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2,4,6-Tri(2-pyridyl)-1,3,5-triazine

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Name

2,4,6-Tri(2-pyridyl)-1,3,5-triazine

EINECS 222-965-9
CAS No. 3682-35-7 Density 1.276 g/cm3
PSA 77.34000 LogP 3.05760
Solubility N/A Melting Point 247-249 °C(lit.)
Formula C18H12N6 Boiling Point 618.9 °C at 760 mmHg
Molecular Weight 312.333 Flash Point 288.2 °C
Transport Information N/A Appearance yellowish powder
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 3682-35-7 (TPTZ) Hazard Symbols IrritantXi
Synonyms

s-Triazine,2,4,6-tri-2-pyridyl- (6CI,7CI,8CI);2,4,6-(2-Pyridyl)-s-triazine;2,4,6-Tri(2-pyridinyl)-1,3,5-triazine;2,4,6-Tri(2'-pyridyl)-s-triazine;2,4,6-Tri-2-pyridyl-1,3,5-triazine;2,4,6-Tri-2-pyridyl-s-triazine;2,4,6-Tri-a-pyridyl-1,3,5-triazine;2,4,6-Tripyridyl-1,3,5-triazine;2,4,6-Tripyridyl-s-triazine;2,4,6-Tris(2-pyridyl)-1,3,5-triazine;2,4,6-Tris(2-pyridyl)-s-triazine;2,4,6-Tris(2'-pyridyl)-1,3,5-triazine;NSC 112125;TPTZ;TPTZ (iron reagent);Tri(2-pyridinyl)-s-triazine;Tri-2-pyridyl-s-triazine;

Article Data 11

2,4,6-Tri(2-pyridyl)-1,3,5-triazine Synthetic route

100-70-9

2-Cyanopyridine

3682-35-7

2,4,6-tris(2-pyridyl)-1,3,5-triazine

Conditions
ConditionsYield
With ammonia; lanthanum(lll) triflate at 200℃; for 24h; in a stainless steel pressure vessel;100%
With sodium hydride at 180℃;67%
With sodium hydride at 160 - 165℃;
100-70-9

2-Cyanopyridine

3731-52-0

3-Aminomethylpyridine

A

1198018-55-1

2,4-bis(2-pyridyl)-5-(3-pyridyl)imidazole

B

1198018-58-4

N-(3-(3-pyridyl)imidazo[1,5-a]pyridine)picolinamidine

C

3682-35-7

2,4,6-tris(2-pyridyl)-1,3,5-triazine

Conditions
ConditionsYield
Stage #1: 2-Cyanopyridine; 3-Aminomethylpyridine at 100℃; for 12h;
Stage #2: With potassium hydroxide In water for 12h;
A 75%
B 5%
C 20%
100-70-9

2-Cyanopyridine

3731-51-9

(2-aminomethylpyridine)

A

23974-92-7

2,2',2''-(1H-imidazole-2,4,5-triyl)tripyridine

B

1198018-57-3

N-(3-(2-pyridyl)imidazo[1,5-a]pyridine)picolinamidine

C

3682-35-7

2,4,6-tris(2-pyridyl)-1,3,5-triazine

Conditions
ConditionsYield
Stage #1: 2-Cyanopyridine; 2-(Aminomethyl)pyridine at 100℃; for 12h;
Stage #2: With potassium hydroxide In water for 12h;
A 73%
B 5%
C 20%
100-70-9

2-Cyanopyridine

3731-53-1

4-(aminomethyl)pyridine

A

1198018-56-2

2,4-bis(2-pyridyl)-5-(4-pyridyl)imidazole

B

1198018-59-5

N-(3-(4-pyridyl)imidazo[1,5-a]pyridine)picolinamidine

C

3682-35-7

2,4,6-tris(2-pyridyl)-1,3,5-triazine

Conditions
ConditionsYield
Stage #1: 2-Cyanopyridine; 4-(aminomethyl)pyridine at 100℃; for 12h;
Stage #2: With potassium hydroxide In water for 12h;
A 73%
B 4.5%
C 20%
1121-60-4

pyridine-2-carbaldehyde

A

1452-77-3

pyridine-2-carboxylic acid amide

B

3682-35-7

2,4,6-tris(2-pyridyl)-1,3,5-triazine

Conditions
ConditionsYield
With ammonium hydroxide; potassiuim nitrosodisulfonate In pyridine for 144h; Ambient temperature;A 34%
B 40%
100-70-9

