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900421

Sigma-Aldrich

9-Mesityl-3,6-di-tert-butyl-10-phenylacridinium tetrafluoroborate

≥95%

Synonym(s):

3,6-Bis(1,1-dimethylethyl)-10-phenyl-9-(2,4,6-trimethylphenyl)-acridinium tetrafluoroborate, 3,6-Di-tert-butyl-9-(2,4,6-trimethylphenyl)-10-phenylacridinium tetrafluoroborate

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About This Item

Empirical Formula (Hill Notation):
C36H40BF4N
CAS Number:
Molecular Weight:
573.51
UNSPSC Code:
12352005
NACRES:
NA.22

Quality Level

Assay

≥95%

form

powder or crystals

reaction suitability

core: acridinium
reagent type: catalyst
reaction type: Photocatalysis

mp

277.2 °C

photocatalyst activation

455 nm

SMILES string

[F-][B+3]([F-])([F-])[F-].C=1C=CC(=CC1)[N+]=2C=3C=C(C=CC3C(=C4C=CC(=CC42)C(C)(C)C)C=5C(=CC(=CC5C)C)C)C(C)(C)C

InChI

InChI=1S/C36H40N.BF4/c1-23-19-24(2)33(25(3)20-23)34-29-17-15-26(35(4,5)6)21-31(29)37(28-13-11-10-12-14-28)32-22-27(36(7,8)9)16-18-30(32)34;2-1(3,4)5/h10-22H,1-9H3;/q+1;-1

InChI key

YUNSHKYOOCWQRB-UHFFFAOYSA-N

Application

9-Mesityl-3,6-di-tert-butyl-10-phenylacridinium tetrafluoroborate is an acridium-based photocatalyst that can be an alternative to transition-metal-based photocatalysts due to its higher chemical stability and attenuated redox potential.
When employed with TEMPO, this acridinium photocatalyst promotes the site-selective amination of a variety of simple and complex aromatics with heteroaromatic azoles. When ammonium carbamate is used as the amine, anilines can be achieved directly.

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

PRTR

Class I Designated Chemical Substances

JAN Code

900421-BULK:
900421-VAR:
900421-100MG:4548174019450


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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Acridinium-Based Photocatalysts: A Sustainable Option in Photoredox Catalysis.
Joshi-Pangu A, et al.
The Journal of Organic Chemistry, 81(16), 7244-7249 (2016)

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