(5-acetylthiophen-2-yl)boronic acid

• ChemBase ID: 32890
• Molecular Formular: C6H7BO3S
• Molecular Mass: 169.99398
• Monoisotopic Mass: 170.02089548
• SMILES: c1(ccc(s1)C(=O)C)B(O)O
• Canonical SMILES: OB(c1ccc(s1)C(=O)C)O
• InChI: InChI=1S/C6H7BO3S/c1-4(8)5-2-3-6(11-5)7(9)10/h2-3,9-10H,1H3
• InChIKey: DCNMATSPQKWETQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5-acetylthiophen-2-yl)boronic acid
• IUPAC Traditional name: 5-acetylthiophen-2-ylboronic acid
• Synonyms: 2-Acetyl-5-boronothiophene; (5-Boronothien-2-yl)ethan-1-one; (2-Acetylthien-5-yl)boronic acid; (5-Acetylthien-2-yl)boronic acid; 5-Acetylthiophen-2-ylboronic acid; 5-Acetylthiophene-2-boronic acid; 5-Acetyl-2-thiopheneboronic acid; 5-Acetyl-2-thienylboronic acid; 5-Acetylthiophene-2-boronic acid; 5-Acetylthiophene-2-boronic acid; 5-乙酰-2-噻吩硼酸; 5-乙酰基-2-噻吩硼酸; 5-乙酰基噻吩-2-硼酸

Database IDs

• CAS Number: 206551-43-1
• EC Number: 000-000-0
• MDL Number: MFCD01075681
• Beilstein Number: 8681302
• PubChem SID: 24873310; 160996197
• PubChem CID: 4143377

CALCULATED PROPERTIES

• Acid pKa: 7.8037734
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.6932592
• LogD (pH = 7.4): 0.5514351
• Log P: 0.6954
• Molar Refractivity: 37.0561 cm^3
• Polarizability: 16.01665 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 133-138 °C(lit.); 142-148°C; 142-148°C

Safety Information

• Storage Warning: IRRITANT, KEEP COLD; 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: 98%
• Empirical Formula (Hill Notation): C6H7BO3S

DETAILS

Sigma Aldrich - 499927

Other Notes
Contains varying amounts anhydride
Packaging
5, 25 g in glass bottle
Application
Reactant for:Bioreduction by alcohol dehydrogenase1Preparation of highly fluorescent photochromic dyes by photocyclization reactions2Suzuki-Miyaura cross-couplings3,4