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BENZYLBORONIC ACID PINACOL ESTER

Benzylboronic acid pinacol ester

CAS: 87100-28-5

Molecular Formula: C13H19BO2

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BENZYLBORONIC ACID PINACOL ESTER - Names and Identifiers

Name Benzylboronic acid pinacol ester
Synonyms Benzylboronic acid pinacol est
Benzylboronic acid pinacol ester
BENZYLBORONIC ACID PINACOL ESTER
2-Benzyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
2-BENZYL-4,4,5,5-TETRAMETHYL-(1,3,2)DIOXABOROLANE
4,4,5,5-Tetramethyl-2-(phenylmethyl)-1,3,2-dioxaborolane
3-hydroxy-2,3-dimethylbutan-2-yl hydrogen benzylboronate
1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(phenylmethyl)-
1,3,2-dioxaborolane, 4,4,5,5-tetramethyl-2-(phenylmethyl)-
CAS 87100-28-5
InChI InChI=1/C13H19BO2/c1-12(2)13(3,4)16-14(15-12)10-11-8-6-5-7-9-11/h5-9H,10H2,1-4H3

BENZYLBORONIC ACID PINACOL ESTER - Physico-chemical Properties

Molecular FormulaC13H19BO2
Molar Mass218.1
Density0.980g/mLat 25°C
Boling Point65°C0.15mm Hg
Flash Point>230°F
Water SolubilityInsoluble in water.
Vapor Presure0.0119mmHg at 25°C
Storage ConditionInert atmosphere,Store in freezer, under -20°C
Refractive Indexn20/D 1.490

BENZYLBORONIC ACID PINACOL ESTER - Risk and Safety

Hazard SymbolsXi - Irritant
Irritant
Safety DescriptionS23 - Do not breathe vapour.
S24/25 - Avoid contact with skin and eyes.
WGK Germany3
Hazard NoteIrritant

BENZYLBORONIC ACID PINACOL ESTER - Upstream Downstream Industry

Raw MaterialsBromomethylboronic acid, pinacol ester
Phenylboronic acid
Benzyl chloride
TRIBUTYLPHENYLTIN
Pinacol
(TRIMETHYLSILYL)DIAZOMETHANE
Benzyl acetate
Benzyl alcohol
Benzyl bromide
Downstream Products4-Benzyloxybromobenzene
1-BENZYLOXY-4-NITROBENZENE
4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)TOLUENE
1,2-Diphenylethane

BENZYLBORONIC ACID PINACOL ESTER - Security information

Hazard Note Irritant
Last Update:2024-04-10 22:29:15

BENZYLBORONIC ACID PINACOL ESTER - Reference Information

Introduction 2-benzyl -4,4,5, 5-tetramethyl-1, 3, 2-diheteroxopentaborane is a boron ester compound. Boron ester compounds are the synthetic intermediates of many natural products and drug molecules, and are also the basic reactants of Suzuki -Miyaura coupling reactions.
preparation the compound benzyl bromide (2g,11.7mmol) is dissolved in anhydrous DMF(40mL), and the biborate pinacol ester (4.45g,17.5mmol), cuprous bromide (340mg,2.3mmol) and sodium tert-butanol (1.69g,17.5mmol) are added, and then the air in the reaction flask is exchanged with argon for protection, reaction at 80 ℃ for 10 hours. The reaction is cooled to room temperature, the insoluble matter is removed by filtration, the filter cake is washed with a small amount of ethyl acetate, the filtrate is combined, and the appropriate amount of water is added and extracted with ethyl acetate. The organic layer was dried with anhydrous sodium sulfate, concentrated under reduced pressure and purified by silica gel column chromatography (eluent is PE/EtOAc = 40:1) to obtain 1.78g of colorless oil with 70% yield.
Last Update:2024-04-09 20:49:11

BENZYLBORONIC ACID PINACOL ESTER - Uses and synthesis methods

introduction

2-benzyl-4, 4,5, 5-tetramethyl-1, 3, 2-dioxopentaborane is a boron ester compound. Boron ester compounds are the synthetic intermediates of many natural products and drug molecules, and are also the basic reactants of Suzuki -Miyaura coupling reactions.

Preparation

dissolve the compound benzyl bromide (2g,11.7mmol) into anhydrous DMF(40mL), add pinacol biborate (4.45g,17.5mmol), cuprous bromide (340mg,2.3mmol) and sodium tert-butoxide (1.69g,17.5mmol), exchange the air in the reaction bottle with argon for protection, and react at 80 ℃ for 10 hours. The reaction is cooled to room temperature, the insoluble matter is removed by filtration, the filter cake is washed with a small amount of ethyl acetate, the filtrate is combined, and the appropriate amount of water is added and extracted with ethyl acetate. The organic layer was dried with anhydrous sodium sulfate, concentrated under reduced pressure and purified by silica gel column chromatography (eluent is PE/EtOAc = 40:1) to obtain 1.78g of colorless oil with 70% yield.

Last Update:2024-04-09 01:59:50
BENZYLBORONIC ACID PINACOL ESTER
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CAS: 87100-28-5
Tel: 609-228-6898
Email: sales@medchemexpress.com
     tech@medchemexpress.com
Mobile: 609-228-6898
SKYRUN INDUSTRIAL CO.,LTD
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Product Name: Benzylboronic acid pinacol ester Visit Supplier Webpage Request for quotation
CAS: 87100-28-5
Tel: +86 0571-86722205
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Mobile: +8618958170122
QQ: 2531159185 Click to send a QQ messageSend QQ message
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SHANGHAI ACMEC BIOCHEMICAL TECHNOLOGY CO., LTD.
Spot supply
Product Name: Benzylboronic acid pinacol ester Visit Supplier Webpage Request for quotation
CAS: 87100-28-5
Tel: +86-400-900-4166
Email: product@acmec-e.com
Mobile: +86-18621343501
QQ: 2881950922 Click to send a QQ message
Wechat: 18621343501
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Shanghai Macklin Biochemical Co., Ltd
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Product Name: Benzylboronic acid pinacol ester Visit Supplier Webpage Request for quotation
CAS: 87100-28-5
Tel: +86-18821248368
Email: Int06@meryer.com
Mobile: +86-18821248368
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View History
BENZYLBORONIC ACID PINACOL ESTER
1-propan-2-yl-3-prop-1-en-2-ylbenzene
3-氟-4-羟基吡啶
2-[3-(1-METHYL-PIPERIDIN-4-YL)-1H-INDOL-5-YL]-ETHANESULFONIC ACID METHYLAMIDE
Calcium fluoride
Raw Materials for BENZYLBORONIC ACID PINACOL ESTER
Phenylboronic acid
(TRIMETHYLSILYL)DIAZOMETHANE
Benzyl acetate
Benzyl alcohol
Downstream Products for BENZYLBORONIC ACID PINACOL ESTER
4-Benzyloxybromobenzene
1-BENZYLOXY-4-NITROBENZENE
4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)TOLUENE
1,2-Diphenylethane
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