tert-Butyl 4-bromobenzylcarbamate

Name: tert-Butyl 4-bromobenzylcarbamate
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CAS No. 68819-84-1
Cat. No. CS-W005364
Purity≥96%
MDL No.None

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FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl 4-bromobenzylcarbamate|CS-W005364

Structure of 68819-84-1

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Description

tert-Butyl 4-bromobenzylcarbamate features a brominated benzyl group attached to a carbamate moiety, enabling direct incorporation into Suzuki-Miyaura coupling reactions. The tert-butyl carbamate serves as a robust amine-protecting group, stable under a range of reaction conditions and readily removed via acidolysis. This compound facilitates the synthesis of functionalized anilines with high chemoselectivity and minimal side-product formation.

Application

tert-Butyl 4-bromobenzylcarbamate serves as a robust protecting group for primary amines, enabling selective functionalization in multi-step syntheses. The bromobenzyl moiety provides a versatile handle for subsequent cross-coupling reactions, including Suzuki and Stille couplings. Its stability under diverse reaction conditions and ease of removal via acidolysis make it ideal for iterative synthesis workflows.

General Information

CAS No. 68819-84-1
Cat. No. CS-W005364
Purity ≥96%
MDL No. None
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₆BrNO₂
Molecular Weight 286.16
Synonym(s) tert-Butyl N-(4-bromobenzyl)carbamate
SMILES O=C(OC(C)(C)C)NCC1=CC=C(Br)C=C1

Computational Chemistry Data

TPSA 38.33
LogP 3.4738
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

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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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl 4-bromobenzylcarbamate

CAS No. 68819-84-1

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