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521396

Sigma-Aldrich

2-Cyanophenylboronic acid

≥95.0%

Synonym(s):

2-Cyanobenzeneboronic acid, [m-Cyanophenyl-4-yl]boronic acid

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About This Item

Linear Formula:
NCC6H4B(OH)2
CAS Number:
138642-62-3
Molecular Weight:
146.94
MDL number:
MFCD01632208
UNSPSC Code:
12352103
PubChem Substance ID:
24874204
NACRES:
NA.22

Quality Level

100

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

Related Categories

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
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

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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