[3-chloro-4-(propan-2-yloxy)phenyl]boronic acid

• ChemBase ID: 145045
• Molecular Formular: C9H12BClO3
• Molecular Mass: 214.45378
• Monoisotopic Mass: 214.05680232
• SMILES: B(c1ccc(c(c1)Cl)OC(C)C)(O)O
• Canonical SMILES: CC(Oc1ccc(cc1Cl)B(O)O)C
• InChI: InChI=1S/C9H12BClO3/c1-6(2)14-9-4-3-7(10(12)13)5-8(9)11/h3-6,12-13H,1-2H3
• InChIKey: PJBWTULFEPFOEB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-chloro-4-(propan-2-yloxy)phenyl]boronic acid
• IUPAC Traditional name: 3-chloro-4-isopropoxyphenylboronic acid
• Synonyms: 3-Chloro-4-(1-methylethyl)oxyphenylboronic acid; 3-Chloro-4-isopropoxybenzeneboronic acid; 3-Chloro-4-isopropoxyphenylboronic acid; 3-CHLORO-4-ISOPROPOXYPHENYLBORONIC ACID; 3-氯-4-异丙氧基苯基硼酸

Database IDs

• CAS Number: 480438-56-0
• MDL Number: MFCD04974065
• PubChem SID: 162239255; 24880179
• PubChem CID: 3382467

CALCULATED PROPERTIES

• Acid pKa: 8.785231
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.6604762
• LogD (pH = 7.4): 2.6432648
• Log P: 2.6607
• Molar Refractivity: 51.0389 cm^3
• Polarizability: 21.64063 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 140-145 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Linear Formula: ClC6HOCH(CH3)CH3

DETAILS

Sigma Aldrich - 564443

Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Preparation of alkyl- and aryl quinones via silver nitrate-catalyzed coupling with quinones1
• Rhodium-catalyzed asymmetric arylation of alkenylheterocycles2
• Stereoselective and regioselective rhodium-catalyzed carbometalation of ynamides3