Lot numbers can be found on the outside label of a product:
2-(Benzyloxy)-4-iodophenol
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CAS No. 289471-92-7
- Cat. No. CS-0527518
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 289471-92-7
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General Information
- CAS No. 289471-92-7
- Cat. No. CS-0527518
- Purity ≥98%
- MDL No. None
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₁₁IO₂
- Molecular Weight 326.13
- Synonym(s) 2-Benzyloxy-4-iodophenol
- SMILES OC1=CC=C(I)C=C1OCC2=CC=CC=C2
Description
2-(Benzyloxy)-4-iodophenol features a benzyl ether-protected phenolic hydroxyl group paired with an iodine substituent at the para position, enabling direct functionalization via cross-coupling. The electron-rich aromatic system enhances reactivity in palladium-catalyzed transformations, while the bench-stable nature simplifies handling and integration into multi-step syntheses.
Application
2-(Benzyloxy)-4-iodophenol serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to biaryl architectures. The ortho-iodo group facilitates reliable cross-coupling under palladium catalysis, while the benzyloxy functionality provides stability and orthogonal protection. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for medicinal chemistry and process development workflows.
Synthesis
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Route1
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In-stock
6272-38-4 - ~57%
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In-stock
289471-92-7
References
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Caldwell, Stuart T.; Crozier, Alan; Hartley, Richard C. Tetrahedron, 2000 , vol. 56, # 24 p. 4101 - 4106
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Route2
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100-44-7 - ~%
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In-stock
289471-92-7
References
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Chen, Bin; Baumeister, Ute; Pelzl, Gerhard; Das, Malay Kumar; Zeng, Xiangbing; Ungar, Goran; Tschierske, Garsten Journal of the American Chemical Society, 2005 , vol. 127, # 47 p. 16578 - 16591
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Route3
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120-80-9
- ~%
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In-stock
289471-92-7
References
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Chen, Bin; Baumeister, Ute; Pelzl, Gerhard; Das, Malay Kumar; Zeng, Xiangbing; Ungar, Goran; Tschierske, Garsten Journal of the American Chemical Society, 2005 , vol. 127, # 47 p. 16578 - 16591
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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 29.46
- LogP 3.5758
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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