Tris(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine

Name: Tris(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine
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CAS No. 267221-90-9
Cat. No. CS-0111129
Purity≥96%
MDL No.MFCD28098209

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Tris(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine|CS-0111129

Structure of 267221-90-9

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Description

Tris(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine features three boronate ester groups attached to a central triarylamine scaffold. This sterically hindered structure enhances stability and facilitates efficient Suzuki-Miyaura coupling under standard conditions. The molecule serves as a robust building block for conjugated polymers and functional materials.

Application

Tris(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. Its three ortho-boronyl groups enable efficient, multi-site functionalization of heterocyclic and aromatic scaffolds. The tetramethyl-1,3,2-dioxaborolane moieties confer excellent bench stability and compatibility with diverse reaction conditions, facilitating straightforward purification and high-yielding transformations in complex molecule synthesis.

General Information

CAS No. 267221-90-9
Cat. No. CS-0111129
Purity ≥96%
MDL No. MFCD28098209
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₆H₄₈B₃NO₆
Molecular Weight 623.20
Synonym(s) Tris-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-amine
SMILES CC1(C(C)(OB(O1)C2=CC=C(C=C2)N(C3=CC=C(C=C3)B4OC(C)(C(C)(O4)C)C)C5=CC=C(C=C5)B6OC(C)(C(C)(O6)C)C)C)C

Computational Chemistry Data

TPSA 58.62
LogP 6.054
H_Acceptors 7
H_Donors 0
Rotatable_Bonds 6

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-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Tris(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amine

CAS No. 267221-90-9

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