| Identification | More | [Name]
4-CHLORO-2-METHYLPHENYLBORONIC ACID | [CAS]
209919-30-2 | [Synonyms]
4-CHLORO-2-METHYLBENZENEBORONIC ACID
4-CHLORO-2-METHYLPHENYLBORONIC ACID
4-CHLORO-O-TOLUENEBORONIC ACID
AKOS BRN-0229
4-Chloro-2-Methylphenylboronic
4-chloro-o-tolylboronic acid
4-Chloro-2-methylphenylboronic acid ,98% | [Molecular Formula]
C7H8BClO2 | [MDL Number]
MFCD02683107 | [Molecular Weight]
170.4 | [MOL File]
209919-30-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
193-195°C | [Boiling point ]
314.9±52.0 °C(Predicted) | [density ]
1.26±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
8.47±0.58(Predicted) | [color ]
White to Almost white | [Detection Methods]
HPLC | [InChIKey]
SRXXSLUUAWHGBZ-UHFFFAOYSA-N | [CAS DataBase Reference]
209919-30-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36:Wear suitable protective clothing . | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29319090 |
| Hazard Information | Back Directory | [Chemical Properties]
White solid | [Uses]
suzuki reaction | [Synthesis]
The general procedure for the synthesis of 2-methyl-4-chlorophenylboronic acid from 2-bromo-5-chlorotoluene was as follows: first, 13.3 mL (0.1 mol) of 2-bromo-5-chlorotoluene was dissolved in 200 mL of anhydrous tetrahydrofuran (THF), followed by the addition of 27.7 mL (0.12 mol) of triisopropyl borate. After cooling the reaction mixture to -78°C in a dry ice-acetone bath, 48 mL (0.12 mol) of 2.5 M n-butyllithium (n-BuLi, dissolved in hexane) was added slowly dropwise over a period of 1 hour. After completion of the dropwise addition, the dry ice-acetone bath was removed. 150 mL of 3N hydrochloric acid (HCl) was added to the reaction mixture and the resulting mixture was stirred for 1 hour. Subsequently, the separated aqueous layer was extracted twice with 100 mL of ethyl acetate. The organic layers were combined, washed with saturated brine solution and dried with anhydrous magnesium sulfate (MgSO?). After removal of the solvent by filtration under reduced pressure, the residue was recrystallized by 10% ethyl acetate/hexane solvent mixture to give 13.8 g (81% yield) of 2-methyl-4-chlorophenylboronic acid as a white solid. The product was characterized by 1H NMR (300 MHz, CDCl?) with chemical shifts of δ 8.07 (dd, 1H, J = 5.7 Hz, 2.8 Hz), 7.28-7.26 (m, 2H), 2.76 (s, 3H). | [References]
[1] Patent: WO2005/123054, 2005, A1. Location in patent: Page/Page column 23 |
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