Key Documents

View All Documentation

278289

1-Phenylpyrazole

Name: 1-Phenylpyrazole
Brand: ALDRICH

97%

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₉H₈N₂

CAS Number:

1126-00-7

Molecular Weight:

144.17

NACRES:

NA.22

PubChem Substance ID:

24856799

UNSPSC Code:

12352100

EC Number:

214-415-1

MDL number:

MFCD00003112

Assay:

97%

Form:

liquid

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

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

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

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

Regulatory Information

新产品

This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Rhodium-catalyzed oxidative 1:1, 1:2, and 1:4 coupling reactions of phenylazoles with internal alkynes through the regioselective cleavages of multiple C-H bonds.

Nobuyoshi Umeda et al.

The Journal of organic chemistry, 76(1), 13-24 (2010-12-15)

The direct oxidative coupling of phenylazoles with internal alkynes proceeds efficiently in the presence of a rhodium catalyst and a copper oxidant accompanied by double or quadruple C-H bond cleavages. Thus, as a representative example, 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 can

[A new type of iridium (III) phenylpyrazole complexes: synthesis, photophysical characterization].

Jian-ning Yu et al.

Guang pu xue yu guang pu fen xi = Guang pu, 30(9), 2424-2427 (2010-11-26)

New heteroleptic iridium(III) complexes (ppz)2Ir(LX), which consist of two cyclometalated ligands ppz(1-phenylpyrazole) together with an ancillary ligand LX (LX= 2-(2'-hydroxylphenyl)benzothiazole (BTZ), 2-(3'-methyl-2'-hydroxylphenyl) benzothiazole (3-MeBTZ), 2-(4'-methyl-2'-hydroxylphenyl) benzothiazole (4-MeBTZ) and 2-(4'-Trifluoromethyl-2'hydroxylphenyl) benzothiazole (4-tfmBTZ)), were synthesized and characterized. The molecular structures and photophysical

Cyclometallated compounds: VII. X-Ray crystal structure of the product of cyclometallation of 1-phenylpyrazole with rhodium trichloride.

Steel PJ.

Journal of Organometallic Chemistry, 408(3), 395-402 (1991)

View All Related Papers

Global Trade Item Number

SKU	GTIN
278289-5G	04061826203170