278289

1-Phenylpyrazole

97%

• Empirical Formula (Hill Notation): C₉H₈N₂
• CAS Number: 1126-00-7
• Molecular Weight: 144.17
• EC Number: 214-415-1
• MDL number: MFCD00003112
• UNSPSC Code: 12352100
• PubChem Substance ID: 24856799
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 97%
• form: liquid
• refractive index: n20/D 1.596 (lit.)
• bp: 141-142 °C/30 mmHg (lit.)
• density: 1.091 g/mL at 25 °C (lit.)
• SMILES string: c1ccc(cc1)-n2cccn2
• InChI: 1S/C9H8N2/c1-2-5-9(6-3-1)11-8-4-7-10-11/h1-8H
• InChI key: WITMXBRCQWOZPX-UHFFFAOYSA-N

Description

General description

1-Phenylpyrazole undergoes cyclometallation with rhodium trichloride to yield rac-di(μ-chloro)tetrakis[2-(pyrazol-1-yl)phenyl-C¹,N²′]dirhodium. The activation of the C-H bond of 1-phenylpyrazole autocatalyzed by the co-product HOAc was studied.

Application

1-Phenylpyrazole has been used:

• in the preparation of 4,5-diphenylpyrazolo[1,5-a]quinoline, 1-(1,2,3,4-tetraphenylnaphthalen-5-yl)pyrazole and 1-(1,2,3,4,5,6,7,8-octaphenylanthracen-9-yl)pyrazole
• as cyclometallated ligand in the preparation of new heteroleptic iridium(III) complexes

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 235.4 °F - closed cup
• flash_point_c: 113 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter