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ChemicalBook--->CAS DataBase List--->158429-38-0

158429-38-0

158429-38-0 Structure

158429-38-0 Structure
IdentificationBack Directory
[Name]

4-(Methoxycarbonyl)-2-methylphenylboronic acid
[CAS]

158429-38-0
[Synonyms]

4-(Methoxycarbonyl)-2-methylphenylboronic acid
Benzoic acid, 4-borono-3-methyl-, 1-methyl ester
4-(Methoxycarbonyl)-2-methylphenylboronic acid 98%
[Molecular Formula]

C9H11BO4
[MDL Number]

MFCD16036117
[MOL File]

158429-38-0.mol
[Molecular Weight]

193.99
Chemical PropertiesBack Directory
[Boiling point ]

366.7±52.0 °C(Predicted)
[density ]

1.21±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[pka]

7.77±0.58(Predicted)
[Appearance]

Light brown to brown Solid
Safety DataBack Directory
[HS Code ]

2931900090
Spectrum DetailBack Directory
[Spectrum Detail]

4-(Methoxycarbonyl)-2-methylphenylboronic acid(158429-38-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

METHYL 4-IODO-3-METHYLBENZOATE

5471-81-8

4-(Methoxycarbonyl)-2-methylphenylboronic acid

158429-38-0

General procedure for the synthesis of (4-(methoxycarbonyl)-2-methylphenyl)boronic acid from methyl 4-iodo-3-methylbenzoate: to a 3-liter round-bottomed flask equipped with a mechanical stirrer, thermocouple, and dosing funnel were added 100 g of methyl 4-iodo-3-methylbenzoate and 1.0 L of anhydrous THF.The mixture was cooled to -25 °C, and over a period of 25 minutes 218 mL of isopropyl magnesium chloride (2 M of THF solution) while controlling the internal temperature to not exceed 0°C. Upon completion of the reaction, the mixture was aged at room temperature overnight. Subsequently, THF was removed by distillation under reduced pressure at a temperature below 45 °C. The resulting product slurry was cooled to room temperature and filtered. The filter cake was washed sequentially with water (3 x 500 ml) and toluene (2 x 250 mL), and finally dried under vacuum protected by nitrogen for 18 h. An off-white crystalline solid of (4-(methoxycarbonyl)-2-methylphenyl)boronic acid (64.3 g, 91% yield) was obtained.

[References]

[1] Patent: WO2008/82567, 2008, A1. Location in patent: Page/Page column 6
[2] Patent: WO2007/79186, 2007, A2. Location in patent: Page/Page column 63; 64
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