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4347-31-3 molecular structure
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(2-formylthiophen-3-yl)boronic acid

ChemBase ID: 64503
Molecular Formular: C5H5BO3S
Molecular Mass: 155.9674
Monoisotopic Mass: 156.00524542
SMILES and InChIs

SMILES:
c1(c(scc1)C=O)B(O)O
Canonical SMILES:
O=Cc1sccc1B(O)O
InChI:
InChI=1S/C5H5BO3S/c7-3-5-4(6(8)9)1-2-10-5/h1-3,8-9H
InChIKey:
BBENFHSYKBYWJX-UHFFFAOYSA-N

Cite this record

CBID:64503 http://www.chembase.cn/molecule-64503.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2-formylthiophen-3-yl)boronic acid
IUPAC Traditional name
2-formylthiophen-3-ylboronic acid
Synonyms
3-Boronothiophene-2-carboxaldehyde
3-Borono-2-formylthiophene
2-Formylthien-3-ylboronic acid
2-Formylthiophen-3-ylboronic acid
2-Formyl-3-thiopheneboronic acid
2-Formyl-3-thienylboronic acid
2-Formylthiophene-3-boronic acid
2-Formylthiophene-3-boronic acid
2-甲酰基噻吩-3-硼酸
2-醛基噻吩-3-硼酸
2-甲酰基噻吩-3-硼酸
CAS Number
4347-31-3
MDL Number
MFCD01075678
Beilstein Number
4393584
PubChem SID
162030242
24873308
PubChem CID
2773426

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 8.108252  H Acceptors
H Donor LogD (pH = 5.5) 1.1368368 
LogD (pH = 7.4) 1.0606012  Log P 1.1379 
Molar Refractivity 34.0774 cm3 Polarizability 14.1970215 Å3
Polar Surface Area 57.53 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
167-193 °C(lit.) expand Show data source
ca 200°C dec. expand Show data source
Storage Warning
Air Sensitive expand Show data source
Harmful/Irritant/Air Sensitive/Store under Argon/Keep Cold expand Show data source
IRRITANT expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-37 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305+P351+P338-P302+P352-P321-P405-P501A expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Purity
95% expand Show data source
97% expand Show data source
98% expand Show data source
Empirical Formula (Hill Notation)
C5H5BO3S expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 499900 external link
Other Notes
Contains varying amounts of anhydride
Packaging
5 g in glass bottle
Application
Reactant for:
• Suzuki cross-coupling reactions1
• Preparation of boronic acid esters2

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Suzuki coupling (see Appendix 5) with amino bromo- or iodo-pyridine derivatives is accompanied by in situ cyclization to the thieno[2,3-c]-1,7-naphthyridine ring system: J. Heterocycl. Chem., 31, 11 (1994):
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PATENTS

PATENTS

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INTERNET

INTERNET

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