(5-chloro-2-methoxyphenyl)boronic acid

• ChemBase ID: 7205
• Molecular Formular: C7H8BClO3
• Molecular Mass: 186.40062
• Monoisotopic Mass: 186.0255022
• SMILES: c1(c(ccc(c1)Cl)OC)B(O)O
• Canonical SMILES: COc1ccc(cc1B(O)O)Cl
• InChI: InChI=1S/C7H8BClO3/c1-12-7-3-2-5(9)4-6(7)8(10)11/h2-4,10-11H,1H3
• InChIKey: FMBVAOHFMSQDGT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5-chloro-2-methoxyphenyl)boronic acid
• IUPAC Traditional name: 5-chloro-2-methoxyphenylboronic acid
• Synonyms: 2-Methoxy-5-chlorophenylboronic acid; 3-Chloro-6-methoxyphenylboronic acid; 5-Chloro-2-methoxyphenylboronic acid; (5-Chloro-2-methoxyphenyl)boronic acid; 5-Chloro-2-methoxyphenylboronic acid; 5-Chloro-2-methoxybenzeneboronic acid; 5-Chloro-2-methoxyphenylboronic acid; 2-Borono-4-chloroanisole; 2-Borono-4-chlorophenyl methyl ether; 5-Chloro-2-methoxybenzeneboronic acid; 5-氯-2-甲氧基苯硼酸

Database IDs

• CAS Number: 89694-48-4
• MDL Number: MFCD01318966
• PubChem SID: 160970512; 24873617
• PubChem CID: 2735751

CALCULATED PROPERTIES

• Acid pKa: 8.313996
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.9044377
• LogD (pH = 7.4): 1.8553952
• Log P: 1.9051
• Molar Refractivity: 41.8715 cm^3
• Polarizability: 17.954548 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 134-141 °C(lit.); 134-141°C; 134-141°C

Safety Information

• Storage Warning: IRRITANT; Irritant/Store under Argon/Keep Cold
• 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
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%; 98%
• Linear Formula: ClC6H3(OCH3)B(OH)2

DETAILS

Sigma Aldrich - 512249

Other Notes
Contains varying amounts of anhydride
Packaging
5 g in glass bottle
Application
Reactant for:
• Boron-Heck arylation1
• Suzuki-Miyaura reaction2