ChemicalBook >> CAS DataBase List >>5-Indoleboronic acid pinacol ester

5-Indoleboronic acid pinacol ester

CAS No.
269410-24-4
Chemical Name:
5-Indoleboronic acid pinacol ester
Synonyms
5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-INDOLE;5-IndoL;Indolyl-5-bor;Indolyl-5-boronic acid pi...;5-Indoleboronic acid picol ester;1H-indol-5-ylboronic acid pinacol;5-ndoleboronic acid pinacol ester;5-INDOLEBORONIC ACID, PINACOL ESTER;INDOLE-5-BORONIC ACID PINACOL ESTER;Indolyl-5-boronic acid pinacol ester
CBNumber:
CB0126719
Molecular Formula:
C14H18BNO2
Molecular Weight:
243.11
MDL Number:
MFCD03789263
MOL File:
269410-24-4.mol
MSDS File:
SDS
Last updated:2026-01-13 11:12:48
Product description Number Pack Size Price
5-Indoleboronic acid pinacol ester 97% 578835 1g $46.15
5-Indoleboronic acid pinacol ester 97% 578835 5g $205
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole >98.0%(GC) I0590 1g $84
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole >98.0%(GC) I0590 5g $335
Indole-5-boronicacid,pinacolester I577778 500mg $65
More product size

5-Indoleboronic acid pinacol ester Properties

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
pka 17.01±0.30(Predicted)
form Crystalline Powder
color Pale yellow to brown
Water Solubility Insoluble
InChI 1S/C14H18BNO2/c1-13(2)14(3,4)18-15(17-13)11-5-6-12-10(9-11)7-8-16-12/h5-9,16H,1-4H3
InChIKey FATPQDPUKVVCLT-UHFFFAOYSA-N
SMILES CC1(C)OB(OC1(C)C)c2ccc3[nH]ccc3c2
CAS DataBase Reference 269410-24-4(CAS DataBase Reference)
UNSPSC Code 12352103
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-22
Safety Statements  26-36-36/37/39
WGK Germany  3
Hazard Note  Irritant
HS Code  29349990
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
0
2 0

5-Indoleboronic acid pinacol ester price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 578835 5-Indoleboronic acid pinacol ester 97% 269410-24-4 1g $46.15 2025-07-31 Buy
Sigma-Aldrich 578835 5-Indoleboronic acid pinacol ester 97% 269410-24-4 5g $205 2023-01-07 Buy
TCI Chemical I0590 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole >98.0%(GC) 269410-24-4 1g $84 2025-07-31 Buy
TCI Chemical I0590 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole >98.0%(GC) 269410-24-4 5g $335 2025-07-31 Buy
TRC I577778 Indole-5-boronicacid,pinacolester 269410-24-4 500mg $65 2021-12-16 Buy
Product number Packaging Price Buy
578835 1g $46.15 Buy
578835 5g $205 Buy
I0590 1g $84 Buy
I0590 5g $335 Buy
I577778 500mg $65 Buy

5-Indoleboronic acid pinacol ester Chemical Properties,Uses,Production

Chemical Properties

Pale yellow to brownish crystalline powder

Uses

Indole-5-boronic acid, pinacol ester

Synthesis

5-Bromoindole

10075-50-0

Bis(pinacolato)diboron

73183-34-3

5-Indoleboronic acid pinacol ester

269410-24-4

In a 500-mL single-necked flask, 5-bromoindole (20.00 g, 0.1 mol), bis(pinacolato)diboron (51.80 g, 0.2 mol), potassium acetate (22.80 g, 0.2 mol), [1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride (1.50 g), and 350 mL of dioxane were added in sequence. The reaction mixture was refluxed for 8 hours under nitrogen protection. After completion of the reaction, it was cooled to room temperature and the dioxane solvent was removed by rotary evaporator. Subsequently, the reaction mixture was washed with 200 ml of distilled water and extracted (3 times) with dichloromethane. The organic phases were combined and recrystallized by methanol-dichloromethane mixed solvent to give 21.8 g of 5-indoleboronic acid pinacol ester in 90% yield.

References

[1] Patent: CN105601612, 2016, A. Location in patent: Paragraph 0051; 0052; 0053
[2] Journal of Organic Chemistry, 2004, vol. 69, # 20, p. 6812 - 6820
[3] Organic Letters, 2012, vol. 14, # 2, p. 600 - 603
[4] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 17, p. 4150 - 4155
[5] Patent: KR101603387, 2016, B1. Location in patent: Paragraph 0084-0088; 0143-0146

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View Lastest Price from 5-Indoleboronic acid pinacol ester manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-Indoleboronic acid pinacol ester pictures 2021-08-11 5-Indoleboronic acid pinacol ester
269410-24-4
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
5-Indoleboronic acid pinacol ester pictures 2021-07-13 5-Indoleboronic acid pinacol ester
269410-24-4
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
5-Indoleboronic acid pinacol ester pictures 2021-07-10 5-Indoleboronic acid pinacol ester
269410-24-4
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
5-Indolylboronic acid, pinacol cyclic ester 1H-Indole-5-boronic acid pinacol ester ,97% Indolyl-5-boronic acid pi... 1H-indol-5-ylboronic acid pinacol ester Indolyl-5-boronic acid pinacol ester 5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-indole 5-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-1h- indole (5-Indoleboronic acid pinacol ester) 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole, 2-(1H-Indol-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 5-Indoleboronic acid pinacol ester Indole-5-boronic acid pinacol ester 5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-INDOLE 97+% 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL) INDOLE 1H-Indole,5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 5-Indoleboronic acid pinacol ester 97% 1H-indol-5-ylboronic acid pinacol 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole 5-Indoleboronic acid picol ester 1H-INDOLE-5-BORONIC ACID, PINACOL ESTER 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-INDOLE 5-INDOLEBORONIC ACID, PINACOL ESTER INDOLE-5-BORONIC ACID PINACOL ESTER 5-Indolylboronic acid, pinacol ester Indolyl-5-bor 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole> 5-IndoL 5-ndoleboronic acid pinacol ester Indolyl-5-boronic acid pinacol ester - [I7473] 269410-24-4 26941-24-4 Indoles Boric Acid| Boric Acid Ester| Potassium Trifluoroborate B (Classes of Boron Compounds) Boronic Acids Esters Simple Indoles CHIRAL CHEMICALS