Indole-4-boronic acid pinacol ester

Product Name: Indole-4-boronic acid pinacol ester
CAS No.: 388116-27-6
Chemical Name: Indole-4-boronic acid pinacol ester
Synonyms: 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-INDOLE;4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-indole;Indole-4-boronic acid pin...;Indole-4-boronicacid,pinacolester;Indole-4-boronic acid picol ester;1H-indol-4-ylboronic acid pinacol;1H-Indole-4-boronic acid, pinacol ester;5-(4 4 5 5-TETRAMETHYL-1 3 2-DIOXABOROL&;Indole-4-boronic acid pinacol ester, 97+%;REF DUPL: Indole-4-boronic acid pinacol ester
CBNumber: CB5498640
Molecular Formula: C14H18BNO2
Formula Weight: 243.11
MOL File: 388116-27-6.mol

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Indole-4-boronic acid pinacol ester Property

Melting point:: 120-125 °C(lit.)
Boiling point:: 396.0±15.0 °C(Predicted)
Density: 1.11±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
form: solid
pka: 16.83±0.30(Predicted)
Appearance: White to off-white Solid
InChI: InChI=1S/C14H18BNO2/c1-13(2)14(3,4)18-15(17-13)11-6-5-7-12-10(11)8-9-16-12/h5-9,16H,1-4H3
InChIKey: QDCIXBBEUHMLDN-UHFFFAOYSA-N
SMILES: N1C2=C(C(B3OC(C)(C)C(C)(C)O3)=CC=C2)C=C1

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38-36
Safety Statements: 26-36
WGK Germany: 3
HS Code: 2933299090
Storage Class: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

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

Sigma-Aldrich

Product number: 771872
Product name: Indole-4-boronic acid pinacol ester
Purity: 95%
Packaging: 1g
Price: $50.6
Updated: 2023/06/20

Sigma-Aldrich

Product number: 771872
Product name: Indole-4-boronic acid pinacol ester
Purity: 95%
Packaging: 5g
Price: $286
Updated: 2021/12/16

TRC

Product number: I577773
Product name: Indole-4-boronic acid pinacol ester
Packaging: 1g
Price: $75
Updated: 2021/12/16

AK Scientific

Product number: J91572
Product name: Indole-4-boronic acid pinacol ester
Packaging: 1g
Price: $30
Updated: 2021/12/16

Matrix Scientific

Product number: 068707
Product name: Indole-4-boronic acid pinacol ester
Purity: >95%
Packaging: 1g
Price: $31
Updated: 2021/12/16

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Indole-4-boronic acid pinacol ester Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

Indole-4-boronic acid, pinacol ester

Synthesis

52488-36-5

73183-34-3

388116-27-6

The general procedure for the synthesis of 4-indoleboronic acid pinacol ester from 4-bromoindole and biboronic acid pinacol ester is as follows: (a) Preparation of 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole. 4-Bromoindole (1.00 g, 5.10 mmol), bis(pinacolato)diboron (1.68 g, 6.63 mmol), potassium acetate (1.44 g, 15.3 mmol), and dichlorodi(diphenylphosphine)palladium(II) dichloride dichloromethane complex (206 mg, 0.26 mmol) were added to a 50 mL round-bottomed flask under argon gas protection. Anhydrous dimethyl sulfoxide (16 mL) was then added and the reaction mixture was heated at 90 °C with stirring for 4 hours. After completion of the reaction, it was cooled to room temperature, filtered through a short column of silica gel and the filter cake was washed with tert-butyl methyl ether (2 x 50 mL). The filtrates were combined, washed with saturated saline (3 x 50 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by fast column chromatography (ethyl acetate/heptane, 1:4) to afford 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole as a white solid (1.24 g, quantitative yield).

References

[1] Patent: US2008/280891, 2008, A1. Location in patent: Page/Page column 30
[2] Patent: WO2008/8059, 2008, A1. Location in patent: Page/Page column 81-82
[3] Organic Letters, 2012, vol. 14, # 2, p. 600 - 603
[4] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 12, p. 2496 - 2500
[5] Journal of the American Chemical Society, 2017, vol. 139, # 24, p. 8267 - 8276

Indole-4-boronic acid pinacol ester Preparation Products And Raw materials

Raw materials

Preparation Products

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Indole-4-boronic acid pinacol ester Suppliers

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View Lastest Price from Indole-4-boronic acid pinacol ester manufacturers

R&D Scientific Inc.

Product: Indole-4-boronic acid pinacol ester 388116-27-6
Price: US $300.00/g
Min. Order: 1g
Purity: 97
Supply Ability: 50 Kg
Release date: 2024-02-12

Zhuozhou Wenxi import and Export Co., Ltd

Product: Indole-4-boronic acid pinacol ester 388116-27-6
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: Indole-4-boronic acid pinacol ester 388116-27-6
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-09

388116-27-6, Indole-4-boronic acid pinacol esterRelated Search:

Tris(trimethylsilyl)phosphate Indole-3-butyric acid Pinacol Indometacin Indole Indole-3-acetic acid Bis(pinacolato)diboron Indole-7-boronic acid pinacol ester 6-HYDROXYMETHYLINDOLE Methyl indole-6-carboxylate INDOLE-5-METHANOL INDOLE-7-METHANOL Indole-5-carboxaldehyde Indole-4-carboxaldehyde Indoline-2-carboxylic acid TRYPTANTHRIN INDOLE-2-ACETIC ACID Indole-7-carboxylic acid ethyl ester

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

Indole-4-boronic acid pin...

1H-Indole-4-boronic acid, pinacol ester

1H-Indole,4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

Indole-4-boronic acid pinacol ester, 97+%

4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole, 2-(1H-Indol-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

1H-indol-4-ylboronic acid pinacol

Indole-4-boronic acid picol ester

Indole-4-boronicacid,pinacolester

5-(4 4 5 5-TETRAMETHYL-1 3 2-DIOXABOROL&

4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-INDOLE

REF DUPL: Indole-4-boronic acid pinacol ester

Indole-4-boronic acid pinacol ester - [I0443]

388116-27-6

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