ChemicalBook--->CAS DataBase List--->338998-93-9

338998-93-9

338998-93-9 Structure

338998-93-9 Structure
IdentificationBack Directory
[Name]

2-Methylfurane-5-boronic acid pinacol ester
[CAS]

338998-93-9
[Synonyms]

5-Methylfuran-2-boronic acid p
5-Methyl-2-furanboronic acid pinacol ester
2-Methylfurane-5-boronic acid pinacol ester
5-Methylfuran-2-boronic acid pinacol ester 95%
(5-Methylfuran-2-yl)boronic Acid Pinacol Ester
2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)furan
2-(5-Methyl-2-furanyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(5-methyl-2-furanyl)-
5-Methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxoborolan-2-yl)furan, 2-(5-Methylfur-2-yl)-4,4,5
5-Methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxoborolan-2-yl)furan, 2-(5-Methylfur-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
[Molecular Formula]

C11H17BO3
[MDL Number]

MFCD03094689
[MOL File]

338998-93-9.mol
[Molecular Weight]

208.06
Chemical PropertiesBack Directory
[Melting point ]

217°
[Boiling point ]

277.8±28.0 °C(Predicted)
[density ]

1.023 g/mL at 25 °C
[refractive index ]

n20/D1.476
[storage temp. ]

2-8°C
[form ]

clear liquid
[color ]

Light yellow to Yellow to Orange
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[WGK Germany ]

3
[HS Code ]

2932190090
Hazard InformationBack Directory
[Uses]

5-Methyl-2-furanboronic Acid Pinacol Ester is used as a reagent for the borylation of furans, pyrroles and other organic reactions.
[Synthesis]

2-Methylfuran

534-22-5

Pinacolborane

25015-63-8

2-Methylfurane-5-boronic acid pinacol ester

338998-93-9

The general procedure for the synthesis of 2-methylfuran-5-boronic acid pinacol ester from 2-methylfuran and pinacolborane is as follows: according to the reaction scheme for the boronation of Example 9-aromatic five-membered heterocyclic rings (Fig. 2a), to a scintillation vial fitted with a magnetic stirring bar were added a cobalt complex of 1-4,2-methylfuran (0.01 mmol), 2-methylfuran (1 mmol) and pinacolborane ( 1 mmol). The reaction process was monitored by analyzing an aliquot of the mixture by GC-FID. The reaction mixture was stirred at room temperature until the reaction was complete and subsequently quenched by exposure to air. The resulting solid was dissolved in CDCl3 and filtered through a Pasteur pipette fitted with a silicone plug, followed by 1H and 13C NMR spectroscopy without further purification. If the reaction conditions need to be adjusted, the above reaction can be carried out in 2 ml of tetrahydrofuran (THF). Figure 2(a) demonstrates the percentage conversion of cobalt complexes 1-4, and the values in parentheses are the isolated yields. In addition, Figure 2(b) describes in detail the other boronation products achieved using cobalt complexes 2 and 3 according to the aforementioned reaction parameters.

[References]

[1] Patent: WO2015/89119, 2015, A1. Location in patent: Page/Page column 34
[2] ACS Catalysis, 2018, vol. 8, # 6, p. 5017 - 5022
[3] Journal of the American Chemical Society, 2014, vol. 136, # 11, p. 4133 - 4136
[4] Chemistry - An Asian Journal, 2010, vol. 5, # 7, p. 1657 - 1666
[5] Science, 2015, vol. 349, # 6247, p. 513 - 516
Spectrum DetailBack Directory
[Spectrum Detail]

2-Methylfurane-5-boronic acid pinacol ester(338998-93-9)1HNMR
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