tert-Butyl (4-bromo-2-methylphenyl)carbamate

Name: tert-Butyl (4-bromo-2-methylphenyl)carbamate
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CAS No. 306937-14-4
Cat. No. CS-0097878
Purity≥98%
MDL No.MFCD01765429

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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tert-Butyl (4-bromo-2-methylphenyl)carbamate|CS-0097878

Structure of 306937-14-4

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General Information

CAS No. 306937-14-4
Cat. No. CS-0097878
Purity ≥98%
MDL No. MFCD01765429
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₆BrNO₂
Molecular Weight 286.16
Synonym(s) tert-butyl N-(4-bromo-2-methylphenyl)carbamate
SMILES O=C(NC1=CC=C(C=C1C)Br)OC(C)(C)C

Description

tert-Butyl (4-bromo-2-methylphenyl)carbamate features a brominated, methyl-substituted phenyl scaffold with a robust tert-butyl carbamate protecting group. This combination enables stable incorporation into complex synthetic sequences, particularly in late-stage functionalization and transition-metal-catalyzed coupling processes. The electron-deficient aryl moiety enhances reactivity in palladium-mediated transformations, while the bench-stable protecting group simplifies handling and purification.

Application

tert-Butyl (4-bromo-2-methylphenyl)carbamate serves as a versatile building block in medicinal chemistry, enabling the introduction of a brominated aniline moiety with orthogonal protection. The carbamate group offers excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. Its compatibility with palladium-catalyzed cross-coupling reactions allows efficient construction of biaryl scaffolds, while the methyl and bromo substituents provide defined regiochemistry for further functionalization.

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 38.33
LogP 4.10452
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl (4-bromo-2-methylphenyl)carbamate

CAS No. 306937-14-4

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