Lot numbers can be found on the outside label of a product:
2-(Hydroxymethyl)cyclopent-2-en-1-one
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CAS No. 68882-71-3
- Cat. No. CS-0570228
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 68882-71-3
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General Information
- CAS No. 68882-71-3
- Cat. No. CS-0570228
- Purity ≥98%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₈O₂
- Molecular Weight 112.13
- Synonym(s) None
- SMILES C1CC(=O)C(=C1)CO
Description
2-(Hydroxymethyl)cyclopent-2-en-1-one features a conjugated enone system paired with a pendant hydroxymethyl group, enabling facile functionalization. This scaffold integrates readily into synthetic sequences requiring electrophilic or nucleophilic handles, offering versatility in heterocycle construction and natural product synthesis.
Application
2-(Hydroxymethyl)cyclopent-2-en-1-one serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized cyclopentane scaffolds. Its enone functionality supports Michael additions and conjugate reductions, while the pendant hydroxymethyl group offers direct handle for oxidation, protection, or coupling reactions. Bench-stable and compatible with standard purification methods, it facilitates rapid diversification in medicinal chemistry and natural product synthesis workflows.
Synthesis
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Route1
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50-00-0 -
In-stock
930-30-3 - ~95%
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In-stock
68882-71-3
References
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Bonazzi, Simone; Binaghi, Massimo; Fellay, Cindy; Wach, Jean-Yves; Gademann, Karl Synthesis, 2010 , # 4 art. no. T17809SS, p. 631 - 642
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Route2
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![6,7-Dihydrocyclopenta[d][1,3]dioxin-5(4H)-one|CS-0339792](https://file.chemscene.com/productPIC/CS-0339792.gif)
102306-78-5 - ~90%
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In-stock
68882-71-3
References
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Smith, Amos B.; Dorsey, Bruce D.; Ohba, Masashi; Lupo, Andrew T.; Malamas, Michael S. Journal of Organic Chemistry, 1988 , vol. 53, # 18 p. 4314 - 4325
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Route3
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In-stock
769-78-8 - ~33%
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In-stock
68882-71-3
References
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Kerr, William J.; McLaughlin, Mark; Pauson, Peter L.; Robertson, Sarah M. Chemical Communications, 1999 , # 21 p. 2171 - 2172
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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-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 37.3
- LogP 0.268
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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