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2-Phenylpyridine
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Name

2-Phenylpyridine

 EINECS 213-763-1
CAS No. 1008-89-5 Density 1.086 g/cm3
PSA 12.89000 LogP 2.74860
Solubility Low soluble in water. Fully miscible with ethanol, acetone, toluene, methylene chloride Melting Point -5 °C
Formula C11H9N Boiling Point 270.8 °C at 760 mmHg
Molecular Weight 155.199 Flash Point 113.3 °C
Transport Information N/A Appearance Light yellow liquid
Safety 26-37/39-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 1008-89-5 (2-Phenylpyridine) Hazard Symbols IrritantXi
Synonyms

o-Phenylpyridine;1/C11H9N/c1-2-6-10(7-3-1)11-8-4-5-9-12-11/h1-9;2-Phenyl pyridine;Pyridine, 2-phenyl-;

Article Data 691

2-Phenylpyridine Synthetic route

109-04-6

2-bromo-pyridine

98-80-6

phenylboronic acid

1008-89-5

2-phenylpyridine

Conditions
ConditionsYield
With [Pd(N-(naphthyl)-salicylaldimine(-2H))(triphenylphosphine)]; sodium hydroxide at 120℃; for 24h; Reagent/catalyst; Suzuki Coupling;100%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 18h; Inert atmosphere; Reflux;100%
With potassium phosphate; (PdCl2)(2-pyridyl)-6-isopropyl cis piperidine complex In water; N,N-dimethyl-formamide at 110℃; for 2h;99%
386253-27-6

N-(phenyl(2-phenylpyridin-1(2H)-yl)methylene)methanamine

1008-89-5

2-phenylpyridine

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran at 25℃;100%
109-09-1

2-chloropyridine

LiZnPh3

1008-89-5

2-phenylpyridine

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride100%
5029-67-4

2-iodopyridine

phenylmagnesium bromide

1008-89-5

2-phenylpyridine

Conditions
ConditionsYield
Stage #1: phenylmagnesium bromide With indium(III) chloride In tetrahydrofuran at 25℃;
Stage #2: 2-iodopyridine; tris-(dibenzylideneacetone)dipalladium(0); trifuran-2-yl-phosphane In tetrahydrofuran; water for 5h; Heating; Further stages.;		100%
372-48-5

2-fluoropyridine

100-58-3

phenylmagnesium bromide

1008-89-5

2-phenylpyridine

Conditions
ConditionsYield
Stage #1: 2-fluoropyridine; phenylmagnesium bromide; bis(acetylacetonate)nickel(II); ((2-hydroxymethyl)phenyl)diphenylphosphine In diethyl ether for 0.5h;
Stage #2: With methanol In diethyl ether Product distribution / selectivity;		100%
Stage #1: 2-fluoropyridine; phenylmagnesium bromide; 1-[2-(diphenylphosphino)phenyl]ethanol; bis(acetylacetonate)nickel(II) In diethyl ether for 2h;
Stage #2: With methanol In diethyl ether Product distribution / selectivity;		96%
109-09-1

2-chloropyridine

98-80-6

phenylboronic acid

1008-89-5

2-phenylpyridine

Conditions
ConditionsYield
With 4-di-tert-butylphosphanyl-1,5-diphenyl-1H-[1,2,3]triazole; potassium phosphate; bis(dibenzylideneacetone)-palladium(0) In toluene at 100℃; for 12h; Suzuki-Miyaura coupling;99%
With 4-di-tert-butylphosphanyl-1,5-diphenyl-1H-[1,2,3]triazole; potassium phosphate; bis(dibenzylideneacetone)-palladium(0) In toluene at 100℃; for 12h; Suzuki-Miyaura coupling;99%
With potassium phosphate; palladium diacetate In tetrahydrofuran at 100℃; for 24h; Suzuki-Miyaura coupling;99%
109-09-1

2-chloropyridine

C24H20Zn(2-)*2Li(1+)

1008-89-5

2-phenylpyridine

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride99%
5957-89-1

2-(2-methoxy-phenyl)-pyridine

1008-89-5

2-phenylpyridine

Conditions
ConditionsYield
With chromium dichloride; cesium fluoride; 4,4'-di-tert-butyl-2,2'-bipyridine In tetrahydrofuran at 40℃; for 12h; Mechanism; Catalytic behavior; Reagent/catalyst; Schlenk technique; Inert atmosphere;99%
With bis(1,5-cyclooctadiene)nickel(0); (dimethoxy)methylsilane; tricyclohexylphosphine In toluene at 80℃; for 12h; Inert atmosphere;96%
With bis(1,5-cyclooctadiene)nickel(0); 1,1,3,3-Tetramethyldisiloxane; tricyclohexylphosphine In toluene at 110℃; for 10h; Inert atmosphere;86%

C10H13BNO3(1-)*C16H36N(1+)

108-90-7

chlorobenzene

1008-89-5

2-phenylpyridine

Conditions
ConditionsYield
With (2-hydroxyethyl)(methyl)amine; copper(l) iodide; dichloro(1,3-bis(dicyclohexylphosphino)propane)palladium In N,N-dimethyl-formamide at 100℃; for 16h; Reagent/catalyst; Suzuki-Miyaura Coupling; Inert atmosphere;99%
98061-25-7

1,3-dimethoxy-2-(2-pyridyl)benzene

1008-89-5

2-phenylpyridine

Conditions
ConditionsYield
With chromium dichloride; cesium fluoride; 4,4'-di-tert-butyl-2,2'-bipyridine In tetrahydrofuran at 40℃; for 12h; Schlenk technique; Inert atmosphere;99%

2-Phenylpyridine Specification

The 2-Phenylpyridine, with the CAS registry number 1008-89-5, is also known as Pyridine, 2-phenyl-. It belongs to the product categories of Pyridines, Pyrimidines, Purines and Pteredines; Heterocyclic Compounds; C9 to C46; Heterocyclic Building Blocks; Pyridines. Its EINECS registry number is 213-763-1. This chemical's molecular formula is C11H9N and molecular weight is 155.19586. Its IUPAC name is called 2-phenylpyridine. The product should be sealed and stored in cool and dry place. What's more, it should be protected from strong oxides.

Physical properties of 2-Phenylpyridine: (1)ACD/LogP: 2.63; (2)ACD/LogD (pH 5.5): 2.59; (3)ACD/LogD (pH 7.4): 2.63; (4)ACD/BCF (pH 5.5): 54.07; (5)ACD/BCF (pH 7.4): 58.66; (6)ACD/KOC (pH 5.5): 591.41; (7)ACD/KOC (pH 7.4): 641.58; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.575; (11)Molar Refractivity: 48.93 cm3; (12)Molar Volume: 147.9 cm3; (13)Surface Tension: 41.1 dyne/cm; (14)Density: 1.049 g/cm3; (15)Flash Point: 113.3 °C; (16)Enthalpy of Vaporization: 48.85 kJ/mol; (17)Boiling Point: 270.8 °C at 760 mmHg; (18)Vapour Pressure: 0.0111 mmHg at 25°C.

Preparation of 2-Phenylpyridine: this chemical can be prepared by 2-bromo-pyridine and benzene. This reaction will need reagent tris(trimethylsilyl)silane and AIBN. The reaction time is 24 hours with reaction temperature of 80 °C. The yield is about 41%.

2-Phenylpyridine can be prepared by 2-bromo-pyridine and benzene

Uses of 2-Phenylpyridine: it can be used to produce 2-phenyl-pyridine-1-oxide. This reaction will need reagents acetic acid and aqueous hydrogen peroxide.

2-Phenylpyridine can be used to produce 2-phenyl-pyridine-1-oxide

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, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC=N2
(2)InChI: InChI=1S/C11H9N/c1-2-6-10(7-3-1)11-8-4-5-9-12-11/h1-9H
(3)InChIKey: VQGHOUODWALEFC-UHFFFAOYSA-N

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