Lot numbers can be found on the outside label of a product:
Methyl 2-(2-iodophenyl)acetate
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CAS No. 66370-75-0
- Cat. No. CS-0132055
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 66370-75-0
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General Information
- CAS No. 66370-75-0
- Cat. No. CS-0132055
- Purity ≥98%
- MDL No. None
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₉IO₂
- Molecular Weight 276.07
- Synonym(s) None
- SMILES O=C(OC)CC1=CC=CC=C1I
Description
Methyl 2-(2-iodophenyl)acetate is a bench-stable aryl iodide derivative featuring a strategically positioned ester group. This combination enables direct functionalization in cross-coupling reactions, serving as a key intermediate for synthesizing biaryl scaffolds. The para-iodo substitution enhances reactivity in palladium-catalyzed transformations while the ester moiety provides a handle for downstream derivatization.
Application
Methyl 2-(2-iodophenyl)acetate serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation at the ortho-position of the phenyl ring. Its iodide functionality exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the ester group provides orthogonal handle for further functionalization. The compound demonstrates excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.
Synthesis
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Route1
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67-56-1 -
In-stock
18698-96-9 - ~99%
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In-stock
66370-75-0
References
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Lachia, Mathilde; Jung, Pierre M.J.; De Mesmaeker, Alain Tetrahedron Letters, 2012 , vol. 53, # 34 p. 4514 - 4517
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Route2
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In-stock
18698-96-9
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18107-18-1
- ~99%
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In-stock
66370-75-0
References
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MERCK and CO., INC. Patent: WO2008/51532 A1, 2008 ; Location in patent: Page/Page column 46 ;
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Route3
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67-56-1
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52470-94-7
- ~83%
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In-stock
66370-75-0
References
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Deville, Jay P; Behar, Victor Organic letters, 2002 , vol. 4, # 8 p. 1403 - 1405
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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 26.3
- LogP 2.0067
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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