(1-benzothiophen-2-yl)boronic acid

• ChemBase ID: 3953
• Molecular Formular: C8H7BO2S
• Molecular Mass: 178.01598
• Monoisotopic Mass: 178.02598086
• SMILES: OB(O)c1cc2c(s1)cccc2
• Canonical SMILES: OB(c1cc2c(s1)cccc2)O
• InChI: InChI=1S/C8H7BO2S/c10-9(11)8-5-6-3-1-2-4-7(6)12-8/h1-5,10-11H
• InChIKey: YNCYPMUJDDXIRH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1-benzothiophen-2-yl)boronic acid
• IUPAC Traditional name: C8H7BO2S; 1-benzothiophen-2-ylboronic acid
• Synonyms: Benzo[b]thiophen-2-ylboronic acid; Benzo[b]thiophene-2-boronic acid; 1-benzothien-2-ylboronic acid; 1-Benzothiophen-2-ylboronic acid; 1-Benzothiophene-2-boronic acid; Benzothiophen-2-ylboronic acid; Benzo[b]thien-2-ylboronic acid; Thianaphthene-2-boronic acid; 1-benzothiophen-2-ylboronic acid; Benzo[B]Thiophene-2-Boronic Acid; Benzothiophene-2-boronic acid; 苯并[b]噻吩-2-硼酸; 苯并噻吩-2-硼酸; 1-苯并噻吩-2-硼酸; 苯并噻吩-2-基硼酸; 苯并噻吩-2-硼酸; 苯并[b]噻吩-2-基硼酸

Database IDs

• CAS Number: 98437-23-1; 162607-15-0
• EC Number: 000-000-0
• MDL Number: MFCD01075674
• Beilstein Number: 1637924
• PubChem SID: 24873314; 160967388; 24845673; 46506748
• PubChem CID: 2359

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.905055
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.3084037
• LogD (pH = 7.4): 2.1924584
• Log P: 2.3101
• Molar Refractivity: 43.1035 cm^3
• Polarizability: 19.717253 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.84
• LOG S: -2.96
• Solubility (Water): 1.94e-01 g/l

PROPERTIES

Physical Property

• Melting Point: 252-255(dec.)°C; 252-256 °C; 255-257°C; 256-260 °C(lit.); ca 255°C

Safety Information

• Storage Warning: IRRITANT; 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: ≥97.0% (TLC); 97%; 98%
• Grade: purum
• Empirical Formula (Hill Notation): C8H7BO2S

DETAILS

DrugBank - DB04360

Drug information: experimental

Sigma Aldrich - 499978

Other Notes
Contains varying amounts of anhydride
Packaging
5, 25 g in glass bottle
Application
Reactant involved in:
• PDE4 inhibitors1
• Chemoselective modification of oncolytic adenovirus2
• Synthesis of phosphorescent sensor for quantification of copper(II) ion3
• UV promoted phenanthridine syntheses4
• Preparation of CYP11B1 inhibitors for treatment of cortisol dependent diseases5
• Suzuki-Miyaura cross-coupling reactions6

Sigma Aldrich - 04092

Application
building block for Suzuki couplings