• Chemical structure of (1H-Indol-5-yl)boronic Acid, CAS 144104-59-6, ≥97% — heteroaromatic NH-indole-5-boronic acid used in Pd-catalysed Suzuki-Miyaura coupling, Cu Chan-Lam C–N/C–O coupling, Rh/Ni conjugate additions, and photoredox arylation in pharma/materials synthesis, providing access to 5-substituted indoles as privileged scaffolds in medicinal chemistry, alkaloid synthesis, and bioactive heterocycle research. Supplied by NorrChemica with DDP shipping. CoA and SDS provided.
  • NorrChemica organoboron compound collection — research-grade boronic acids and trifluoroborates supplied with DDP shipping. CoA and SDS provided.
  • NorrChemica brand banner — Finnish research chemical supplier with EU-based stock, DDP shipping worldwide, and transparent checkout pricing including all import fees and taxes.
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NorrChemica™

(1H-Indol-5-yl)boronic Acid (Powder) | CAS 144104-59-6 | ≥97%

(1H-Indol-5-yl)boronic Acid (Powder) | CAS 144104-59-6 | ≥97%

€32,20 EUR (incl. VAT)
€32,20 EUR
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Technical Specifications

CAS Number 144104-59-6
EC / EINECS Number 627-180-9
MDL Number MFCD01319013
SMILES B(C1=CC2=C(C=C1)NC=C2)(O)O
InChI InChI=1S/C8H8BNO2/c11-9(12)7-1-2-8-6(5-7)3-4-10-8/h1-5,10-12H
InChIKey VHADYSUJZAPXOW-UHFFFAOYSA-N
PubChem CID 2734361
Molecular Formula C₈H₈BNO₂
Molecular Weight 160.97 g/mol
Melting Point 170–175 °C
Solubility Soluble in alcoholic solvents, acetonitrile, DMF, DMSO​​​​​​​​​​​​​​​​
Purity ≥97%. May contain varying amounts of the corresponding boronic acid anhydrides
Physical Form White to light brown powder
HS Code 2931.90
Shelf Life Retest period: 36 months from date of manufacture.
Storage Conditions Store refrigerated (2–8 °C) in a tightly sealed container, protected from light.

Product Description & Scientific Applications

(1H-Indol-5-yl)boronic Acid is an unprotected indolylboronic acid for installing the 1H-indol-5-yl unit into aryl, heteroaryl, polycyclic, and conjugated frameworks.

May contain small amounts of the cyclic anhydride 1H-indol-5-ylboroxine. Under aqueous or basic coupling conditions the two forms re-equilibrate and the impact on yield is minor.

Applications and Reactions

  • Suzuki–Miyaura cross-coupling: couples with aryl, heteroaryl, and activated aryl electrophiles to give 5-arylindoles, heteroaryl-indoles, and π-extended indole products under matched Pd/base conditions.
  • Polycyclic scaffold synthesis: documented in Suzuki routes to aryl-hetarylfurocoumarins, aryl-substituted oxabenzindoles, and methanobenzindole frameworks.
  • Medicinal-chemistry intermediates: provides indole-containing fragments for MMP-inhibitor intermediates, substituted pyrimidines, tubulin-polymerisation-inhibitor intermediates, and related pharmaceutical research scaffolds.
  • Rhodium-catalysed conjugate addition: serves as a heteroaryl donor in 1,4-addition to unprotected maleimides, giving indolyl-substituted succinimide products.
  • Oxidative coupling and trifluoromethylation: participates in Pd- or Cu-mediated coupling with mercaptoacetylenes to access sulfur-containing alkynyl indole derivatives; the boronic acid or related boronate forms can also access 5-trifluoromethylindoles.
  • Materials and organic electronics: indole-containing building blocks are used in organic electronic materials, including hole-transport and emissive-layer architectures. 5-Functionalised indole derivatives can be incorporated into conjugated oligomers and copolymers to tune bandgap, HOMO/LUMO levels, and photophysical behaviour for photovoltaic, OLED, and fluorescence-sensor research.

Further Reading

For boronic acids, boronic esters, organotrifluoroborates, protodeboronation, boroxine content, and Suzuki–Miyaura reagent selection, see NorrChemica's Lab Journal guide: Choosing Your Boron Source for Suzuki–Miyaura Coupling.

Shipping Destinations

  • EU & UK: Priority delivery, 2–5 business days.
  • United States (DDP): 3–7 business days, duties and taxes prepaid.
  • EFTA Countries (DDP): 3–7 business days, duties and taxes prepaid.
  • Worldwide: 7–14 business days, selected locations.

The NorrChemica™ Standard

Identity Verified — Batch-verified via analytical QC; documentation available on request.

Direct EU Distribution — Dispatched from Finland for fast delivery to EU-based laboratories.

Professional Logistics — Tracked courier shipping via UPS / Matkahuolto / Posti.

Packaging & Storage

  • Supplied in tightly sealed containers suitable for laboratory handling.
  • Store under recommended conditions as specified on the product label and SDS.
  • Retest period per lot-specific CoA / label under recommended conditions.

Technical Documentation

  • Batch-specific Certificate of Analysis (CoA) included with every order.
  • GHS-compliant Safety Data Sheet (SDS) provided with every shipment.
  • Batch documentation available for institutional procurement.
Payment: Wise (Bank Transfer) or Manual Invoice.
Disclaimer: Research Use Only (RUO) — not for human or veterinary use. Sold strictly for laboratory research and technical applications. By purchasing this item, the buyer confirms professional intent and compliance with applicable regulations.

Safety Information

GHS Pictograms
GHS07 Harmful/Irritant
Signal Word Warning
Hazard Class None — not subject to transport regulations
Transport Category Not classified as dangerous goods for transport (ADR/IATA/IMDG)
H-Statements H315 - H319 - H335
P-Statements P261 - P280 - P302+P352 - P304+P340 - P305+P351+P338 - P362+P364

NorrChemica™ is a Finnish supplier of niche research reagents — focused on reliable EU distribution, transparent analytical documentation, and specialist technical support.

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