| Identification | More | [Name]
2,3-Dichlorophenylboronic acid | [CAS]
151169-74-3 | [Synonyms]
2,3-DICHLOROBENZENEBORONIC ACID
2,3-DICHLOROPHENYLBORONIC ACID
AKOS BRN-0159
RARECHEM AH PB 0262
2,3-Dichloropheyl Boronic Acid
3,4-Dichlorophenylboric acid
2,3-Dichlorophenylboronic Acid (contains varying amounts of Anhydride)
2,3-Dichlorobenzeneboronic acid, 98+% | [Molecular Formula]
C6H5BCl2O2 | [MDL Number]
MFCD01075703 | [Molecular Weight]
190.82 | [MOL File]
151169-74-3.mol |
| Chemical Properties | Back Directory | [Appearance]
white powder | [Melting point ]
125 °C (dec.) (lit.) | [Boiling point ]
349.8±52.0 °C(Predicted) | [density ]
1.47±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [solubility ]
Soluble in methanol. | [form ]
Powder | [pka]
7.26±0.58(Predicted) | [color ]
White | [InChI]
InChI=1S/C6H5BCl2O2/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,10-11H | [InChIKey]
TYIKXPOMOYDGCS-UHFFFAOYSA-N | [SMILES]
B(C1=CC=CC(Cl)=C1Cl)(O)O | [CAS DataBase Reference]
151169-74-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29319090 |
| Hazard Information | Back Directory | [Chemical Properties]
white powder | [Uses]
2,3-Dichlorophenylboronic Acid is used as a reagent in the synthesis of trisubstituted thiazoles as Cdc7 kinase inhibitors. It is also used as a reagent in the synthesis of aminoarylpyridazines as selective CB2 agonists for treatment of inflammatory pain. | [Uses]
suzuki reaction | [Synthesis]
1. A solution was prepared by dissolving 1-bromo-2,3-dichlorobenzene (20 g, 0.088 mol, Aldrich) in anhydrous tetrahydrofuran (44.24 ml) under the protection of dry inert gas. 2. The above solution was slowly added dropwise to anhydrous tetrahydrofuran (16 ml) of n-butyllithium (1.6 M in hexane, 66.36 ml, 0.11 mol) solution, with the reaction temperature strictly controlled below -65°C. 3. After the dropwise addition, the light yellow suspension formed was stirred continuously at -78°C for 75 min. 4. Trimethyl borate (13.28 ml, 12.16 g, 0.12 mol) was slowly added while keeping the temperature below -55°C. 5. The reaction mixture was gradually warmed up to room temperature and stirred overnight. 6. Excess n-butyllithium was quenched with water (30 ml) and the reaction mixture was subsequently concentrated under reduced pressure.7. The concentrated residue was suspended in water and acidified with 2M hydrochloric acid (10 ml).8. The insoluble solid was collected by filtration, washed well with water and then dried.9. The dried solid was suspended in petroleum ether at 60-80°C, stirred at room temperature for 10 min, filtered and dried under vacuum.10. Finally, 8.42 g of 2,3-dichlorophenylboronic acid was obtained in 50% yield with a melting point of 235-238 °C. | [References]
[1] Patent: US6255307, 2001, B1 |
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