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ChemicalBook--->CAS DataBase List--->85199-06-0

85199-06-0

85199-06-0 Structure

85199-06-0 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack 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 InformationBack Directory
[Chemical Properties]

white to light yellow crystal powde
[Uses]

Reactant for:
  • Friedel-Crafts alkylation
  • Suzuki-Miyaura coupling
[Uses]

Reactant for:• ;Friedel-Crafts alkylation1• ;Suzuki-Miyaura coupling2
[Uses]

suzuki reaction
[Synthesis]

Trimethyl borate

121-43-7

2,5-Dimethylbromobenzene

553-94-6

Water

7732-18-5

2,5-Dimethylphenylboronic acid

85199-06-0

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
Spectrum DetailBack Directory
[Spectrum Detail]

2,5-Dimethylphenylboronic acid(85199-06-0)1HNMR
2,5-Dimethylphenylboronic acid(85199-06-0)IR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

2,5-Dimethylbenzeneboronic acid, 98%(85199-06-0)
[Sigma Aldrich]

85199-06-0(sigmaaldrich)
[TCI AMERICA]

2,5-Dimethylphenylboronic Acid  (contains varying amounts of Anhydride)(85199-06-0)
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