5-Bromothiophene-2-boronic Acid
Product Information
Molecular Formula
C4H4BrO2SB
Molecular Weight
206.85
Description
Reactant involved in: Suzuki coupling reactions for the synthesis of benzotriazole-containing organic sensitizers and meso-Polyarylamide-BODIPY hybrids; Suzuki-Miyaura coupling for the synthesis of ratanhine; Microwave-assisted Sonogashira reactions for the synthesis of ethynylarylboronates.
Synonyms
(5-bromo-2-thiophenyl)boronic acid; (5-bromothiophen-2-yl)boronic acid
IUPAC Name
(5-bromothiophen-2-yl)boronic acid
SMILES
B(C1=CC=C(S1)Br)(O)O
InChI
InChI=1S/C4H4BBrO2S/c6-4-2-1-3(9-4)5(7)8/h1-2,7-8H
InChI Key
USJPOBDLWVCPGG-UHFFFAOYSA-N
Boiling Point
342.3 °C at 760 mmHg
Melting Point
95-100 °C (lit.)
Flash Point
Not applicable
Purity
≥ 95 %
Density
1.87 g/cm3
Storage
2-8 °C
LogP
0.19040
Safety Information
Precautionary Statement
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, and P362
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Exact Mass
205.92084 g/mol
Monoisotopic Mass
205.92084 g/mol
Topological Polar Surface Area
68.7Ų
Heavy Atom Count
9
Formal Charge
0
Complexity
103
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113788790-A | Aromatic heterocyclic amide derivative and application thereof | 2021-10-18 |
| AU-2021103877-A4 | Virtual screening method for small molecular reversible inhibitors of flavobacterium alkaline metalloproteinase | 2021-07-05 |
| CN-112915205-A | Photosensitizer/enzyme combination delivery system for anti-tumor photodynamic sensitization therapy and preparation method thereof | 2021-02-03 |
| WO-2022008732-A1 | Enhancing the activity of antimicrobial preservatives | 2020-07-10 |
| WO-2021146255-A1 | Compositions comprising a lipolytic enzyme variant and methods of use thereof | 2020-01-13 |
| WO-2021115912-A1 | Formulations comprising a hydrophobically modified polyethyleneimine and one or more enzymes | 2019-12-09 |
| WO-2021074430-A1 | Storage-stable hydrolase containing liquids | 2019-10-18 |
| WO-2021058452-A1 | Mannanase for formulations having ph 5-12 | 2019-09-23 |
| WO-2021058453-A1 | Mannanase for formulations having ph 5-12 | 2019-09-23 |
| WO-2020229480-A1 | Compounds stabilizing hydrolases in liquids | 2019-05-14 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 15727879 | 2005-03-15 | Structure-activity relationship for aryl and heteroaryl boronic acid inhibitors of hormone-sensitive lipase | Bioorganic & medicinal chemistry |
| 5775 | 1976-06-18 | Lymphocyte-induced angiogenesis in tumor-bearing mice | Science (New York, N.Y.) |
| 3779 | 1976-02-01 | Detrimental effect of in vitro salivary contamination of acid-etched enamel | Proceedings of the Finnish Dental Society. Suomen Hammaslaakariseuran toimituksia |
| 4946 | 1976-01-01 | Policy statement on the changeover to Système International (SI) in Acta anaesthesiological Scandinavica | Acta anaesthesiologica Scandinavica |
