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Sigma-Aldrich

2-Cyanophenylboronic acid

≥95.0%

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Synonym(s):
2-Cyanobenzeneboronic acid, [m-Cyanophenyl-4-yl]boronic acid
Linear Formula:
NCC6H4B(OH)2
CAS Number:
Molecular Weight:
146.94
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥95.0%

mp

240 °C (dec.) (lit.)

SMILES string

OB(O)c1ccccc1C#N

InChI

1S/C7H6BNO2/c9-5-6-3-1-2-4-7(6)8(10)11/h1-4,10-11H

InChI key

NPLZNDDFVCGRAG-UHFFFAOYSA-N

Application

Employed in a rhodium-catalyzed [3+2] annulation with alkynes leading to substituted indenones.
Useful in the synthesis of substitutes indenones or indanones

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Tomoya Miura et al.
Organic letters, 7(15), 3339-3341 (2005-07-16)
[reaction: see text]. A new [3 + 2] annulation reaction was developed in which 2-cyanophenylboronic acid reacted as a three-carbon component with alkynes or alkenes to afford substituted indenones or indanones. The use of an alkynoate even produced benzotropone, a

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