4,4,5,5-Tetramethyl-2-(10-phenylanthracen-9-yl)-1,3,2-dioxaborolane

Name: 4,4,5,5-Tetramethyl-2-(10-phenylanthracen-9-yl)-1,3,2-dioxaborolane
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CAS No. 460347-59-5
Cat. No. CS-0038464
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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4,4,5,5-Tetramethyl-2-(10-phenylanthracen-9-yl)-1,3,2-dioxaborolane|CS-0038464

Structure of 460347-59-5

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General Information

CAS No. 460347-59-5
Cat. No. CS-0038464
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₅BO₂
Molecular Weight 380.29
Synonym(s) 9-Phenyl-10-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)anthracene
SMILES CC1(C)C(C)(C)OB(C2=C3C=CC=CC3=C(C4=CC=CC=C4)C5=CC=CC=C52)O1

Description

This boronate ester integrates a phenanthracene-derived aryl group with enhanced stability and reactivity in cross-coupling reactions. The tetramethyl-substituted dioxaborolane scaffold ensures excellent shelf life and moisture tolerance, enabling reliable use in Suzuki-Miyaura couplings.

Application

4,4,5,5-Tetramethyl-2-(10-phenylanthracen-9-yl)-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The anthracene moiety enables efficient conjugation in π-rich molecular architectures, while the tetramethyl-substituted dioxaborolane enhances air stability and facilitates straightforward purification. Functions reliably in diverse coupling protocols with aryl halides and pseudohalides under standard catalytic conditions.

Synthesis

Route1
- 61676-62-8
- In-stock
  
  23674-20-6
- ~78%
- In-stock
  
  460347-59-5
References
- Moorthy, Jarugu Narasimha; Venkatakrishnan, Parthasarathy; Natarajan, Palani; Huang, Duo-Fong; Chow, Tahsin J. Journal of the American Chemical Society, 2008 , vol. 130, # 51 p. 17320 - 17333
Route2
- In-stock
  
  523-27-3
- In-stock
  
  98-80-6
- ~%
- In-stock
  
  460347-59-5
References
- Ye, Shanghui; Chen, Jianming; Di, Chong-An; Liu, Yunqi; Lu, Kun; Wu, Weiping; Du, Chunyan; Liu, Ying; Shuai, Zhigang; Yu, Gui Journal of Materials Chemistry, 2010 , vol. 20, # 16 p. 3186 - 3194

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 18.46
LogP 5.9592
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Aromatic ring compounds Anthracene compounds

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Anthracenes, Anthraquinones

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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4,4,5,5-Tetramethyl-2-(10-phenylanthracen-9-yl)-1,3,2-dioxaborolane

CAS No. 460347-59-5

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