Lot numbers can be found on the outside label of a product:
tert-Butyl (E)-but-2-enoate
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CAS No. 79218-15-8
- Cat. No. CS-0199682
- Purity≥97%
- MDL No.MFCD00059055
*For research and further manufacturing use only, not for direct human use.
Structure of 79218-15-8
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General Information
- CAS No. 79218-15-8
- Cat. No. CS-0199682
- Purity ≥97%
- MDL No. MFCD00059055
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₁₄O₂
- Molecular Weight 142.20
- Synonym(s) Crotonic Acid tert-Butyl Ester
- SMILES C/C=C/C(=O)OC(C)(C)C
Description
tert-Butyl (E)-but-2-enoate is a bench-stable, moisture-tolerant acrylate ester featuring a conjugated trans double bond. This configuration enhances geometric stability and enables reliable participation in cross-coupling and cycloaddition reactions. The tert-butyl group provides steric protection and facilitates clean deprotection under mild acidic conditions.
Application
tert-Butyl (E)-but-2-enoate serves as a stable, bench-ready acrylate equivalent, enabling efficient Michael additions and [2+2] cycloadditions. Its (E)-configured double bond exhibits predictable stereochemistry in conjugate additions, while the tert-butyl ester facilitates straightforward hydrolysis to the corresponding carboxylic acid. The compound demonstrates excellent functional group tolerance and is readily purified by column chromatography, making it ideal for use in complex molecule synthesis and heterocycle construction.
Synthesis
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Route1
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In-stock
1694-31-1 - ~52%
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In-stock
79218-15-8
References
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Yang, Dan; Zhang, Yu-Hui; Li, Bing; Zhang, Dan-Wei Journal of Organic Chemistry, 2004 , vol. 69, # 22 p. 7577 - 7581
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Route2
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4894-61-5 - ~%
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In-stock
79218-15-8
References
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US5773610 A1, ;
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Route3
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In-stock
27784-76-5 -
75-07-0
- ~95%
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In-stock
79218-15-8
References
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Davies, Stephen G.; Mulvaney, Andrew W.; Russell, Angela J.; Smith, Andrew D. Tetrahedron Asymmetry, 2007 , vol. 18, # 13 p. 1554 - 1566
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS02,GHS05
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Signal Word : Danger
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UN#: 3272
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Class : 3
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Packing Group : Ⅲ
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Hazard Statements : H226-H318
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Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P370+P378-P501
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Quality Control
Computational Chemistry Data
- TPSA 26.3
- LogP 1.9042
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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