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| | 3,4-Dichlorophenylboronic acid Basic information |
| | 3,4-Dichlorophenylboronic acid Chemical Properties |
| Melting point | 280-285 °C (lit.) | | Boiling point | 339.2±52.0 °C(Predicted) | | density | 1.47±0.1 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | Acetone (Slightly), Chloroform (Very Slightly, Heated, Sonicated) | | pka | 7.37±0.10(Predicted) | | form | Powder | | color | White to off-white | | BRN | 7369790 | | InChI | InChI=1S/C6H5BCl2O2/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,10-11H | | InChIKey | JKIGHOARKAIPJI-UHFFFAOYSA-N | | SMILES | B(C1=CC=C(Cl)C(Cl)=C1)(O)O | | CAS DataBase Reference | 151169-75-4(CAS DataBase Reference) |
| Hazard Codes | Xi,F | | Risk Statements | 36/37/38-19-11 | | Safety Statements | 26-36-37/39-33-16 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29163990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 3,4-Dichlorophenylboronic acid Usage And Synthesis |
| Chemical Properties | white to off-white powder | | Uses | suzuki reaction | | Uses | 3,4-Dichlorophenylboronic Acid is a reactant used in the synthesis of 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides as hTRPV1 antagonists. | | Synthesis | GENERAL PROCEDURE: A 1 M solution (375 μL, 375 μmol) of phenylmagnesium bromide (PhMgBr) THF (375 μL, 375 μmol) was added dropwise to a solution of diisopropylaminoborane (DIPAB, 863 mg, 7.5 mmol) and magnesium shavings (182 mg, 7.5 mmol) in tetrahydrofuran (THF, 4 mL) under nitrogen protection at room temperature. After 10 min of reaction, 30 mL of anhydrous THF was added, followed by 4-bromo-1,2-dichlorobenzene (5 mmol). The reaction mixture was cooled to 0 °C and quenched by slow addition of methanol (7 mL). After 1 h of reaction, the volatile solvent was removed by distillation under reduced pressure and the resulting solid was dissolved in a 1 N hydrochloric acid/methanol (7:3, v/v) mixture. After stirring at room temperature for 1 h, ethyl acetate (100 mL) was added for extraction, and the organic phase was washed sequentially with 1 N hydrochloric acid (30 mL) and saturated saline (3 x 30 mL). The organic phase was concentrated under reduced pressure to give the crude product, which was purified by recrystallization from water (H2O) to give the target product 3,4-dichlorophenylboronic acid. | | References | [1] Tetrahedron, 2019, vol. 75, # 2, p. 164 - 171 |
| | 3,4-Dichlorophenylboronic acid Preparation Products And Raw materials |
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