Lot numbers can be found on the outside label of a product:
Bicyclo[4.2.0]octa-1,3,5-trien-7-one
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CAS No. 3469-06-5
- Cat. No. CS-W022591
- Purity≥96%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
![Bicyclo[4.2.0]octa-1,3,5-trien-7-one|CS-W022591](https://file.chemscene.com/productPIC/CS-W022591.gif)
Structure of 3469-06-5
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General Information
- CAS No. 3469-06-5
- Cat. No. CS-W022591
- Purity ≥96%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₆O
- Molecular Weight 118.13
- Synonym(s) Bicyclo[4.2.0]octa-1(6),2,4-triene-7-one
- SMILES C1=CC=CC2=C1CC2=O
Description
Bicyclo[4.2.0]octa-1,3,5-trien-7-one features a rigid, electron-deficient tricyclic framework that enables selective Diels-Alder cycloadditions. The ketone at the 7-position enhances reactivity and serves as a handle for downstream functionalization. This compound delivers high regiocontrol in inverse-electron-demand processes and is stable under standard bench conditions.
Application
Bicyclo[4.2.0]octa-1,3,5-trien-7-one serves as a versatile synthon in synthetic organic chemistry, enabling efficient access to complex carbocyclic architectures. Its conjugated triene system and ketone functionality support Diels-Alder reactions, electrophilic additions, and functional group interconversions under mild conditions. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows and the construction of bioactive scaffolds in medicinal chemistry.
Synthesis
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Route1
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38382-55-7 -
624-48-6
- ~%
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In-stock
3469-06-5
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36112-45-5
References
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Tetrahedron Letters, , vol. 25, # 21 p. 2201 - 2204
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Route2
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38382-55-7
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75-87-6
- ~%
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In-stock
3469-06-5
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91416-31-8
References
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Tetrahedron Letters, , vol. 25, # 21 p. 2201 - 2204
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Route3
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38382-55-7
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In-stock
624-49-7 - ~%
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In-stock
3469-06-5
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91416-33-0
References
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Tetrahedron Letters, , vol. 25, # 21 p. 2201 - 2204
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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 : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 17.07
- LogP 1.4254
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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