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794171

Sigma-Aldrich

9-Mesityl-10-methylacridinium tetrafluoroborate

Synonym(s):

9-Mesityl-10-methylacridinium tetrafluoroborate, 10-Methyl-9-(2,4,6-trimethylphenyl)acridinium tetrafluoroborate

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About This Item

Empirical Formula (Hill Notation):
C23H22BF4N
CAS Number:
Molecular Weight:
399.23
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

form

solid

Quality Level

reaction suitability

core: acridinium
reaction type: Photocatalysis
reagent type: catalyst

photocatalyst activation

450 nm

SMILES string

CC(C=C1C)=CC(C)=C1C2=C3C(C=CC=C3)=[N+](C)C4=CC=CC=C42.F[B-](F)(F)F

InChI

1S/C23H22N.BF4/c1-15-13-16(2)22(17(3)14-15)23-18-9-5-7-11-20(18)24(4)21-12-8-6-10-19(21)23;2-1(3,4)5/h5-14H,1-4H3;/q+1;-1

InChI key

KKMWMXQQOIIJIZ-UHFFFAOYSA-N

Application

Catalyst has been reported by Nicewicz and coworkers to mediate myriad transformations through Photoredox Catalysis. The following applications include the anti-Markovnikov hydroamination of alkenes and addition of carboxylic acids to alkenes and the hydrotrifluoromethylation of styrenes using the Langlois reagent (743232).

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Articles

While Markovnikov alkene reactivity is very well developed and utilized commonly in the synthesis of commodity and research chemicals, catalytic access to the anti-Markovnikov-selective adducts is a much less-developed endeavor.

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