Lot numbers can be found on the outside label of a product:
Methyl 3-(4-iodophenyl)propanoate
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CAS No. 33994-44-4
- Cat. No. CS-0142972
- Purity≥98%
- MDL No.MFCD18399500
*For research and further manufacturing use only, not for direct human use.
Structure of 33994-44-4
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General Information
- CAS No. 33994-44-4
- Cat. No. CS-0142972
- Purity ≥98%
- MDL No. MFCD18399500
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₁IO₂
- Molecular Weight 290.10
- Synonym(s) None
- SMILES O=C(OC)CCC1=CC=C(I)C=C1
Description
Methyl 3-(4-iodophenyl)propanoate is a bench-stable, moisture-tolerant aryl iodide featuring a polar ester handle. This compound integrates seamlessly into cross-coupling reactions, enabling efficient C–C bond formation under standard conditions. The para-iodinated aromatic ring pairs with the electron-deficient ester group to deliver high reactivity in Pd-catalyzed transformations.
Application
Methyl 3-(4-iodophenyl)propanoate serves as a versatile building block in palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and extended π-conjugated systems. The iodophenyl moiety provides high reactivity in Suzuki, Stille, and Negishi couplings, while the ester group offers stability and compatibility with diverse reaction conditions. Its bench-stable nature and straightforward purification facilitate integration into multi-step syntheses of pharmaceutical intermediates and functional materials.
Synthesis
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Route1
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67-56-1 -
In-stock
1643-29-4 - ~96%
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In-stock
33994-44-4
References
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Rosen, Brad M.; Wilson, Daniela A.; Wilson, Christopher J.; Peterca, Mihai; Won, Betty C.; Huang, Chenghong; Lipski, Linda R.; Zeng, Xiangbing; Ungar, Goran; Heiney, Paul A.; Percec, Virgil Journal of the American Chemical Society, 2009 , vol. 131, # 47 p. 17500 - 17521
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Route2
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In-stock
1643-29-4
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18107-18-1
- ~%
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In-stock
33994-44-4
References
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IRM LLC; NOVARTIS AG. Patent: WO2009/111337 A1, 2009 ; Location in patent: Page/Page column 209 ; WO 2009/111337 A1
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Route3
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186581-53-3
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In-stock
1643-29-4
- ~%
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In-stock
33994-44-4
References
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Taylor,E.C. et al. Journal of the American Chemical Society, 1971 , vol. 93, # 19 p. 4845 - 4850
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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-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 26.3
- LogP 2.3968
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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