[4-(Adamantan-1-yl)phenyl]boronic acid

Name: [4-(Adamantan-1-yl)phenyl]boronic acid
Brand: ChemScene
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CAS No. 1527479-23-7
Cat. No. CS-0178442
Purity≥95%
MDL No.MFCD24448773

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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[4-(Adamantan-1-yl)phenyl]boronic acid|CS-0178442

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General Information

CAS No. 1527479-23-7
Cat. No. CS-0178442
Purity ≥95%
MDL No. MFCD24448773
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₁BO₂
Molecular Weight None
Synonym(s) (4-(Adamantan-1-yl)phenyl)boronic acid
SMILES OB(C1=CC=C(C23CC4CC(C3)CC(C4)C2)C=C1)O

Description

This boronate moiety integrates a rigid adamantanyl group with an aryl boronic acid, enhancing stability and solubility in organic media. The para-substituted phenyl framework enables efficient Suzuki-Miyaura coupling under standard conditions, delivering robust C–C bond formation in complex molecule synthesis.

Application

[4-(Adamantan-1-yl)phenyl]boronic acid serves as a stable, bench-ready building block for Suzuki-Miyaura cross-coupling reactions. Its rigid adamantan-1-yl group imparts excellent thermal and oxidative stability, while the boronic acid functionality enables efficient coupling with aryl halides and pseudohalides under mild conditions. The molecule exhibits high functional group tolerance and facilitates access to sterically hindered biaryl architectures commonly found in pharmaceutical and materials chemistry.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

TPSA 40.46
LogP 1.8342
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Bridge Rings compounds Adamantane compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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[4-(Adamantan-1-yl)phenyl]boronic acid

CAS No. 1527479-23-7

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