(4-butoxyphenyl)boronic acid

• ChemBase ID: 32834
• Molecular Formular: C10H15BO3
• Molecular Mass: 194.0353
• Monoisotopic Mass: 194.11142474
• SMILES: c1(ccc(cc1)OCCCC)B(O)O
• Canonical SMILES: CCCCOc1ccc(cc1)B(O)O
• InChI: InChI=1S/C10H15BO3/c1-2-3-8-14-10-6-4-9(5-7-10)11(12)13/h4-7,12-13H,2-3,8H2,1H3
• InChIKey: QUPFQMXWFNJUNJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-butoxyphenyl)boronic acid
• IUPAC Traditional name: 4-butoxyphenylboronic acid
• Synonyms: 4-(n-Butoxy)benzeneboronic acid; 4-Butoxyphenylboronic acid; 4-Butyloxyphenylboronic acid; 4-BUTOXYPHENYLBORONIC ACID; 4-丁氧基苯硼酸

Database IDs

• CAS Number: 105365-51-3
• MDL Number: MFCD03427054
• PubChem SID: 24878610; 160996141
• PubChem CID: 3836310

CALCULATED PROPERTIES

• Acid pKa: 8.879171
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.5943196
• LogD (pH = 7.4): 2.5804017
• Log P: 2.5945
• Molar Refractivity: 50.9403 cm^3
• Polarizability: 21.572893 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 102-104°C; 106-108 °C(lit.)

Safety Information

• Storage Warning: IRRITANT; Irritant
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Linear Formula: C6H4OCH2CH2CH2CH3B(OH)2

DETAILS

Sigma Aldrich - 542504

General description
Contains varying amounts of anhydride.
Packaging
1 g in glass bottle
Application
Reactant for:
• Suzuki-Miyaura cross-coupling reactions1
• Condensation reactions2
• Synthesis of azobenzene-functionalized compounds3
• Preparation of highly fluorescent diketopyrrolopyrrole derivatives4
• Rhodium-catalyzed Suzuki-type cross-coupling5
• Copper-catalyzed asymmetric conjugate reduction of coumarins6