(5-chlorothiophen-2-yl)boronic acid

• ChemBase ID: 8382
• Molecular Formular: C4H4BClO2S
• Molecular Mass: 162.40236
• Monoisotopic Mass: 161.97135845
• SMILES: c1cc(sc1Cl)B(O)O
• Canonical SMILES: OB(c1ccc(s1)Cl)O
• InChI: InChI=1S/C4H4BClO2S/c6-4-2-1-3(9-4)5(7)8/h1-2,7-8H
• InChIKey: JFCLNCVCDFUJPO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5-chlorothiophen-2-yl)boronic acid
• IUPAC Traditional name: 5-chlorothiophen-2-ylboronic acid
• Synonyms: 5-chloro-2-thienylboronic acid; (5-Chlorothiophen-2-yl)boronic acid; 5-Chlorothiophene-2-boronic acid; 5-Chloro-2-thienylboronic acid; 5-Chlorothiophene-2-boronic acid; 5-Chloro-2-thienylboronic acid; 5-Chlorothiophene-2-boronic acid; 5-氯噻吩-2-硼酸; 5-氯-2-噻吩硼酸; 5-氯噻吩-2-硼酸

Database IDs

• CAS Number: 162607-18-3
• MDL Number: MFCD00236030
• Beilstein Number: 8478804
• PubChem SID: 24873311; 160971689
• PubChem CID: 2734324

CALCULATED PROPERTIES

• Acid pKa: 7.931393
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.6746033
• LogD (pH = 7.4): 1.5646654
• Log P: 1.6762
• Molar Refractivity: 30.8339 cm^3
• Polarizability: 14.238651 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 136-140 °C(lit.); ca 136-140°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
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C4H4BClO2S

DETAILS

Sigma Aldrich - 499935

Other Notes
Contains varying amounts of anhydride
Packaging
5 g in glass bottle
Application
Reactant for:
• Suzuki-Miyaura cross-couplings using palladium catalyst1
• Preparation of biologically and pharmacologically active molecules2,3,4