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2-Naphthaleneboronic Acid, (contains varying amounts of Anhydride)

Catalog NumberACM32316920-3

CAS Number32316-92-0

CategoryElectroluminescence Materials

2-Naphthaleneboronic Acid, (contains varying amounts of Anhydride)
IUPAC Name
naphthalen-2-ylboronic acid
Molecular Weight
171.99g/mol
Molecular Formula
C10H9BO2
Canonical SMILES
B(C1=CC2=CC=CC=C2C=C1)(O)O
InChI
InChI=1S/C10H9BO2/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7,12-13H
InChI Key
KPTRDYONBVUWPD-UHFFFAOYSA-N
Application
2-Naphthaleneboronic Acid, which contains varying amounts of anhydride, serves a crucial role in catalysis and pharmaceutical manufacturing as an organometallic iridium complex. It is particularly useful in studies of enantioselective rhodium-catalyzed additions, facilitating the conversion of aryl boronic acids and 2,2,2-trifluoroacetophenones into chiral, tertiary trifluoromethyl alcohols. Additionally, it is employed in research involving palladium-catalyzed reactions; specifically, the addition of aryl boronic acids to nitriles results in the formation of aryl ketones, while their reaction with aryloxy nitriles yields benzofurans.
Complexity
172
Covalently-Bonded Unit Count
1
Exact Mass
172.06956g/mol
Formal Charge
0
Heavy Atom Count
13
Monoisotopic Mass
172.06956g/mol
Rotatable Bond Count
1
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