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2-benzylaminopyridine

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Name

2-benzylaminopyridine

EINECS 230-060-5
CAS No. 6935-27-9 Density 1.131 g/cm3
PSA 24.92000 LogP 2.76670
Solubility N/A Melting Point 95-97 °C(lit.)
Formula C12H12N2 Boiling Point 321.8 °C at 760 mmHg
Molecular Weight 184.241 Flash Point 148.4 °C
Transport Information N/A Appearance white to off-white powder
Safety 26-39 Risk Codes 22-37/38-41
Molecular Structure Molecular Structure of 6935-27-9 (2-Benzylaminopyridine) Hazard Symbols HarmfulXn
Synonyms

Pyridine,2-(benzylamino)- (6CI,7CI,8CI);2-(Benzylamino)pyridine;N-Benzyl-2-aminopyridine;N-Benzyl-2-pyridinamine;N-Benzylpyridine-2-amine;NSC 59833;

Article Data 178

2-benzylaminopyridine Synthetic route

504-29-0

2-aminopyridine

100-51-6

benzyl alcohol

6935-27-9

N-benzylpyridin-2-amine

Conditions
ConditionsYield
With dichloro-[1,3-bis(4-tert-butylbenzyl)perhydrobenzimidazol-2-ylidene](p-cymene)ruthenium(II); potassium tert-butylate at 120℃; for 24h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Sealed tube;100%
With potassium tert-butylate; copper diacetate In 1,4-dioxane at 130℃; for 24h;99%
With potassium tert-butylate; copper diacetate In 1,4-dioxane at 130℃; for 24h; Inert atmosphere;99%
109-09-1

2-chloropyridine

100-46-9

benzylamine

6935-27-9

N-benzylpyridin-2-amine

Conditions
ConditionsYield
With sodium t-butanolate In toluene at 100 - 110℃; for 24h; Buchwald-Hartwig amination; Inert atmosphere; Sealed vial;99%
With potassium phosphate In dimethyl sulfoxide at 80℃; UV-irradiation;95%
With copper(l) iodide; C14H16N2O; caesium carbonate In N,N-dimethyl-formamide at 130℃; for 24h; Inert atmosphere; Sealed tube;93%
5029-67-4

2-iodopyridine

100-46-9

benzylamine

6935-27-9

N-benzylpyridin-2-amine

Conditions
ConditionsYield
With cesium acetate; copper In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere;99%
With copper(l) iodide; 1-tetralone oxime; potassium hydroxide In water at 25℃; for 18h; Sealed tube; Inert atmosphere; Green chemistry;93%
With tetra(n-butyl)ammonium hydroxide; copper(II) sulfate In water at 80℃; for 24h; Schlenk technique; Sealed tube; Inert atmosphere;80%
With tetramethyl ammoniumhydroxide; ethyl 2-oxocyclohexane carboxylate; copper(l) chloride In dimethyl sulfoxide at 80℃; for 24h; Inert atmosphere;72%
1883-96-1, 82299-15-8, 88785-73-3

N-benzylidenepyridin-2-amine

6935-27-9

N-benzylpyridin-2-amine

Conditions
ConditionsYield
With Triethoxysilane; [bis(2,6-diisopropylaniline)acenaphthene]Fe(η6-toluene) at 70℃; for 18h; Schlenk technique; Inert atmosphere; Glovebox; Sealed tube;98%
With (4-Ph)Triaz(NHPiPr2)2Mn(CO)2Br; potassium tert-butylate; hydrogen In tetrahydrofuran at 50℃; under 15001.5 Torr; for 4h; Glovebox; Autoclave; Sealed tube; chemoselective reaction;92%
With sodium tetrahydroborate In tetrahydrofuran at 25℃; for 4h;40%
With sodium tetrahydroborate In methanol for 5h; Cooling;19.09 g
With [MnBr(CO)3(2-(diphenylphosphinoamino)pyridine)]; potassium tert-butylate; hydrogen In ethanol at 80℃; for 48h; Autoclave;50.7 mg
1444866-70-9

methyl benzylpyridin-2-ylcarbamate

6935-27-9

N-benzylpyridin-2-amine

Conditions
ConditionsYield
With water; sodium hydroxide In methanol for 3h; Reflux;98%
442513-39-5

benzyl-pyridin-2-yl-carbamic acid tert-butyl ester

6935-27-9

N-benzylpyridin-2-amine

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane; water97%
With trifluoroacetic acid In dichloromethane; water at 25℃;
109-04-6

