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Key Documents

P33402

Sigma-Aldrich

2-Phenylpyridine

greener alternative

98%

Synonym(s):

α-Phenylpyridine, o-Phenylpyridine

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About This Item

Empirical Formula (Hill Notation):
C11H9N
CAS Number:
Molecular Weight:
155.20
Beilstein:
110445
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

greener alternative product score

old score: 2
new score: 1
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greener alternative product characteristics

Atom Economy
Design for Energy Efficiency
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

refractive index

n20/D 1.623 (lit.)

bp

268-270 °C (lit.)

density

1.086 g/mL at 25 °C (lit.)

greener alternative category

SMILES string

c1ccc(cc1)-c2ccccn2

InChI

1S/C11H9N/c1-2-6-10(7-3-1)11-8-4-5-9-12-11/h1-9H

InChI key

VQGHOUODWALEFC-UHFFFAOYSA-N

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Atom Economy”, “Design for Energy Efficiency” and “Use of Renewable Feedstock”. Click here to view its DOZN scorecard.

Application

Versatile synthetic intermediate.

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ke Gao et al.
Journal of the American Chemical Society, 132(35), 12249-12251 (2010-08-18)
Ternary catalytic systems consisting of cobalt salts, phosphine ligands, and Grignard reagents promote addition of arylpyridines and imines to unactivated internal alkynes with high regio- and stereoselectivities. Deuterium-labeling experiments suggest that the reaction involves chelation-assisted oxidative addition of the aryl
Huazhou Wu et al.
Dalton transactions (Cambridge, England : 2003), 40(9), 1969-1976 (2011-02-02)
Iridium(III) complexes with intense phosphorescence in solution have been widely applied in organic light-emitting diodes, chemosensors and bioimaging. However, little attention has been paid to iridium(III) complexes showing weak phosphorescence in solution and enhanced phosphorescence emission in the solid state
José Ruiz et al.
Inorganic chemistry, 50(6), 2151-2158 (2011-02-15)
The synthesis of the novel anthraquinone platinum derivate [Pt(ppy)Cl(1C3)] (2) [Hppy = N,C-chelating 2-phenylpyridine; 1C3 = 1-[(3-aminopropyl)amino]-anthracene-9,10-dione] and its values of IC(50) against a panel of human tumor cell lines representative of ovarian (A2780 and A2780cisR) and breast cancers (T47D)
Moussa Zaarour et al.
Dalton transactions (Cambridge, England : 2003), 42(1), 155-159 (2012-10-12)
The second order nonlinear optical (NLO) properties of various simple tris-cyclometallated Ir(III) complexes bearing 2-phenylpyridine ligands have been investigated by means of the EFISH technique, evidencing how appropriate substitution of the cyclometallated ligands may allow the tuning of the second-order
Palladium-catalyzed ortho-selective C-H borylation of 2-phenylpyridine and its derivatives at room temperature.
Yoichiro Kuninobu et al.
Angewandte Chemie (International ed. in English), 52(16), 4431-4434 (2013-03-21)

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