(thianthren-1-yl)boronic acid

• ChemBase ID: 8743
• Molecular Formular: C12H9BO2S2
• Molecular Mass: 260.13966
• Monoisotopic Mass: 260.01370193
• SMILES: c1(cccc2Sc3ccccc3Sc12)B(O)O
• Canonical SMILES: OB(c1cccc2c1Sc1ccccc1S2)O
• InChI: InChI=1S/C12H9BO2S2/c14-13(15)8-4-3-7-11-12(8)17-10-6-2-1-5-9(10)16-11/h1-7,14-15H
• InChIKey: FZEWPLIHPXGNTB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (thianthren-1-yl)boronic acid
• IUPAC Traditional name: thianthren-1-ylboronic acid
• Synonyms: Thianthrene-1-boronic acid; 1-Thianthrenylboronic acid; Thianthrene-1-boronic acid; thianthren-1-ylboronic acid; Thianthrene-1-boronic acid; 噻蒽-1-硼酸; 1-噻蒽硼酸; 噻蒽-1-硼酸

Database IDs

• CAS Number: 108847-76-3
• MDL Number: MFCD00093039
• Beilstein Number: 225524
• PubChem SID: 160972050; 24873615
• PubChem CID: 2734382

CALCULATED PROPERTIES

• Acid pKa: 8.426359
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.608289
• LogD (pH = 7.4): 4.5699387
• Log P: 4.6088
• Molar Refractivity: 69.9137 cm^3
• Polarizability: 28.482882 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 145-149°C; 146-149 °C(lit.)

Safety Information

• Storage Warning: IRRITANT
• 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: ≥95%; 97%; 98%; tech. 90%
• Empirical Formula (Hill Notation): C12H9BO2S2

DETAILS

Sigma Aldrich - 512214

Other Notes
Contains varying amounts of anhydride
Packaging
5 g in glass bottle
Application
Reactant for:
• Pd2+ and Cu2+ catalyzed oxidative cross-couplings1
• Preparation of biologically and pharmacologically active molecules2
• Suzuki-Miyaura cross-coupling reactions3