| | Identification | More |  | [Name] 
 2,5-Dimethylphenylboronic acid
 |  | [CAS] 
 85199-06-0
 |  | [Synonyms] 
 2,5-DIMETHYLBENZENEBORONIC ACID
 2,5-DIMETHYLPHENYLBORONIC ACID
 2,6-DICHLOROBENZENEBORONIC ACID
 2,6-DICHLOROPHENYLBORONIC ACID
 AKOS BRN-0066
 AKOS BRN-0086
 CHEMBRDG-BB 4003297
 P-XYLENE-2-BORONIC ACID
 RARECHEM AH PB 0089
 RARECHEM AH PB 0196
 2,5-Dimethylbenzeneboronic acid 97%
 3-(Morpholino)phenylboronic acid HCl
 2,5-Dimethylphenylboronic Acid (contains varying amounts of Anhydride)
 2,5-Dimethylphenylboronic acid ,98%
 |  | [Molecular Formula] 
 C8H11BO2
 |  | [MDL Number] 
 MFCD00064869
 |  | [Molecular Weight] 
 149.98
 |  | [MOL File] 
 85199-06-0.mol
 | 
 | Chemical Properties | Back Directory |  | [Appearance] 
 white to light yellow crystal powde
 |  | [Melting point ] 
 186-191 °C (lit.)
 |  | [Boiling point ] 
 305.1±52.0 °C(Predicted)
 |  | [density ] 
 1.07±0.1 g/cm3(Predicted)
 |  | [storage temp. ] 
 0-6°C
 |  | [solubility ] 
 DMSO (Slightly), Methanol (Slightly)
 |  | [form ] 
 Solid
 |  | [pka] 
 8.70±0.58(Predicted)
 |  | [color ] 
 White
 |  | [Detection Methods] 
 HPLC,NMR
 |  | [BRN ] 
 3241785
 |  | [CAS DataBase Reference] 
 85199-06-0(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 .
 S36/37:Wear suitable protective clothing and gloves .
 |  | [WGK Germany ] 
 3
 
 |  | [Hazard Note ] 
 Irritant
 |  | [HazardClass ] 
 IRRITANT
 |  | [HS Code ] 
 29163990
 | 
 | Hazard Information | Back Directory |  | [Chemical Properties] 
 white to light yellow crystal powde
 |  | [Uses] 
 
 Reactant for:
 Friedel-Crafts alkylationSuzuki-Miyaura coupling
 |  | [Uses] 
 Reactant for:• ;Friedel-Crafts alkylation1• ;Suzuki-Miyaura coupling2
 |  | [Uses] 
 suzuki reaction
 |  | [Synthesis] 
 
 The general procedure for the synthesis of 2,5-dimethylphenylboronic acid from trimethyl borate, 2,5-dimethylbromobenzene and aqueous electrophoretic grade was as follows: 1-bromo-2,5-dimethylbenzene (25.0 g, 0.135 mol) was dissolved in 200 ml of tetrahydrofuran under the protection of nitrogen in a 1 L round-bottomed flask and cooled to -78 °C. A 1.6 M n-butyllithium solution was added slowly dropwise and the reaction was stirred for 2 hours keeping the temperature at -78 °C. Subsequently, trimethyl borate (18.2 g, 0.176 mol) was added dropwise and the reaction continued at the same temperature. After completion of the reaction, 1 equivalent of hydrochloric acid (101 ml, 0.162 mol) was added to acidify the reaction mixture at room temperature and stirred for 1 hour. The reaction solution was concentrated under reduced pressure and the resulting solid was recrystallized from hexane to give Intermediate 1-b (12.5 g, 62% yield). |  | [References] 
 [1] Patent: KR2015/52989,  2015,  A. Location in patent: Paragraph 0326-0331
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