(E)-4-(Thiophen-2-yl)but-3-en-2-one

Name: (E)-4-(Thiophen-2-yl)but-3-en-2-one
Brand: ChemScene
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CAS No. 33603-63-3
Cat. No. CS-0369516
Molecule weight152.21
Purity≥98%
MDL No.MFCD00053051

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(E)-4-(Thiophen-2-yl)but-3-en-2-one|CS-0369516

Structure of 33603-63-3

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General Information

CAS No. 33603-63-3
Cat. No. CS-0369516
Purity ≥98%
MDL No. MFCD00053051
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈OS
Molecular Weight 152.21
Synonym(s) trans-4-(2-Thienyl)-3-buten-2-one
SMILES CC(/C=C/C1=CC=CS1)=O

Description

(E)-4-(Thiophen-2-yl)but-3-en-2-one features a conjugated enone system linked to a thiophene ring, enabling efficient participation in cross-coupling and cycloaddition reactions. The planar (E)-configuration enhances electronic delocalization, while the thiophene moiety provides robust stability and favorable solubility in organic solvents. This structure serves as a key building block for functionalized heterocycles and advanced materials synthesis under standard conditions.

Application

(E)-4-(Thiophen-2-yl)but-3-en-2-one serves as a versatile synthetic building block for constructing biologically relevant heterocycles and conjugated systems. Its α,β-unsaturated ketone functionality enables reliable Michael additions, Diels-Alder reactions, and palladium-catalyzed couplings. The thiophene moiety enhances electronic delocalization and provides orthogonal reactivity, while the (E)-configuration ensures predictable stereochemical outcomes. Bench-stable and readily purified by flash chromatography, it functions efficiently in multi-step syntheses of pharmaceutical intermediates and functional materials.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 17.07
LogP 2.3503
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Olefins

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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(E)-4-(Thiophen-2-yl)but-3-en-2-one

CAS No. 33603-63-3

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