Tert-butyl (2e)-4-bromobut-2-enoate

Name: Tert-butyl (2e)-4-bromobut-2-enoate
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CAS No. 86606-04-4
Cat. No. CS-0246852
Purity≥95%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Tert-butyl (2e)-4-bromobut-2-enoate|CS-0246852

Structure of 86606-04-4

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General Information

CAS No. 86606-04-4
Cat. No. CS-0246852
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₃BrO₂
Molecular Weight 221.09
Synonym(s) (E)-tert-Butyl 4-bromobut-2-enoate
SMILES CC(C)(C)OC(=O)/C=C/CBr

Description

Tert-butyl (2E)-4-bromobut-2-enoate features a stereodefined (E)-configured double bond flanked by a bromine substituent and a tert-butyl ester group. This configuration imparts enhanced stability and predictable reactivity in cross-coupling processes. The molecule serves as a key building block for synthesizing functionalized alkenes, particularly in the construction of complex carbocycles and heterocycles under mild reaction conditions.

Application

Tert-butyl (2E)-4-bromobut-2-enoate serves as a versatile building block in synthetic organic chemistry, enabling stereoselective conjugate additions and cross-coupling reactions. The E-configured enoate moiety provides predictable reactivity in palladium-catalyzed transformations, while the tert-butyl ester offers excellent bench stability and ease of purification. This compound functions effectively in the synthesis of functionalized alkenes and heterocyclic scaffolds relevant to medicinal chemistry and process development.

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 26.3
LogP 2.2792
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Olefins

Building Blocks Functional Group Bromide

Key Words

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Tert-butyl (2e)-4-bromobut-2-enoate

CAS No. 86606-04-4

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