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908193

Sigma-Aldrich

3CzClIPN

Synonym(s):

2,4,6-Tri(9H-carbazol-9-yl)-5-chloroisophthalonitrile

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About This Item

Empirical Formula (Hill Notation):
C44H24ClN5
CAS Number:
1469704-61-7
Molecular Weight:
658.15
MDL number:
MFCD32062494
UNSPSC Code:
12352101
NACRES:
NA.22
form:
powder or crystals
Pricing and availability is not currently available.

form

powder or crystals

reaction suitability

reaction type: Photocatalysis
reagent type: catalyst

mp

>300 °C

SMILES string

Clc1c(c(c(c(c1[n]8c9c(c%10c8cccc%10)cccc9)C#N)[n]5c6c(c7c5cccc7)cccc6)C#N)[n]2c3c(c4c2cccc4)cccc3

InChI

1S/C44H24ClN5/c45-41-43(49-37-21-9-3-15-29(37)30-16-4-10-22-38(30)49)33(25-46)42(48-35-19-7-1-13-27(35)28-14-2-8-20-36(28)48)34(26-47)44(41)50-39-23-11-5-17-31(39)32-18-6-12-24-40(32)50/h1-24H

Application

3CzClIPN is cyanoarene-based donor-acceptor photocatalyst developed by the Zeitler group. While this catalyst has a balanced redox profile, allowing for its use in a variety of transformations, it stands out as the most oxidizing catalyst of the family.

Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)

Other Notes

A Toolbox Approach To Construct Broadly Applicable Metal-Free Catalysts for Photoredox Chemistry: Deliberate Tuning of Redox Potentials and Importance of Halogens in Donor-Acceptor Cyanoarenes

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS2407

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Elisabeth Speckmeier et al.
Journal of the American Chemical Society, 140(45), 15353-15365 (2018-10-03)
The targeted choice of specific photocatalysts has been shown to play a critical role for the successful realization of challenging photoredox catalytic transformations. Herein, we demonstrate the successful implementation of a rational design strategy for a series of deliberate structural

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