Lot numbers can be found on the outside label of a product:
Methyl 3-hydroxy-4-iodobenzoate
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CAS No. 157942-12-6
- Cat. No. CS-W018915
- Purity≥97%
- MDL No.MFCD06203960
*For research and further manufacturing use only, not for direct human use.
Structure of 157942-12-6
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General Information
- CAS No. 157942-12-6
- Cat. No. CS-W018915
- Purity ≥97%
- MDL No. MFCD06203960
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₇IO₃
- Molecular Weight 278.04
- Synonym(s) METHYL-4-IODO-3-HYDROXY BENZOATE
- SMILES O=C(OC)C1=CC=C(I)C(O)=C1
Description
Methyl 3-hydroxy-4-iodobenzoate features a strategically positioned hydroxyl group and iodine atom on the aromatic ring, enabling selective cross-coupling reactions. This bench-stable ester integrates readily into complex molecular architectures, particularly in pharmaceutical and agrochemical synthesis where halogen-directed functionalization is required.
Application
Methyl 3-hydroxy-4-iodobenzoate serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to functionalized biaryls and heterocycles. The ortho-hydroxyl group provides a handle for directed metalation or protection, while the iodide facilitates reliable Suzuki, Stille, and Negishi couplings. Bench-stable and readily purified by column chromatography, it offers predictable reactivity in complex molecule assembly workflows.
Synthesis
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Route1
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In-stock
63435-16-5 - ~83%
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In-stock
157942-12-6
References
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Nguyen, Diem N.; Stump, Craig A.; Walsh, Eileen S.; Fernandes, Christine; Davide, Joseph P.; Ellis-Hutchings, Michelle; Robinson, Ronald G.; Williams, Theresa M.; Lobell, Robert B.; Huber, Hans E.; Buser, Carolyn A. Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 9 p. 1269 - 1273
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Route2
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67-56-1 -
In-stock
58123-77-6 - ~92%
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In-stock
157942-12-6
References
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Rankine, Damien; Avellaneda, Antonio; Doonan, Christian J.; Sumby, Christopher J.; Hill, Matthew R. Chemical Communications (Cambridge, United Kingdom), 2012 , vol. 48, # 83 p. 10328 - 10330,3
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Route3
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In-stock
58123-77-6
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104-15-4
- ~73%
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In-stock
157942-12-6
References
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GALDERMA RESEARCH and DEVELOPMENT Patent: US2010/144884 A1, 2010 ; Location in patent: Page/Page column 9 ;
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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 46.53
- LogP 1.7834
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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