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9-Mesityl-10-methylacridinium tetrafluoroborate

Catalog Number
ACM1442433717
Product Name
9-Mesityl-10-methylacridinium tetrafluoroborate
CAS
1442433-71-7
  • Product Overview
  • Usage
Synonyms
9-Mesityl-10-methylacridin-10-ium tetrafluoroborate;9-Mesityl-10-methylacridinium tetrafluoroborate;1442433-71-7;
IUPAC Name
10-methyl-9-(2,4,6-trimethylphenyl)acridin-10-ium;tetrafluoroborate;
Molecular Weight
399.24g/mol
Molecular Formula
C23H22BF4N;
Canonical SMILES
[B-](F)(F)(F)F.CC1=CC(=C(C(=C1)C)C2=C3C=CC=CC3=[N+](C4=CC=CC=C42)C)C;
InChI
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;
Complexity
415
Covalently-Bonded Unit Count
2
Exact Mass
399.178g/mol
H-Bond Acceptor
5
Heavy Atom Count
29
Monoisotopic Mass
399.178g/mol
Rotatable Bond Count
1
Topological Polar Surface Area
3.9A^2
Application
9-Mesityl-10-methylacridinium tetrafluoroborate serves as a versatile catalyst in photoredox reactions, facilitating a variety of chemical transformations. Its primary applications include the synthesis of γ-butyrolactones, γ-lactams, and pyrrolidines. Additionally, as reported by Nicewicz et al., this compound is instrumental in mediating the anti-Markovnikov hydroamination of alkenes and the addition of carboxylic acids to alkenes. It also plays a key role in the hydrotrifluoromethylation of styrenes when used in conjunction with the Langlois reagent S673690.
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