2-Methylnaphthalene-1-boronic Acid Pinacol Ester
- Product Name
- 2-Methylnaphthalene-1-boronic Acid Pinacol Ester
- CAS No.
- 312303-48-3
- Chemical Name
- 2-Methylnaphthalene-1-boronic Acid Pinacol Ester
- Synonyms
- 2-Methylnaphthalene-1-boronic Acid Pinacol Ester;4,4,5,5-tetramethyl-2-(2-methyl-1-naphthalenyl)-1,3,2-Dioxaborolane;4,4,5,5-tetramethyl-2-(2-methylnaphthalen-1-yl)-1,3,2-dioxaborolane;1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(2-methyl-1-naphthalenyl)-
- CBNumber
- CB82673138
- Molecular Formula
- C17H21BO2
- Formula Weight
- 268.16
- MOL File
- 312303-48-3.mol
2-Methylnaphthalene-1-boronic Acid Pinacol Ester Property
- storage temp.
- 2-8°C
- Appearance
- White to off-white Solid
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.
N-Bromosuccinimide Price
- Product number
- 5591AJ
- Product name
- 2-Methylnaphthalene-1-boronicacidpinacolester
- Packaging
- 1g
- Price
- $291
- Updated
- 2021/12/16
- Product number
- 5591AJ
- Product name
- 2-Methylnaphthalene-1-boronicacidpinacolester
- Packaging
- 5g
- Price
- $757
- Updated
- 2021/12/16
- Product number
- A113917
- Product name
- 4,4,5,5-Tetramethyl-2-(2-methylnaphthalen-1-yl)-1,3,2-dioxaborolane
- Purity
- 95+%
- Packaging
- 100mg
- Price
- $21
- Updated
- 2021/12/16
- Product number
- A113917
- Product name
- 4,4,5,5-Tetramethyl-2-(2-methylnaphthalen-1-yl)-1,3,2-dioxaborolane
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $32
- Updated
- 2021/12/16
- Product number
- A113917
- Product name
- 4,4,5,5-Tetramethyl-2-(2-methylnaphthalen-1-yl)-1,3,2-dioxaborolane
- Purity
- 95+%
- Packaging
- 1g
- Price
- $87
- Updated
- 2021/12/16
2-Methylnaphthalene-1-boronic Acid Pinacol Ester Chemical Properties,Usage,Production
Synthesis
61676-62-8
2586-62-1
312303-48-3
The general procedure for the synthesis of 4,4,5,5-tetramethyl-2-(2-methylnaphthalen-1-yl)-1,3,2-dioxaborolanes from isopropanol pinacol borate and 1-bromo-2-methylnaphthalene was as follows: 1,2-dibromoethane (ca. 0.3 ml) was added dropwise to 1000 cm3 THF solution containing 6.10 g (0.25 mol) of magnesium chips. The mixture was stirred for 10 minutes and then continued to stir vigorously for 3.5 hours at room temperature. Subsequently, 55.3 g (0.25 mol) of 1-bromo-2-methylnaphthalene was added and 46.5 g (250 mmol) of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborole was added all at once. The reaction mixture was stirred for 15 minutes and then the reaction was terminated by pouring into 1000 cm3 cold water. The product was extracted with 3 x 300 ml of ethyl acetate, the organic layers were combined, washed sequentially with water and brine, and dried over anhydrous MgSO? The solvent was removed by evaporation under reduced pressure to give a white solid. The solid was washed with 2×75 ml pentane and dried in vacuum to give the product 47.3 g in 70% yield. Elemental analysis (C17H21BO2) Calculated value: C, 76.14; H, 7.89. Measured value: C, 76.21; H, 7.96.1H NMR (CDCl?) δ: 8.12 (m, 1H, 8-H), 7.77 (m, 1H, 5-H), 7.75 (d, J=8.4 Hz, 1H, 4-H), 7.44 (m, 1H. 7-H), 7.38 (m, 1H, 6-H), 7.28 (d, J=8.4Hz, 1H, 3-H), 2.63 (s, 3H, 2-Me), 1.48 (s, 12H, CMe?CMe?).
References
[1] Patent: WO2015/134213, 2015, A1. Location in patent: Page/Page column 42; 43
[2] Patent: WO2018/5201, 2018, A1. Location in patent: Page/Page column 27
2-Methylnaphthalene-1-boronic Acid Pinacol Ester Preparation Products And Raw materials
Raw materials
Preparation Products
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