tert-butyl N-[4-bromo-2-(trifluoromethyl)phenyl]carbamate

Name: tert-butyl N-[4-bromo-2-(trifluoromethyl)phenyl]carbamate
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CAS No. 1393442-28-8
Cat. No. CS-0210391
Purity≥98%
MDL No.MFCD21170461

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tert-butyl N-[4-bromo-2-(trifluoromethyl)phenyl]carbamate|CS-0210391

Structure of 1393442-28-8

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General Information

CAS No. 1393442-28-8
Cat. No. CS-0210391
Purity ≥98%
MDL No. MFCD21170461
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₃BrF₃NO₂
Molecular Weight 340.14
Synonym(s) 2-Methyl-2-propanyl [4-bromo-2-(trifluoromethyl)phenyl]carbamate
SMILES CC(C)(OC(NC1=C(C(F)(F)F)C=C(Br)C=C1)=O)C

Description

tert-butyl N-[4-bromo-2-(trifluoromethyl)phenyl]carbamate is a bench-stable, moisture-tolerant building block featuring a brominated aryl group flanked by a trifluoromethyl substituent. This combination enables efficient late-stage diversification via cross-coupling reactions, particularly in palladium-catalyzed transformations. The tert-butyl carbamate moiety provides reliable protection for amine functionalities under standard reaction conditions.

Application

tert-butyl N-[4-bromo-2-(trifluoromethyl)phenyl]carbamate serves as a versatile building block in medicinal chemistry, enabling direct introduction of a bromo-trifluoromethyl aryl scaffold. The carbamate group provides bench stability and facilitates orthogonal deprotection, while the pendant bromide supports palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Buchwald–Hartwig transformations. Its functional group tolerance and compatibility with standard synthetic workflows make it well-suited for constructing complex heterocycles and API intermediates.

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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Computational Chemistry Data

TPSA 38.33
LogP 4.8149
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-butyl N-[4-bromo-2-(trifluoromethyl)phenyl]carbamate

CAS No. 1393442-28-8

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