1-Bromo-3,5-di-tert-butylbenzene

Name: 1-Bromo-3,5-di-tert-butylbenzene
Brand: ChemScene
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CAS No. 22385-77-9
Cat. No. CS-W012400
Purity≥98%
MDL No.MFCD00796945

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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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1-Bromo-3,5-di-tert-butylbenzene|CS-W012400

Structure of 22385-77-9

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General Information

CAS No. 22385-77-9
Cat. No. CS-W012400
Purity ≥98%
MDL No. MFCD00796945
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₁Br
Molecular Weight None
Synonym(s) 1-bromo-3,5-di-tert-butyl benzene; 1-Bromo-3,5-di-tert-butylbenzene
SMILES BrC1=CC(=CC(=C1)C(C)(C)C)C(C)(C)C

Description

1-Bromo-3,5-di-tert-butylbenzene features a sterically shielded aromatic core with bromine at the 1-position, enabling selective cross-coupling reactions. The two bulky tert-butyl groups confer exceptional stability and solubility in nonpolar media, while minimizing unwanted side reactions. This compound serves as a robust scaffold for synthesizing hindered biaryls and functionalized macrocycles under standard coupling conditions.

Application

1-Bromo-3,5-di-tert-butylbenzene serves as a sterically hindered aryl bromide for palladium-catalyzed cross-coupling reactions. The bulky tert-butyl groups confer exceptional bench stability and minimize undesired side reactions, enabling reliable coupling with boronic acids, amines, and thiols under standard conditions. Its orthogonal reactivity profile facilitates late-stage functionalization in complex molecule synthesis.

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 0
LogP 5.0441
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-3,5-di-tert-butylbenzene

CAS No. 22385-77-9

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