tert-Butyl 2-(4-bromophenyl)propan-2-ylcarbamate

Name: tert-Butyl 2-(4-bromophenyl)propan-2-ylcarbamate
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CAS No. 214973-83-8
Cat. No. CS-0038919
Purity≥96%
MDL No.MFCD16619489

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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tert-Butyl 2-(4-bromophenyl)propan-2-ylcarbamate|CS-0038919

Structure of 214973-83-8

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General Information

CAS No. 214973-83-8
Cat. No. CS-0038919
Purity ≥96%
MDL No. MFCD16619489
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₀BrNO₂
Molecular Weight 314.22
Synonym(s) [1-(4-Bromo-phenyl)-1-methyl-ethyl]-carbamic acid tert-butyl ester
SMILES O=C(OC(C)(C)C)NC(C)(C1=CC=C(Br)C=C1)C

Description

tert-Butyl 2-(4-bromophenyl)propan-2-ylcarbamate is a bench-stable, moisture-tolerant carbamate protecting group for amines, featuring a bulky tert-butyl moiety and a para-brominated phenyl ring. This combination enhances stability during synthetic manipulations while enabling selective deprotection under mild acidic conditions. The bromo substituent provides a handle for downstream functionalization via palladium-catalyzed cross-coupling reactions.

Application

tert-Butyl 2-(4-bromophenyl)propan-2-ylcarbamate serves as a stable, bench-ready building block for the synthesis of biaryl scaffolds and functionalized amine derivatives. The orthogonally protected amine facilitates selective transformations in multi-step sequences, while the para-bromo substituent enables palladium-catalyzed cross-coupling reactions, including Suzuki and Buchwald–Hartwig couplings. Its tert-butyl carbamate group offers excellent stability under standard reaction conditions and simplifies purification via routine chromatography or crystallization.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 41.82
LogP 4.4133
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl 2-(4-bromophenyl)propan-2-ylcarbamate

CAS No. 214973-83-8

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