Lot numbers can be found on the outside label of a product:
1-Chloro-3-(triphenylphosphoranylidene)-2-propanone
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CAS No. 13605-66-8
- Cat. No. CS-0309128
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 13605-66-8
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General Information
- CAS No. 13605-66-8
- Cat. No. CS-0309128
- Purity ≥97%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₂₁H₁₈ClOP
- Molecular Weight 352.79
- Synonym(s) 2-Propanone, 1-chloro-3-(triphenylphosphoranylidene)-
- SMILES C1=CC=C(C=C1)P(=CC(=O)CCl)(C2=CC=CC=C2)C3=CC=CC=C3
Description
1-Chloro-3-(triphenylphosphoranylidene)-2-propanone is a phosphorus ylide reagent featuring a reactive carbonyl-stabilized dipolar structure. This bench-stable compound facilitates efficient Wittig-type olefination reactions, enabling the synthesis of α,β-unsaturated carbonyl systems with high stereoselectivity. The triphenylphosphine moiety enhances solubility and reaction control in organic media.
Application
1-Chloro-3-(triphenylphosphoranylidene)-2-propanone serves as a versatile Wittig reagent precursor, enabling efficient synthesis of α,β-unsaturated carbonyl compounds. Its stabilized phosphorus ylide structure provides excellent bench stability and predictable reactivity, facilitating high-yielding olefination reactions with aldehydes and ketones. The triphenylphosphine oxide byproduct is easily removed during workup, simplifying purification. This reagent functions reliably in standard organic synthesis workflows for constructing conjugated systems.
Synthesis
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Route1
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13605-65-7 - ~98%
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In-stock
13605-66-8
References
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Taillier, Catherine; Hameury, Thomas; Bellosta, Veronique; Cossy, Janine Tetrahedron, 2007 , vol. 63, # 21 p. 4472 - 4490
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Route2
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534-07-6
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603-35-0
- ~96%
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In-stock
13605-66-8
References
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Lanaspeze, Sebastien; Neier, Reinhard Monatshefte fur Chemie, 2005 , vol. 136, # 4 p. 597 - 607
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Route3
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603-35-0
- ~%
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In-stock
13605-66-8
References
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Tetrahedron, , vol. 61, # 28 p. 6871 - 6878
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05
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Signal Word : Danger
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UN#: 1759
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Class : 8
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Packing Group : Ⅲ
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Hazard Statements : H315-H318-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 17.07
- LogP 3.5906
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 5
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Key Words
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