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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:
1442433-71-7
Molecular Weight:
399.23
UNSPSC Code:
12161600
PubChem Substance ID:
329768429
NACRES:
NA.22

form

solid

Quality Level

100

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)

Other Notes

Anti-Markovnikov Hydroamination of Alkenes Catalyzed by an Organic Photoredox System
Direct Catalytic Anti-Markovnikov Addition of Carboxylic Acids to Alkenes
Catalytic hydrotrifluoromethylation of styrenes and unactivated aliphatic alkenes via an organic photoredox system

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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)

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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Articles

Nicewicz Photoredox Catalysts for Anti-Markovnikov Alkene Hydrofunctionalization

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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