3,4-(Methylenedioxy)phenylboronic Acid
Product Information
Molecular Formula
C7H7O4B
Molecular Weight
165.94
Description
Reactant involved in: Petasis reaction between glyoxylic acid, α-amino phosphonates, and organylboronic acids; Mannich-type multicomponent assembly and 1,3-dipolar cycloaddition for synthesis of tetrahydroisoquinoline fused isoxazolidine scafford; Suzuki-Miyaura cross-coupling of aryl and heteroaryl halides; Oxidative Heck reaction for synthesis of functionalized cinnamaldehyde derivatives; Intramolecular Alder-ene and Pictet-Spengler reactions for synthesis of crinine.
Synonyms
1,3-benzodioxol-5-ylboronic acid; 1,3-benzodioxol-5-ylboronic acid
IUPAC Name
1,3-benzodioxol-5-ylboronic acid
SMILES
B(C1=CC2=C(C=C1)OCO2)(O)O
InChI
InChI=1S/C7H7BO4/c9-8(10)5-1-2-6-7(3-5)12-4-11-6/h1-3,9-10H,4H2
InChI Key
CMHPUBKZZPSUIQ-UHFFFAOYSA-N
Boiling Point
347.342 °C at 760 mmHg
Melting Point
224-229 °C (lit.)
Flash Point
Not applicable
Purity
≥ 95 %
Density
1.423 g/cm3
Storage
Keep in dark place, Sealed in dry, Room Temperature
LogP
-0.90490
Safety Information
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
1
Exact Mass
166.0437389 g/mol
Monoisotopic Mass
166.0437389 g/mol
Topological Polar Surface Area
58.9Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
164
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-113773273-A | Benzisothiazole compound, preparation method and application thereof | 2021-09-15 |
| CN-113480555-A | Lignan compound containing 3, 7-dioxabicyclo [3,3,0] octane structure as well as preparation method and application thereof | 2021-08-11 |
| US-11192912-B1 | Synthesis of biaryl ketones and biaryl diketones via carbonylative Suzuki-Miyaura coupling reactions catalyzed by bridged bis(N-heterocyclic carbene)palladium(II) catalysts | 2020-10-15 |
| CN-111518058-A | Oxathiazine compound and application thereof | 2020-05-29 |
| CN-111518058-B | Oxathiazine compound and application thereof | 2020-05-29 |
| CN-111559990-A | Micromolecular oxathiazine derivative and application thereof | 2020-05-29 |
| CN-111559990-B | Micromolecular oxathiazine derivative and application thereof | 2020-05-29 |
| WO-2021238587-A1 | Micromolecular oxathiazine derivative and use thereof | 2020-05-29 |
| WO-2021238588-A1 | Oxathiazine compound and use thereof | 2020-05-29 |
| KR-20210108555-A | 1,3,4-Oxadiazol Derivative Compounds as Histone Deacetylase 6 Inhibitor, and the Pharmaceutical Composition Comprising the same | 2020-02-25 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 21378917 | 2009-09-01 | Metal-free carbon-carbon bond-forming reductive coupling between boronic acids and tosylhydrazones | Nature chemistry |