2-Cyanopyridine

NaH

NaH

3682-35-7

2,4,6-tris(2-pyridyl)-1,3,5-triazine

Conditions
ConditionsYield
at 160 - 165℃;
14099-01-5

rhenium(I) pentacarbonyl chloride

3682-35-7

2,4,6-tris(2-pyridyl)-1,3,5-triazine

226896-03-3

[Re(CO)3(2,4,6-tris(2-pyridyl)-1,3,5-triazine)Cl]

Conditions
ConditionsYield
In toluene the mixt. in toluene was refluxed under N2 for 4 h, cooled; ppt. was filtered, stirred in DCM for 10 min, filtered, washed with CH2Cl2 and diethyl ether, dried in vac.;99%
67-56-1

methanol

copper(II) choride dihydrate

3682-35-7

2,4,6-tris(2-pyridyl)-1,3,5-triazine

738606-13-8

CuCl2 [2,4,6-tris(2-pyridyl)-1,3,5-triazine]CuCl2(methanol)

Conditions
ConditionsYield
In methanol solid ligand and 15 equiv. of solid CuCl2 dissolved in CH3OH slowly diffused into each other for 7 d; elem. anal.;97%
3682-35-7

2,4,6-tris(2-pyridyl)-1,3,5-triazine

2,4-di(pyridin-1-ium-2-yl)-6-(2-pyridyl)-1,3,5-triazine bis(hexafluorophosphate) monohydrate

Conditions
ConditionsYield
Stage #1: 2,4,6-tris(2-pyridyl)-1,3,5-triazine With ammonium hexafluorophosphate In methanol at 20℃; for 0.166667h;
Stage #2: With sulfuric acid at 20℃; for 2h;
96%
64443-05-6

tetrakis(actonitrile)copper(I) hexafluorophosphate

3682-35-7

2,4,6-tris(2-pyridyl)-1,3,5-triazine

161265-03-8

4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

[Cu2(2,4,6-tri(pyridin-2-yl)-1,3,5-triazine)(4,5-bis(diphenylphosphino)-9,9-dimethylxanthene)2][PF6]2

Conditions
ConditionsYield
Stage #1: tetrakis(actonitrile)copper(I) hexafluorophosphate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In dichloromethane for 2h;
Stage #2: 2,4,6-tris(2-pyridyl)-1,3,5-triazine In dichloromethane for 2h;
93.6%

2,4,6-Tri(2-pyridyl)-1,3,5-triazine Specification

The 1,3,5-Triazine,2,4,6-tri-2-pyridinyl-, with the CAS registry number 3682-35-7 and EINECS registry number 222-965-9, has the systematic name of 2,4,6-tri(pyridin-2-yl)-1,3,5-triazine. It is a kind of yellowish powder chemical, and belongs to the product category of Organics. And the molecular formula of the chemical is C18H12N6. What's more, it should be stored at 2-8°C.

The characteristics of 1,3,5-Triazine,2,4,6-tri-2-pyridinyl- are as followings: (1)ACD/LogP: 1.07; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.07; (4)ACD/LogD (pH 7.4): 1.07; (5)ACD/BCF (pH 5.5): 3.8; (6)ACD/BCF (pH 7.4): 3.8; (7)ACD/KOC (pH 5.5): 90.49; (8)ACD/KOC (pH 7.4): 90.49; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 77.34 Å2; (13)Index of Refraction: 1.644; (14)Molar Refractivity: 88.57 cm3; (15)Molar Volume: 244.6 cm3; (16)Polarizability: 35.11×10-24cm3; (17)Surface Tension: 64.1 dyne/cm; (18)Density: 1.276 g/cm3; (19)Flash Point: 288.2 °C; (20)Enthalpy of Vaporization: 88.39 kJ/mol; (21)Boiling Point: 618.9 °C at 760 mmHg; (22)Vapour Pressure: 1.41E-14 mmHg at 25°C. 

Preparation of 1,3,5-Triazine,2,4,6-tri-2-pyridinyl-: This chemical can be prepared by pyridine-2-carbonitrile. The reaction will need reagent NH3, lanthanium triflate. The reaction time is 24 hours with temperature of 200°C, and the yield is about 100%. 

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
 
Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: n1ccccc1c2nc(nc(n2)c3ncccc3)c4ncccc4
(2)InChI: InChI=1/C18H12N6/c1-4-10-19-13(7-1)16-22-17(14-8-2-5-11-20-14)24-18(23-16)15-9-3-6-12-21-15/h1-12H
(3)InChIKey: KMVWNDHKTPHDMT-UHFFFAOYAK

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 5620ug/kg (5.62mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
quail LD50 oral > 316mg/kg (316mg/kg)   Ecotoxicology and Environmental Safety. Vol. 6, Pg. 149, 1982.

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