Lot numbers can be found on the outside label of a product:
Methyl 4-iodo-3-methoxybenzoate
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CAS No. 35387-92-9
- Cat. No. CS-0045004
- Purity≥98%
- MDL No.MFCD07367493
*For research and further manufacturing use only, not for direct human use.
Structure of 35387-92-9
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General Information
- CAS No. 35387-92-9
- Cat. No. CS-0045004
- Purity ≥98%
- MDL No. MFCD07367493
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₉IO₃
- Molecular Weight 292.07
- Synonym(s) METHYL-4-IODO-3-METHOXY BENZOATE
- SMILES O=C(OC)C1=CC=C(I)C(OC)=C1
Description
Methyl 4-iodo-3-methoxybenzoate features a strategically positioned iodine atom enabling direct cross-coupling reactions, while the ortho-methoxy group enhances solubility and stabilizes reaction intermediates. This bench-stable ester integrates readily into complex molecular architectures under standard conditions.
Application
Methyl 4-iodo-3-methoxybenzoate serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient access to substituted aromatic scaffolds. The iodide group facilitates reliable Suzuki, Stille, and Negishi couplings, while the methoxy and ester functionalities offer orthogonal reactivity and stability under standard reaction conditions. This compound exhibits excellent bench stability and is readily purified by flash chromatography, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.
Synthesis
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Route1
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In-stock
41608-64-4 - ~91%
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In-stock
35387-92-9
References
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SCHERING CORPORATION; ZHU, Zhaoning; GREENLEE, William, J.; LI, Hongmei; VICAREL, Monica, L.; QIN, Jun; DHONDI, Pawan, Kumar; HUANG, Xianhai; PALANI, Anandan; LIU, Xiaoxiang; SUN, Zhong-Yue; JOSIEN, Hubert B.; XU, Ruo; COLE, David, James; BURNETT, Duane, A.; BENNETT, Chad, E.; MCCRACKEN, Troy, M.; MACCOSS, Malcolm Patent: WO2010/56722 A1, 2010 ; Location in patent: Page/Page column 361 ; WO 2010/056722 A1
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Route2
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In-stock
58123-77-6 -
74-88-4 - ~96%
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In-stock
35387-92-9
References
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Peyrard, Lisa; Chierici, Sabine; Pinet, Sandra; Batat, Pinar; Jonusauskas, Gediminas; Pinaud, Noel; Meyrand, Pierre; Gosse, Isabelle Organic and Biomolecular Chemistry, 2011 , vol. 9, # 24 p. 8489 - 8494
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Route3
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In-stock
58123-77-6
- ~%
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In-stock
35387-92-9
References
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US2010/113512 A1, ; US 20100113512 A1
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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 35.53
- LogP 2.0864
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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