Lot numbers can be found on the outside label of a product:
(E/Z)-Geranylacetone
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CAS No. 689-67-8
- Cat. No. CS-0144246
- Purity≥97%
- MDL No.MFCD00008910
*For research and further manufacturing use only, not for direct human use.
Structure of 689-67-8
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General Information
- CAS No. 689-67-8
- Cat. No. CS-0144246
- Purity ≥97%
- MDL No. MFCD00008910
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₂₂O
- Molecular Weight 194.31
- Synonym(s) 6,10-Dimethylundeca-5,9-dien-2-one; Dihydropseudoionone
- SMILES C/C(C)=C\CC/C(C)=C/CCC(C)=O
Description
(E/Z)-Geranylacetone is a versatile terpenoid ketone featuring conjugated enone functionality, enabling direct participation in Michael additions and aldol condensations. This bifunctional scaffold integrates seamlessly into natural product synthesis and serves as a key building block for bioactive molecules.
Application
(E/Z)-Geranylacetone serves as a versatile C10 building block for terpene-derived scaffolds, enabling efficient access to functionalized isoprenoid frameworks. Its conjugated enone system facilitates Michael additions and Diels-Alder reactions under mild conditions, while the terminal olefin supports selective hydrogenation or cross-coupling. Bench-stable and readily purified by distillation, it functions effectively in multistep syntheses requiring controlled reactivity and orthogonal functionality.
Synthesis
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Route1
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134451-02-8 -
87887-37-4
- ~88%
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In-stock
689-67-8
References
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Mignani, G.; Morel, D.; Grass, F. Tetrahedron Letters, 1987 , vol. 28, # 45 p. 5505 - 5508
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Route2
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50373-44-9
- ~33%
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In-stock
689-67-8
References
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Schlatter, Alain; Woggon, Wolf-D. Advanced Synthesis and Catalysis, 2008 , vol. 350, # 7-8 p. 995 - 1000
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Route3
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In-stock
78-70-6 -
116-11-0
- ~95%
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In-stock
689-67-8
References
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DSM IP ASSETS B.V.; BONRATH, Werner; KUENZI, Rolf; AQUINO, Fabrice Patent: WO2010/46199 A2, 2010 ; Location in patent: Page/Page column 4-5 ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07,GHS09
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Signal Word : Warning
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UN#: 3082
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Class : 9
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Packing Group : Ⅲ
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Hazard Statements : H315-H411
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Precautionary Statements : P264-P273-P280-P302+P352-P362+P364-P391-P501
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Quality Control
Computational Chemistry Data
- TPSA 17.07
- LogP 4.0483
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 6
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Key Words
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