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.
Indole-5-boronic acid, pinacol ester structure
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

    • 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: GHS07
  • 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: Xn
  • 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:

    2933990090

    Overview:

    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 >>

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Indole-5-boronic acid, pinacol ester Suppliers

Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(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

Indole-5-boronic acid, pinacol ester Related Literature

Recommended suppliers
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:269410-24-4)5-吲哚硼酸頻哪醇酯
LE5449303
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
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