2-bromo-pyridine

100-46-9

benzylamine

6935-27-9

N-benzylpyridin-2-amine

Conditions
ConditionsYield
With dibenzylphosphoramidous acid 1,1'-binaphthyl-2,2'-diyl ester; caesium carbonate; copper(I) bromide In N,N-dimethyl-formamide at 90℃; for 36h;97%
With copper(l) iodide; 1-tetralone oxime; potassium hydroxide In water at 65℃; for 18h; Sealed tube; Inert atmosphere; Green chemistry;95%
With cesium acetate; copper In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere;92%
1335111-43-7

N-benzyl-N-(pyridin-2-yl)hydroxylamine

6935-27-9

N-benzylpyridin-2-amine

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 0.5h; Inert atmosphere;97%
15009-91-3

2-nitropyridine

100-51-6

benzyl alcohol

6935-27-9

N-benzylpyridin-2-amine

Conditions
ConditionsYield
With [RuCl(CO)(PPh3)(PNS-Me)]; potassium hydroxide In toluene at 100℃; for 12h;96%
With bis(5-chlorosalicylidene)hydrazone binuclear copper(I) complex; potassium hydroxide In toluene at 100℃; for 18h;80%
With aluminum (III) chloride; water In acetonitrile at 20℃; Irradiation;50%
504-29-0

2-aminopyridine

100-52-7

benzaldehyde

6935-27-9

N-benzylpyridin-2-amine

Conditions
ConditionsYield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; silver trifluoromethanesulfonate In dichloromethane at 20℃; for 2h;93%
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In neat (no solvent) at 150℃; for 0.25h;92%
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; thiourea In toluene at 70℃; for 24h;91%

2-benzylaminopyridine Chemical Properties

IUPAC Name: N-benzylpyridin-2-amine
Molecular Formula: C12H12N2
Molecular Weight: 184.2371g/mol
Appearance: white to off-white powder
EINECS: 230-060-5
Density: 1.131 g/cm3
Melting Point: 94°C to 98°C
Boiling Point: 116-131°C(0.6 mmHg),321.8 °C at 760 mmHg
Flash Point: 148.4 °C 
Freely Rotating Bonds: 2 
Polar Surface Area: 16.13 Å2 
Index of Refraction: 1.636 
Molar Refractivity: 58.44 cm3 
Molar Volume: 162.8 cm3 
Polarizability: 23.16 ×10-24cm3 
Surface Tension: 49.7 dyne/cm 
Enthalpy of Vaporization: 56.36 kJ/mol 
Vapour Pressure: 0.000291 mmHg at 25°C 
The chemical synonyms of 2-Benzylaminopyridine (6935-27-9) are Benzyl-pyridin-2-yl-amine ; Aurora ka-4160 ; Alpha-benzylaminopyridine ; 2-Benzylaminopyridine ; n-Benzyl-2-pyridylamine ; n-Benzylpyridin-2-amine ; n-(2-pyridyl)Benzylamine ; n-(Phenylmethyl)-2-pyridinamine .Product categories of  2-Benzylaminopyridine (6935-27-9) are Pyridines derivates ; C9 to C46 ; Heterocyclic Building Blocks and Pyridines .The molecular structure of 2-Benzylaminopyridine (6935-27-9) is.

2-benzylaminopyridine Uses

 It can be used as pharmaceutical intermediate.

2-benzylaminopyridine Safety Profile

Hazard Codes:  Xn,Xi 
Xn:  Harmful
Xi:  Irritant
Risk Statements:  22-37/38-41-40-36/37/38-20/21/22 
22:  Harmful if swallowed 
40:  Limited evidence of a carcinogenic effect
41:  Risk of serious damage to eyes
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed
37/38:  Irritating to respiratory system and skin
36/37/38:  Irritating to eyes, respiratory system and skin
Safety Statements;  26-39-36-22 
22:  Do not breathe dust 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
39:  Wear eye/face protection

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