Lot numbers can be found on the outside label of a product:
(E)-4-Hydroxycrotonic acid
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CAS No. 24587-49-3
- Cat. No. CS-0020662
- Purity95+%
- MDL No.MFCD00673880
*For research and further manufacturing use only, not for direct human use.
Structure of 24587-49-3
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General Information
- CAS No. 24587-49-3
- Cat. No. CS-0020662
- Purity 95+%
- MDL No. MFCD00673880
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₄H₆O₃
- Molecular Weight 102.09
- Synonym(s) trans-4-Hydroxycrotonic acid; trans-γ-Hydroxycrotonic acid; T‐HCA
- SMILES O=C(O)/C=C/CO
Description
(E)-4-Hydroxycrotonic acid features a conjugated enol system stabilized by resonance, enabling direct participation in Michael additions and aldol condensations. This bench-stable, moisture-tolerant reagent integrates readily into synthetic sequences requiring α,β-unsaturated carbonyl motifs.
Application
(E)-4-Hydroxycrotonic acid serves as a versatile building block for synthesizing α,β-unsaturated carbonyl systems and functionalized heterocycles. Its conjugated enol functionality enables reliable Michael additions, aldol condensations, and cyclization reactions under mild conditions. The molecule exhibits good bench stability and facilitates straightforward purification via recrystallization or distillation, making it well-suited for iterative synthetic workflows in medicinal chemistry and natural product synthesis.
Synthesis
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Route1
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88239-39-8 - ~77%
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In-stock
24587-49-3
References
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Tetrahedron, , vol. 45, # 24 p. 7783 - 7794
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Route2
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In-stock
37746-78-4 - ~%
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In-stock
24587-49-3
References
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Journal of the American Chemical Society, , vol. 62, p. 355
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Route3
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In-stock
13991-36-1 - ~68%
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In-stock
24587-49-3
References
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Journal of Medicinal Chemistry, , vol. 31, # 5 p. 893 - 897
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 57.53
- LogP -0.3805
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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