tert-Butyl (4-ethynylphenyl)carbamate

Name: tert-Butyl (4-ethynylphenyl)carbamate
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CAS No. 317842-48-1
Cat. No. CS-0433541
Purity≥97%
MDL No.MFCD18207363

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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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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl (4-ethynylphenyl)carbamate|CS-0433541

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General Information

CAS No. 317842-48-1
Cat. No. CS-0433541
Purity ≥97%
MDL No. MFCD18207363
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₅NO₂
Molecular Weight 217.26
Synonym(s) tert-butyl 4-ethynylphenylcarbamate
SMILES O=C(OC(C)(C)C)NC1=CC=C(C#C)C=C1

Description

tert-Butyl (4-ethynylphenyl)carbamate features a terminal alkyne group conjugated to an aromatic ring, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC). The tert-butyl carbamate moiety provides stable protection for primary amines, facilitating downstream functionalization. This compound integrates readily into complex molecular architectures under mild reaction conditions.

Application

tert-Butyl (4-ethynylphenyl)carbamate serves as a stable, bench-ready building block for the synthesis of functionalized arylacetylenes. The tert-butyl carbamate group provides orthogonal protection for amines, enabling selective transformations in complex molecular settings. The terminal alkyne moiety facilitates efficient copper-catalyzed coupling reactions, including Sonogashira and click-type protocols, making it a versatile reagent for constructing conjugated systems and heterocyclic scaffolds in medicinal chemistry and materials science.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 38.33
LogP 3.0149
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Alkyne

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Life Science Click Chemistry Reagents Alkyne

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

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tert-Butyl (4-ethynylphenyl)carbamate

CAS No. 317842-48-1

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