ChemicalBook--->CAS DataBase List--->899436-71-6

899436-71-6

899436-71-6 Structure

899436-71-6 Structure
IdentificationMore
[Name]

2-METHYLPYRIDINE-3-BORONIC ACID
[CAS]

899436-71-6
[Synonyms]

2-METHYL-3-PYRIDINYLBORONIC ACID
2-METHYLPYRIDINE-3-BORONIC ACID
2-PICOLINE-3-BORONIC ACID
2-Methyl-3-pyridineboronic acid
2-Methylpyridine-3-boronic acid 96%
2-Methylpyridin-3-ylboronic acid
[Molecular Formula]

C6H8BNO2
[MDL Number]

MFCD07368825
[Molecular Weight]

136.94
[MOL File]

899436-71-6.mol
Questions And AnswerBack Directory
[Synthesis]

Synthetic Route of 2-Methylpyridine-3-boronic Acid

At -78°C, butyllithium (17 mL, 28 mmol) was added dropwise to a 50 mL 4/1 toluene/THF (4/1, 50 mL) solution of 3-bromo-2-methylpyridine (4.00 g, 23 mmol) and triisopropyl borate (6.40 mL, 28 mmol). The mixture was heated to -70°C over 30 minutes, then to 20°C. HCl (2 M) was added to bring the solution to pH 1. Water (20 mL) was then added, and the mixture was extracted with toluene. The aqueous layer was neutralized with 1 M NaOH and extracted with dichloromethane.

The aqueous layer was concentrated to dryness, and the white solid was washed with dichloromethane. The combined organic layers were dried over sodium sulfate, filtered, and concentrated to give 2.10 g of a yellow, oily 2-methylpyridine-3-boronic acid. ES+ = 138.2 (M+H).
[Application]

2-Methylpyridine-3-boronic acid is an organic intermediate that can be prepared in one step from 3-bromo-2-methylpyridine and triisopropyl borate. 2-Methylpyridine-3-boronic acid can be used in the Suzuki reaction.
Chemical PropertiesBack Directory
[Boiling point ]

303.6±44.0 °C(Predicted)
[density ]

1.18±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Store in freezer, under -20°C
[form ]

solid
[pka]

4.08±0.58(Predicted)
[color ]

tan
[InChI]

InChI=1S/C6H8BNO2/c1-5-6(7(9)10)3-2-4-8-5/h2-4,9-10H,1H3
[InChIKey]

TWKMYNQPIICYNV-UHFFFAOYSA-N
[SMILES]

B(C1=CC=CN=C1C)(O)O
[CAS DataBase Reference]

899436-71-6(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

22-41-37/38
[Safety Statements ]

26-39
[WGK Germany ]

WGK 3
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT
[HS Code ]

2933399990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Spectrum DetailBack Directory
[Spectrum Detail]

2-METHYLPYRIDINE-3-BORONIC ACID(899436-71-6)1HNMR
2-METHYLPYRIDINE-3-BORONIC ACID(899436-71-6)13CNMR
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