4R)-3-(4-methoxyphenyl)-4-(4-nitrophenyl)-4-(pyridin-4-yl)butan-1-ol

Conditions

Conditions	Yield
Stage #1: 4-Nitrobenzylpyridin; 4-methoxy-trans-cinnamaldehyde With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; 1,4-diaza-bicyclo[2.2.2]octane In tetrahydrofuran at 23℃; for 48h; Michael addition; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol at 0℃; for 0.5h; optical yield given as %ee;	A n/a B 24% C n/a D 34%

...Expand

: 1083-48-3
4-Nitrobenzylpyridin

: 56578-35-9
4-methyl-cinnamaldehyde

A: (3S,4S)-4-(4-nitrophenyl)-4-(pyridin-4-yl)-3-(p-tolyl)butan-1-ol

B: 1304788-77-9
(3R,4S)-4-(4-nitrophenyl)-4-(pyridin-4-yl)-3-(p-tolyl)butan-1-ol

C: (3S,4R)-4-(4-nitrophenyl)-4-(pyridin-4-yl)-3-(p-tolyl)butan-1-ol

D: 1304788-85-9
(3R,4R)-4-(4-nitrophenyl)-4-(pyridin-4-yl)-3-(p-tolyl)butan-1-ol

Conditions

Conditions	Yield
Stage #1: 4-Nitrobenzylpyridin; 4-methyl-cinnamaldehyde With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; 1,4-diaza-bicyclo[2.2.2]octane In tetrahydrofuran at 23℃; for 24h; Michael addition; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol at 0℃; for 0.5h; optical yield given as %ee;	A n/a B 33% C n/a D 33%

...Expand

: 1083-48-3
4-Nitrobenzylpyridin

: 95123-61-8
(2E)-3-(4-trifluoromethylphenyl)prop-2-enal

A: 1304788-76-8
(3R,4S)-4-(4-nitrophenyl)-4-(pyridin-4-yl)-3-(4-(trifluoromethyl)phenyl)butan-1-ol

B: 1304788-84-8
(3R,4R)-4-(4-nitrophenyl)-4-(pyridin-4-yl)-3-(4-(trifluoromethyl)phenyl)butan-1-ol

Conditions

Conditions	Yield
Stage #1: 4-Nitrobenzylpyridin; (2E)-3-(4-trifluoromethylphenyl)prop-2-enal With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; 1,4-diaza-bicyclo[2.2.2]octane In tetrahydrofuran at 23℃; for 24h; Michael addition; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol at 0℃; for 0.5h; optical yield given as %ee;	A 32% B 33%

...Expand

: 1083-48-3
4-Nitrobenzylpyridin

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

: 1471806-91-3
4-(1-(4-nitrophenyl)vinyl)pyridine

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; copper (II) trifluoroacetate hydrate at 100℃; for 24h; Schlenk technique; Inert atmosphere;	32%

: 1083-48-3
4-Nitrobenzylpyridin

: 3742-81-2
1-ethylcyclohexyl acetate

: 56632-81-6
1,3-di-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-D-arabinofuranosyl bromide

: 134217-12-2
2,6-dibromo-9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-9H-purine

Conditions

Conditions	Yield
silica gel In 1,1-dichloroethane	31.6%

...Expand

: 1083-48-3
4-Nitrobenzylpyridin

: 3742-81-2
1-ethylcyclohexyl acetate

: 56632-81-6
1,3-di-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-D-arabinofuranosyl bromide

: 1196-41-4
2,6-dibromopurine

: 2,6-Dibromo-9-(3-O-acetyl-5-O-benzyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-9H-purine

Conditions

Conditions	Yield
molecular sieve In 1,1-dichloroethane	31.6%

...Expand

4-(4-Nitrobenzyl)pyridine Chemical Properties

IUPAC Name: 4-[(4-nitrophenyl)methyl]pyridine
Molecular Formula: C₁₂H₁₀N₂O₂
Fformula Weight: 214.24g/mol
EINECS: 214-108-2
Appearance: slightly yellow powder
Density: 1.231g/cm³
Melting Point: 69-71 °C
Boiling Point: 383.4 °C at 760 mmHg
Refractive index: 1.608
Mmolar refractivity: 60.2 cm³Molar volume: 173.9 cm³Polarizability: 23.86 10^-24cm³Surface tension: 52.4 dyne/cm
Eenthalpy of Vaporization: 60.71 kJ/mol
Flash Point: 185.6 °C
Vapor Pressure: 9.76E-06 mmHg at 25 °C
Solubility: ethanol and ethyl ether, not soluble in water
The chemical synonyms of 1-(p-NITROBENZYL)PYRIDINE(1083-48-3) are TIMTEC-BB SBB008854;1-(p-Nitrobenzyl)pyridine;4-(p-nitrobenzyl)-pyridin;4-[(4-nitrophenyl)methyl]-pyridin;4-[(4-nitrophenyl)methyl]-Pyridine;gamma-(4-Nitrobenzyl)pyridine;NBP and Pyridine, 4-(p-nitrobenzyl)- .Its product categories is Heterocyclic Compounds;C9 to C46;Heterocyclic Building Blocks;Pyridines;Derivatization Reagents TLC;TLC Reagents, N-RSpectroscopy;TLC Visualization Reagents (alphabetic sort);UV/Vis Reagents and UV/Visible (UV/VIS) Spectroscopy. The molecular structure of 1-(p-NITROBENZYL)PYRIDINE(1083-48-3) is .

4-(4-Nitrobenzyl)pyridine Uses

1-(p-NITROBENZYL)PYRIDINE(1083-48-3) is used in organic synthesis and as organic phosphorus pesticide.

4-(4-Nitrobenzyl)pyridine Toxicity Data With Reference

ivn-mus LD50:89 mg/kg

CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#12116 .

4-(4-Nitrobenzyl)pyridine Consensus Reports

Reported in EPA TSCA Inventory.

4-(4-Nitrobenzyl)pyridine Safety Profile

Poison by intravenous route. When heated to decomposition it emits toxic vapors of NO_x.
Hazard Symbols:

Xi.
Risk Statements: 22-36/37/38
22: Harmful if swallowed.
36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36.
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
37/39: Wear suitable gloves and eye/face protection.

4-(4-Nitrobenzyl)pyridine Specification

Its extinguishing agent is foam, sand, water mist and carbon dioxide.

Product Name

4-(4-Nitrobenzyl)pyridine

Synthetic route

4-(4-Nitrobenzyl)pyridine Chemical Properties

4-(4-Nitrobenzyl)pyridine Uses

4-(4-Nitrobenzyl)pyridine Toxicity Data With Reference

4-(4-Nitrobenzyl)pyridine Consensus Reports

4-(4-Nitrobenzyl)pyridine Safety Profile

4-(4-Nitrobenzyl)pyridine Specification

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