(3-methylbut-2-en-2-yl)boronic acid

• ChemBase ID: 142341
• Molecular Formular: C5H11BO2
• Molecular Mass: 113.95064
• Monoisotopic Mass: 114.08520999
• SMILES: B(C(=C(C)C)C)(O)O
• Canonical SMILES: OB(C(=C(C)C)C)O
• InChI: InChI=1S/C5H11BO2/c1-4(2)5(3)6(7)8/h7-8H,1-3H3
• InChIKey: ONHWZTRGTFWBIX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3-methylbut-2-en-2-yl)boronic acid
• IUPAC Traditional name: 3-methylbut-2-en-2-ylboronic acid
• Synonyms: 3-Methyl-2-buten-2-ylboronic acid; 3-METHYL-2-BUTEN-2-YLBORONIC ACID; 3-甲基-2-丁烯-2-基硼酸

Database IDs

• CAS Number: 870777-16-5
• MDL Number: MFCD06411311
• PubChem SID: 162236571; 24883001
• PubChem CID: 16217755

CALCULATED PROPERTIES

• Acid pKa: 9.778999
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.8249773
• LogD (pH = 7.4): 0.82319903
• Log P: 0.825
• Molar Refractivity: 30.0617 cm^3
• Polarizability: 12.92032 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 173-178 °C(lit.)

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: 98%
• Linear Formula: (CH2)2C=CCH3BO2

DETAILS

Sigma Aldrich - 639079

Packaging
1 g in glass bottle
Application
Reactant involved in:
• Synthesis of 8-alkenylboronpyrromethene dyes1
• Addition reactions with N-methyliminodiacetic acid2 or aromatic, heteroaromatic or aliphatic aldehydes3
• Arylation of methyl o-formylbenzoates4
• Synthesis of tert-butanesulfinyl α-branched allylic amines5