4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Product Name: 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
CAS No.: 847560-50-3
Chemical Name: 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
Synonyms: 5-Formyl-2-methylphenylboronic Acid Pinacol Ester;4-Methyl-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde;4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde;Benzaldehyde, 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
CBNumber: CB43071788
Molecular Formula: C14H19BO3
Formula Weight: 246.11
MOL File: 847560-50-3.mol

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4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde Property

storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
Appearance: White to off-white Solid

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

AK Scientific

Product number: 9953AL
Product name: 4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
Packaging: 100mg
Price: $188
Updated: 2021/12/16

AK Scientific

Product number: 9953AL
Product name: 4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
Packaging: 250mg
Price: $271
Updated: 2021/12/16

Chemenu

Product number: CM217265
Product name: 4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
Purity: 97%
Packaging: 5g
Price: $274
Updated: 2021/12/16

Ambeed

Product number: A266479
Product name: 4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
Purity: 97%
Packaging: 5g
Price: $296
Updated: 2021/12/16

Crysdot

Product number: CD12025571
Product name: 4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
Purity: 97%
Packaging: 1g
Price: $409
Updated: 2021/12/16

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4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde Chemical Properties,Usage,Production

Synthesis

36276-24-1

73183-34-3

847560-50-3

General procedure for the synthesis of 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde from 3-bromo-4-methylbenzaldehyde and pinacol bis(borate) ester: To a stirred solution of 3-bromo-4-methylbenzaldehyde (3.0 g, 15.1 mmol) in 1,4-dioxane (30 mL) was added pinacol bis(borate) ester ( 4.5 g, 17.7 mmol) and potassium acetate (2.98 g, 30.4 mmol). The reaction mixture was degassed with nitrogen for 20 min. Subsequently, Pd(dppf)Cl2 (0.62 g, 0.75 mmol) was added. The reaction system was heated and reacted at 90 °C overnight. After completion of the reaction, the mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed sequentially with water and saturated saline and then concentrated. Purification by combiflash column chromatography afforded the target product 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde (3.4 g, 91.39% yield) as a yellow semi-solid.LCMS: (M + H)+ = 247.2; 1H NMR (CDCl3, 300MHz) δ 9.99 (s , 1H), 8.26 (s, 1H), 7.82-7.85 (dd, J=7.8, 1.5 Hz, 1H), 7.26-7.33 (m, 1H), 2.62 (s, 3H), 1.37 (s, 12H).

References

[1] Patent: WO2014/202580, 2014, A1. Location in patent: Page/Page column 79
[2] Patent: WO2014/202528, 2014, A1. Location in patent: Page/Page column 65
[3] Patent: WO2005/21552, 2005, A1. Location in patent: Page/Page column 62-63
[4] Journal of Medicinal Chemistry, 2010, vol. 53, # 10, p. 3973 - 4001

4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde Preparation Products And Raw materials

Raw materials

Preparation Products

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4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde Suppliers

China 27 India 1 United States 3 Global 31

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