2-(Pinacolateboryl)indole
- Product Name
- 2-(Pinacolateboryl)indole
- CAS No.
- 476004-81-6
- Chemical Name
- 2-(Pinacolateboryl)indole
- Synonyms
- 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole;2-PINACOLATEBORYL INDOLE;Benzoicacid,4,5-dibromo-6-fluoro-;2-Indoleboronic acid pinacol ester;Indole-2-boronic acid pinacol ester;1H-Indole-2-boronic acid picol ester;1H-Indole-2-boronic acid pinacol ester;Indole-2-boronic acid pinacol ester 95%;1H-Indole, 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;2-(((1H-indol-2-yl)boryl)oxy)-3-hydroxy-2,3-dimethylbutanoate
- CBNumber
- CB9511301
- Molecular Formula
- C14H18BNO2
- Formula Weight
- 243.11
- MOL File
- 476004-81-6.mol
2-(Pinacolateboryl)indole Property
- Melting point:
- 84-85 °C
- Boiling point:
- 396 °C
- Density
- 1.11
- Flash point:
- 193 °C
- storage temp.
- Inert atmosphere,2-8°C
- pka
- 16.76±0.30(Predicted)
- form
- solid
- Appearance
- White to off-white Solid
Safety
- WGK Germany
- 3
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
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
- 756016
- Product name
- Indole-2-boronic acid pinacol ester
- Purity
- 95%
- Packaging
- 5g
- Price
- $293
- Updated
- 2025/07/31
- Product number
- 756016
- Product name
- Indole-2-boronic acid pinacol ester
- Purity
- 95%
- Packaging
- 1g
- Price
- $90.2
- Updated
- 2024/03/01
- Product number
- I577763
- Product name
- Indole-2-boronic acid pinacol ester
- Packaging
- 500mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- R663
- Product name
- 2-PinacolateborylIndole
- Packaging
- 5g
- Price
- $291
- Updated
- 2021/12/16
- Product number
- ING0001828
- Product name
- 2-(PINACOLATEBORYL)INDOLE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $788.29
- Updated
- 2021/12/16
2-(Pinacolateboryl)indole Chemical Properties,Usage,Production
Synthesis
120-72-9
73183-34-3
476004-81-6
General procedure for the synthesis of indole-2-boronic acid pinacol ester from indole and bis-boronic acid pinacol ester: Dimethyl(1,5-cyclooctadiene)iridium(I) (64 mg, 0.096 mmol) and 4,4'-di-tert-butyl-2,2'-bipyridine (52 mg, 0.19 mmol) were added to a dry, round-bottomed flask under argon gas protection. The flask was evacuated and backfilled three times with argon. Indole (1.50 g, 12.8 mmol) and bis(pinacolato)diboron (1.62 g, 6.40 mmol) were then added and the flask was again purged with argon. Anhydrous hexane (38.5 mL) was injected and the reaction mixture was stirred for 8 hours at room temperature in an argon atmosphere. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluent: 0-10% ethyl acetate/hexane) to afford indole-2-boronic acid pinacol ester (2.66 g, 85% yield). The product was characterized by 1H NMR (300 MHz, d6-DMSO): δ 11.27 (s, 1H), 7.55 (d, J = 7.9 Hz, 1H), 7.38 (dd, J = 8.2, 0.8 Hz, 1H), 7.15-7.06 (m, 1H), 7.00-6.92 (m, 1H), 6.90-6.87 (m, 1H) , 1.32 (s, 12H).
References
[1] Journal of the American Chemical Society, 2015, vol. 137, # 7, p. 2665 - 2673
[2] Patent: WO2014/22744, 2014, A1. Location in patent: Paragraph 0117
[3] Journal of the American Chemical Society, 2014, vol. 136, # 18, p. 6566 - 6569
[4] Dalton Transactions, 2015, vol. 44, # 29, p. 13007 - 13016
[5] Organic Letters, 2012, vol. 14, # 16, p. 4266 - 4269
2-(Pinacolateboryl)indole Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-(Pinacolateboryl)indole manufacturers
- Product
- 1H-INDOLE-2-BORONIC ACID PINACOL ESTER 476004-81-6
- Price
- US $2.00-5.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2025-07-08
- Product
- 2-(Pinacolateboryl)indole 476004-81-6
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2020-01-02