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NorrChemica™

(4-Boc-aminophenyl)boronic Acid | CAS 380430-49-9 | ≥98.0%

(4-Boc-aminophenyl)boronic Acid | CAS 380430-49-9 | ≥98.0%

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Technical Specifications

CAS Number 380430-49-9
EC / EINECS Number 670-415-5
MDL Number MFCD02093054
SMILES B(C1=CC=C(C=C1)NC(=O)OC(C)(C)C)(O)O
InChI InChI=1S/C11H16BNO4/c1-11(2,3)17-10(14)13-9-6-4-8(5-7-9)12(15)16/h4-7,15-16H,1-3H3,(H,13,14)
InChIKey UBVOLHQIEQVXGM-UHFFFAOYSA-N
PubChem CID 3613184
Molecular Formula C₁₁H₁₆BNO₄
Molecular Weight 237.06 g/mol
Melting Point 199-204 °C
Solubility Slightly soluble in water; soluble in alcoholic solvents, acetonitrile, DMF, DMSO
Purity ≥98%. May contain varying amounts of the corresponding boronic acid anhydrides.
Physical Form White to light orange 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

Product Description & Scientific Applications

(4-Boc-aminophenyl)boronic Acid is a Boc-protected aminophenylboronic acid for introducing a masked 4-aminophenyl unit into coupled aryl frameworks.

May contain small amounts of the cyclic anhydride 4-Boc-aminophenylboroxine. 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, or alkenyl electrophiles to give Boc-protected 4-aminobiaryl and related heteroaryl products.
  • Orthogonal protected-aniline handle: the boronic acid reacts at C–B while the Boc-protected amine is retained through many neutral or basic coupling conditions.
  • 4-Aminobiaryl precursor: acid-mediated Boc removal after coupling reveals the corresponding aniline for downstream functionalisation.
  • Amide, sulfonamide, and urea diversification: the deprotected aniline provides a practical handle for late-stage derivatisation of coupled biaryl intermediates.
  • Rhodium-catalysed allylic substitution: documented as an arylboronic-acid partner in desymmetrisation of meso-cyclic allylic dicarbonates via SN2′-type C–C bond formation.
  • Protected boronate derivatives: precursor to pinacol, neopentyl glycol, and related boronate forms where improved handling or staged coupling is preferred.

Further Reading

For boronic acids, boronic esters, 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 - P264 - P271 - P280 - P302+P352 - P304+P340 - P305+P351+P338 - P332+P313 - P337+P313 - P362+P364 - P501

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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