(4-(2-Hydroxypropan-2-yl)phenyl)boronic acid

Name: (4-(2-Hydroxypropan-2-yl)phenyl)boronic acid
Brand: ChemScene
Availability: InStock
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CAS No. 886593-45-9
Cat. No. CS-W006341
Purity≥97%
MDL No.MFCD09992905

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(4-(2-Hydroxypropan-2-yl)phenyl)boronic acid|CS-W006341

Structure of 886593-45-9

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General Information

CAS No. 886593-45-9
Cat. No. CS-W006341
Purity ≥97%
MDL No. MFCD09992905
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₃BO₃
Molecular Weight 180.01
Synonym(s) Boronic acid, [4-(1-hydroxy-1-methylethyl)phenyl]-
SMILES CC(C1=CC=C(B(O)O)C=C1)(O)C

Description

This boronate moiety integrates a sterically shielded hydroxyl group, enhancing stability under standard conditions. The para-hydroxyisopropyl substitution pattern supports efficient coupling in Suzuki-Miyaura reactions while minimizing protodeboronation. Ideal for constructing complex biaryl architectures in medicinal chemistry and materials synthesis.

Application

(4-(2-Hydroxypropan-2-yl)phenyl)boronic acid serves as a stable, bench-ready arylboronic acid that facilitates Suzuki-Miyaura cross-coupling reactions with high functional group tolerance. Its tertiary alcohol-containing substituent enhances solubility and reduces oxidation susceptibility, enabling reliable coupling in diverse reaction conditions. This derivative functions effectively in the synthesis of biaryl scaffolds for medicinal chemistry and materials science applications.

Synthesis

Route1
- 5419-55-6
- In-stock
  
  2077-19-2
- ~12%
- In-stock
  
  886593-45-9
References
- PFIZER PRODUCTS INC. Patent: WO2006/48727 A1, 2006 ; Location in patent: Page/Page column 75-76 ; WO 2006/048727 A1
Route2
- 676-58-4
- In-stock
  
  149104-90-5
- ~%
- In-stock
  
  886593-45-9
References
- MERCK FROSST CANADA LTD. Patent: WO2009/70873 A1, 2009 ; Location in patent: Page/Page column 70-71 ; WO 2009/070873 A1

Safety Information

Download SDS

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 60.69
LogP -0.4062
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(4-(2-Hydroxypropan-2-yl)phenyl)boronic acid

CAS No. 886593-45-9

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