(2-cyanophenyl)boronic acid

• ChemBase ID: 64161
• Molecular Formular: C7H6BNO2
• Molecular Mass: 146.93904
• Monoisotopic Mass: 147.04915884
• SMILES: N#Cc1c(cccc1)B(O)O
• Canonical SMILES: N#Cc1ccccc1B(O)O
• InChI: InChI=1S/C7H6BNO2/c9-5-6-3-1-2-4-7(6)8(10)11/h1-4,10-11H
• InChIKey: NPLZNDDFVCGRAG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-cyanophenyl)boronic acid
• IUPAC Traditional name: 2-cyanophenylboronic acid
• Synonyms: 2-Cyanobenzeneboronic acid; 2-Cyanobenzeneboronic acid; [m-Cyanophenyl-4-yl]boronic acid; 2-Cyanophenylboronic acid; 2-Cyanophenylboronic acid; 2-Cyanophenylboronic acid; 3-Cyanophenylboronic acid; 2-Cyanobenzeneboronic acid; 2-氰基苯硼酸

Database IDs

• CAS Number: 138642-62-3
• MDL Number: MFCD01632208
• PubChem SID: 24874204; 162029900
• PubChem CID: 2734610

CALCULATED PROPERTIES

• Acid pKa: 8.314488
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.4541384
• LogD (pH = 7.4): 1.4051474
• Log P: 1.4548
• Molar Refractivity: 36.3251 cm^3
• Polarizability: 15.364871 Å^3
• Polar Surface Area: 64.25 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 240 °C (dec.)(lit.); 250-254°C; 250-254°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; 36/37/38
• Safety Statements: 26-36/37/39; 26-36/37-60
• TSCA Listed: false; 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H315-H319-H335; H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥95.0%; 96%; 98%
• Linear Formula: NCC6H4B(OH)2

DETAILS

Apollo Scientific Ltd - OR10429

Employed in a rhodium-catalyzed [3+2] annulation with alkynes leading to substituted indenones - Org. Lett. 7, 3339, (2005) Useful in the synthesis of substitutes indenones or indanones - Miura, Tomoya; Murakami, Masahiro Org. Lett. 7, 3339-3341, (2005)

Sigma Aldrich - 521396

Application
Employed in a rhodium-catalyzed [3+2] annulation with alkynes leading to substituted indenones.1
Useful in the synthesis of substitutes indenones or indanones1
Packaging
1, 5 g in glass bottle

REFERENCES

• Org. Lett. 7, 3339, (2005)
• Miura, Tomoya; Murakami, Masahiro Org. Lett. 7, 3339-3341, (2005)