Ethyl 4-bromobut-2-ynoate

Name: Ethyl 4-bromobut-2-ynoate
Brand: ChemScene
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CAS No. 39595-70-5
Cat. No. CS-0964527
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Description

Ethyl 4-bromobut-2-ynoate is a versatile alkynyl ester featuring a terminal alkyne and bromine-bearing carbon, enabling efficient coupling reactions. This moisture-tolerant reagent integrates readily into Sonogashira and Suzuki-Miyaura protocols, delivering functionalized intermediates with high fidelity under standard conditions.

Application

Ethyl 4-bromobut-2-ynoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted pyrroles, indoles, and other nitrogen-containing heterocycles via transition-metal-catalyzed cyclizations. The molecule combines a terminal alkyne with a bromo-substituted β-carbon, allowing for orthogonal functionalization through Sonogashira coupling or nucleophilic substitution. Its bench-stable nature and compatibility with common protecting groups make it ideal for multi-step synthesis workflows in medicinal chemistry and materials science.

General Information

CAS No. 39595-70-5
Cat. No. CS-0964527
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇BrO₂
Molecular Weight 191.02
Synonym(s) None
SMILES O=C(C#CCBr)OCC

Computational Chemistry Data

TPSA 26.3
LogP 0.9478
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3265
Class : 8	Packing Group : Ⅲ
Hazard Statements : H227-H314-H335
Precautionary Statements : P210-P260-P261-P264-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P370+P378-P403-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Fatty chain 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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Ethyl 4-bromobut-2-ynoate

CAS No. 39595-70-5

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