(4-methylthiophen-3-yl)boronic acid

• ChemBase ID: 68625
• Molecular Formular: C5H7BO2S
• Molecular Mass: 141.98388
• Monoisotopic Mass: 142.02598086
• SMILES: c1c(c(cs1)C)B(O)O
• Canonical SMILES: OB(c1cscc1C)O
• InChI: InChI=1S/C5H7BO2S/c1-4-2-9-3-5(4)6(7)8/h2-3,7-8H,1H3
• InChIKey: LVPFZXKLROORIK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-methylthiophen-3-yl)boronic acid
• IUPAC Traditional name: 4-methylthiophen-3-ylboronic acid
• Synonyms: 4-Methyl-3-thiopheneboronic acid; 4-Methylthiophene-3-boronic acid; (4-Methylthien-3-yl)boronic acid; (4-Methylthiophen-3-yl)boronic acid; (4-Methylthiophen-3-yl)dihydroxyborane; 4-Methyl-3-thiopheneboronic acid; 4-Methyl-3-thienylboronic acid; 4-甲基-3-噻吩硼酸; 4-甲基-3-噻吩基硼酸

Database IDs

• CAS Number: 177735-11-4
• MDL Number: MFCD04039882
• PubChem SID: 24878602; 162034355
• PubChem CID: 5083931

CALCULATED PROPERTIES

• Acid pKa: 8.393983
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.775849
• LogD (pH = 7.4): 1.7346711
• Log P: 1.7764
• Molar Refractivity: 32.7505 cm^3
• Polarizability: 13.983435 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 138-144 °C(lit.)

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95%; 95+%; 98%
• Empirical Formula (Hill Notation): C5H7BO2S

DETAILS

Sigma Aldrich - 542393

Analysis Note
May contain up to 1 equivalent of water
Other Notes
Contains varying amounts of anhydride.
Packaging
1 g in glass bottle
Application
Reactant for preparation of biologically active molecules:
• Selective sphingosine phosphate receptor antagonists1
• Biarylimidazole derivatives as H+/K+ ATPase inhibitors2
• Benzothienopyrimidinones as inhibitors of human protooncogene proviral insertion site in moloney murine leukemia virus kinases3Used in:
• Synthesis of arene-functionalized fullerenes via rhodium-catalyzed hydroarylation4
• Suzuki cross-coupling reactions5