(3-chloro-4-methylphenyl)boronic acid

• ChemBase ID: 32790
• Molecular Formular: C7H8BClO2
• Molecular Mass: 170.40122
• Monoisotopic Mass: 170.03058758
• SMILES: c1(cc(c(cc1)C)Cl)B(O)O
• Canonical SMILES: OB(c1ccc(c(c1)Cl)C)O
• InChI: InChI=1S/C7H8BClO2/c1-5-2-3-6(8(10)11)4-7(5)9/h2-4,10-11H,1H3
• InChIKey: YTJUYWRCAZWVSX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3-chloro-4-methylphenyl)boronic acid
• IUPAC Traditional name: 3-chloro-4-methylphenylboronic acid
• Synonyms: 3-Chloro-4-methylbenzeneboronic acid; 3-Chloro-4-methylphenylboronic acid; 3-Chloro-4-methylphenylboronic acid; 3-Chloro-4-methylphenylboronic acid; 3-Chloro-p-tolylboronic acid; 3-Chloro-4-methylbenzeneboronic acid; 3-氯-4-甲基苯硼酸; 3-氯-4-甲苯硼酸

Database IDs

• CAS Number: 175883-63-3
• MDL Number: MFCD04039010
• PubChem SID: 160996097; 24885574
• PubChem CID: 3854610

CALCULATED PROPERTIES

• Acid pKa: 8.768759
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.6247675
• LogD (pH = 7.4): 2.6069045
• Log P: 2.625
• Molar Refractivity: 40.4495 cm^3
• Polarizability: 17.171875 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 224-230°C; 228-232 °C

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C7H8BClO2

DETAILS

Sigma Aldrich - 680559

General description
May contain varying amounts of anhydride.
Packaging
1, 10 g in glass bottle
Application
Reactant involved in:
• Intromolecular aromatic carbenoid insertion for the synthesis of fluorenes1
• Synthesis of biaryl amides with muscarinic acetylcholine receptor subtype M1 agonistic activity2
• Preparation of borinic acid picolinate esters for use against cutaneous diseases3
• Synthesis of TRPV1 antagonists as treatment for chronic pain4