ChemicalBook > CAS DataBase List > 2-Methylnaphthalene-1-boronic Acid Pinacol Ester

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
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2-Methylnaphthalene-1-boronic Acid Pinacol Ester Property

storage temp. 
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
5591AJ
Product name
2-Methylnaphthalene-1-boronicacidpinacolester
Packaging
1g
Price
$291
Updated
2021/12/16
AK Scientific
Product number
5591AJ
Product name
2-Methylnaphthalene-1-boronicacidpinacolester
Packaging
5g
Price
$757
Updated
2021/12/16
Ambeed
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
Ambeed
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
Ambeed
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
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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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312303-48-3, 2-Methylnaphthalene-1-boronic Acid Pinacol EsterRelated Search:


  • 2-Methylnaphthalene-1-boronic Acid Pinacol Ester
  • 4,4,5,5-tetramethyl-2-(2-methylnaphthalen-1-yl)-1,3,2-dioxaborolane
  • 4,4,5,5-tetramethyl-2-(2-methyl-1-naphthalenyl)-1,3,2-Dioxaborolane
  • 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(2-methyl-1-naphthalenyl)-
  • 312303-48-3