5-Formyl-2-furylboronic acid
Product Information
Molecular Formula
C5H5BO4
Molecular Weight
139.90
Description
2-Formylfuran-5-boronic acid is a reagent used in Suzuki cross-couplings with deactivated aryl bromides and activated aryl chlorides.
Synonyms
2-Formyl-5-furanboronic Acid; 5-Formyl-2-furanboronic Acid; 5-Formyl-2-furylboronic Acid; B-(5-Formyl-2-furanyl)boronic Acid; (2-Formylfuran-5-yl)boronic Acid; 2-Formylfuran-5-boronicacid; 5-Formylfuran-2-boronic acid; 5-formylfuran-2-ylboronic acid; 5-Formyl-2-furanboronic Acid; 5-Formyl-2-furanylboronic acid; 5-formylfuran-2-yl-2-boronic acid
IUPAC Name
(5-formylfuran-2-yl)boronic acid
SMILES
B(C1=CC=C(O1)C=O)(O)O
InChI
InChI=1S/C5H5BO4/c7-3-4-1-2-5(10-4)6(8)9/h1-3,8-9H
InChI Key
JUWYQISLQJRRNT-UHFFFAOYSA-N
Boiling Point
379.3±52.0 °C (Predicted)
Melting Point
136 °C (dec.)
Flash Point
Not applicable
Purity
98% (HPLC)
Density
1.360±0.10 g/cm3 (Predicted)
Solubility
Insoluble in Water
Appearance
Light Grey Powder
Storage
2-8 °C
Safety Information
Hazards
H314
Precautionary Statement
P280 - P305 + P351 + P338 - P310
Computed Properties
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Exact Mass
140.0280888 g/mol
Monoisotopic Mass
140.0280888 g/mol
Topological Polar Surface Area
70.7Ų
Heavy Atom Count
10
Formal Charge
0
Complexity
127
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-112687878-A | Electrochemical device and electronic device | 2020-12-25 |
| WO-2022029795-A1 | An environment friendly process for the preparation of Lapatinib Ditosylate of Formula 1(b) | 2020-08-04 |
| WO-2021168074-A1 | Macrocyclic compounds and uses thereof | 2020-02-18 |
| CN-113234065-A | Aggregation-induced emission luminophores for photodynamic therapy | 2020-01-22 |
| US-2021221799-A1 | Aggregation-induced emission luminogens for photodynamic therapy | 2020-01-22 |
| WO-2021130638-A1 | Diacylglycerol kinase modulating compounds | 2019-12-24 |
| KR-20210076876-A | Novel indazole derivatives and use thereof | 2019-12-16 |
| KR-20210076879-A | Novel pyrimidine derivatives and use thereof | 2019-12-16 |
| WO-2021125802-A1 | Novel indazole derivative, and use thereof | 2019-12-16 |
| WO-2021125803-A1 | Novel pyrimidin derivative and use thereof | 2019-12-16 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 12926269 | 2003-05-07 | 5-Formyl-2-furylboronic acid as a versatile bifunctional reagent for the synthesis of pi-extended heteroarylfuran systems | Organic & biomolecular chemistry |
| 5816 | 1975-01-01 | [Evidence of urinary tubular proteins in inflammatory and toxic kidney damage] | Wiener medizinische Wochenschrift. Supplement |