Cas no 269410-24-4 (Indole-5-boronic acid, pinacol ester)
Indole-5-boronic acid pinacol ester is a stable boronic ester derivative of indole-5-boronic acid, commonly employed in Suzuki-Miyaura cross-coupling reactions. The pinacol ester group enhances the compound's stability, reducing susceptibility to protodeboronation and hydrolysis compared to its free boronic acid counterpart. This makes it particularly useful in air- and moisture-sensitive synthetic applications. The indole scaffold is a privileged structure in medicinal chemistry, and this reagent facilitates efficient functionalization at the 5-position. Its compatibility with a wide range of reaction conditions and coupling partners underscores its versatility in constructing complex heterocyclic systems for pharmaceutical and materials science research.
269410-24-4 structure
Product Name:Indole-5-boronic acid, pinacol ester
CAS No:269410-24-4
MF:C14H18BNO2
MW:243.109223842621
MDL:MFCD03789263
CID:67379
PubChem ID:2734772
Update Time:2025-06-07
Indole-5-boronic acid, pinacol ester Chemical and Physical Properties
Names and Identifiers
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- 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
- Indole-5-boronic acid pinacol ester
- 5-Indoleboronic acid pinacol ester
- Indolyl-5-boronic acid pinacol ester
- 1H-Indole-5-boronic acid pinacol ester
- 5-Indolylboronic acid,pinacol ester
- pinacol indol-5-ylboronate
- 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
- 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole
- 1H-Indole, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
- 5-Indolylboronic acid, pinacol ester
- (1H-INDOL-5-YL)BORONIC ACID PINACOL ESTER
- 5-Indoleboronicacidpinacolester
- 5-(4,4,5,5-Tetramethyl-1,3,2-di
- 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
- 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
- I0590
- DTXSID40370496
- FT-0687416
- 3-hydroxy-2,3-dimethylbutan-2-yl hydrogen 1H-indol-5-ylboronate;5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
- MFCD03789263
- A5278
- FATPQDPUKVVCLT-UHFFFAOYSA-N
- BCP10037
- FT-0644223
- J-516197
- Z1741960625
- 269410-24-4
- 5-indole boronic acid pinacol ester
- AM62764
- INDOLE-5-BORONIC ACID, PINACOL ESTER
- PB14363
- SCHEMBL9918
- CS-0041510
- 5-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-indole
- SY021939
- AKOS000283817
- GS-6535
- EN300-212557
- 5-Indoleboronic acid pinacol ester, 97%
- J-016625
- DTXCID10321531
- DB-009206
- Indole-5-boronic acid, pinacol ester
-
- MDL: MFCD03789263
- 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
- InChI Key: FATPQDPUKVVCLT-UHFFFAOYSA-N
- SMILES: O1B(C2C=CC3=C(C=CN3)C=2)OC(C)(C)C1(C)C
Computed Properties
- Exact Mass: 243.14300
- Monoisotopic Mass: 243.143
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 2
- Heavy Atom Count: 18
- Rotatable Bond Count: 1
- Complexity: 316
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: nothing
- XLogP3: nothing
- Topological Polar Surface Area: 34.2
Experimental Properties
- Color/Form: Yellowish solid
- Density: 1.11
- Melting Point: 120-125?°C (lit.)
- Boiling Point: 396℃ at 760 mmHg
- Flash Point: 193.3°C
- Refractive Index: 1.562
- Water Partition Coefficient: Insoluble
- PSA: 34.25000
- LogP: 2.46710
- Solubility: Insoluble in water
Indole-5-boronic acid, pinacol ester Security Information
-
Symbol:
- Prompt:warning
- Signal Word:Warning
- Hazard Statement: H315-H319-H335
- Warning Statement: P261-P305+P351+P338
- Hazardous Material transportation number:NONH for all modes of transport
- WGK Germany:3
- Hazard Category Code: 36/37/38
- Safety Instruction: S26-S36-S36/37/39
-
Hazardous Material Identification:
- Storage Condition:Store long-term at -20°C
- Safety Term:S26;S36/37/39
- Risk Phrases:R22; R36/37/38
Indole-5-boronic acid, pinacol ester Customs Data
- HS CODE:2933990090
- Customs Data:
China Customs Code:
2933990090Overview:
2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%
Declaration elements:
Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date
Summary:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%
Indole-5-boronic acid, pinacol ester Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Fluorochem | 010834-1g |
5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole |
269410-24-4 | 97% | 1g |
£31.00 | 2022-03-01 | |
| Fluorochem | 010834-5g |
5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole |
269410-24-4 | 97% | 5g |
£125.00 | 2022-03-01 | |
| Fluorochem | 010834-10g |
5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole |
269410-24-4 | 97% | 10g |
£231.00 | 2022-03-01 | |
| Fluorochem | 010834-25g |
5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole |
269410-24-4 | 97% | 25g |
£416.00 | 2022-03-01 | |
| Alichem | A199009951-10g |
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole |
269410-24-4 | 97% | 10g |
$275.00 | 2023-09-02 | |
| Alichem | A199009951-25g |
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole |
269410-24-4 | 97% | 25g |
$668.36 | 2023-09-02 | |
| Alichem | A199009951-100g |
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole |
269410-24-4 | 97% | 100g |
$1224.00 | 2023-09-02 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | T162170-1G |
Indole-5-boronic acid, pinacol ester |
269410-24-4 | >97.0%(HPLC) | 1g |
¥100.90 | 2023-08-31 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | T162170-5G |
Indole-5-boronic acid, pinacol ester |
269410-24-4 | >97.0%(HPLC) | 5g |
¥386.90 | 2023-08-31 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | T162170-250mg |
Indole-5-boronic acid, pinacol ester |
269410-24-4 | >97.0%(HPLC) | 250mg |
¥39.90 | 2023-08-31 |
Indole-5-boronic acid, pinacol ester Suppliers
Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
(CAS:269410-24-4)5-吲哚硼酸頻哪醇酯
Order Number:LE5449303
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:43
Price ($):discuss personally
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Indole-5-boronic acid, pinacol ester Related Literature
-
Francesca Bartoccini,Alessio Regni,Michele Retini,Giovanni Piersanti Org. Biomol. Chem. 2021 19 2932
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Min Ding,Feng He,Michael A. Poss,Karen L. Rigat,Ying-Kai Wang,Susan B. Roberts,Dike Qiu,Robert A. Fridell,Min Gao,Robert G. Gentles Org. Biomol. Chem. 2011 9 6654
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Gabriele Marotta,Ch. Pavan Kumar,Maria Grazia Lobello,Francesca Cavazzini,Paolo Salvatori,Koyyada Ganesh,Mohammad Khaja Nazeeruddin,Malapaka Chandrasekharam,Filippo De Angelis Dalton Trans. 2015 44 5369
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Berrak Ertugrul,Abdulmelik Aytatli,Omer Faruk Karatas,Nurullah Saracoglu RSC Med. Chem. 2023 14 1362
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Can Li,Kai Yang,Xinyu Li,Shuya Wen,Na Yu,Yi Ren Dalton Trans. 2023 52 9294
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Recommended suppliers
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:269410-24-4)5-吲哚硼酸頻哪醇酯
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry