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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:
1810004-87-5
Molecular Weight:
573.51
MDL number:
MFCD31381908
UNSPSC Code:
12352005
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

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.[1]
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)

Other Notes

Site-selective arene C-H amination via photoredox catalysis

related product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000213767
0000312264
0000213767
0000312264
0000191490

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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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Nicewicz Group – Prof. Product Portal

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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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