Lot numbers can be found on the outside label of a product:
(2-Bromo-5-iodophenyl)methanol
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CAS No. 946525-30-0
- Cat. No. CS-0031364
- Purity≥98%
- MDL No.MFCD11044842
*For research and further manufacturing use only, not for direct human use.
Structure of 946525-30-0
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General Information
- CAS No. 946525-30-0
- Cat. No. CS-0031364
- Purity ≥98%
- MDL No. MFCD11044842
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₆BrIO
- Molecular Weight None
- Synonym(s) 2-BROMO-5-IODOBENZYLALCOHOL
- SMILES OCC1=CC(I)=CC=C1Br
Description
(2-Bromo-5-iodophenyl)methanol features a dual halogenated aromatic core with bromine at the ortho position and iodine at the para position relative to the methanol group. This configuration enables selective cross-coupling reactions in transition-metal-catalyzed transformations, particularly in the synthesis of complex biaryl architectures. The benzylic alcohol functionality provides a handle for derivatization, including oxidation to aldehydes or esterification. The compound exhibits bench-stable handling under standard conditions and is compatible with palladium-catalyzed coupling protocols.
Application
(2-Bromo-5-iodophenyl)methanol serves as a versatile building block for Suzuki-Miyaura and Negishi coupling reactions, enabling the construction of biaryl scaffolds under mild conditions. The molecule exhibits good bench stability and compatibility with common protecting groups, facilitating efficient functionalization in late-stage diversification. Its orthogonal halogen reactivity profile supports sequential cross-coupling strategies in medicinal chemistry and materials synthesis.
Synthesis
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Route1
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In-stock
25252-00-0 - ~%
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In-stock
946525-30-0
References
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Boehringer Ingelheim Vetmedica GmbH; ECKHARDT, Matthias; BUTZ, Tanja; HIMMELSBACH, Frank; MARTIN, Hans-Juergen Patent: US2014/31540 A1, 2014 ; Location in patent: Paragraph 0072; 0073; 0074 ;
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Route2
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1261570-98-2 - ~%
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In-stock
946525-30-0
References
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BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH and CO. KG Patent: WO2007/93610 A1, 2007 ; Location in patent: Page/Page column 28 ;
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Route3
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In-stock
1032231-24-5 - ~27%
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In-stock
946525-30-0
References
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GLAXO GROUP LIMITED; JOHNS, Brian Alvin; SHOTWELL, John Brad; HAIGH, David Patent: WO2012/67663 A1, 2012 ; Location in patent: Page/Page column 127 ;
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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-H319
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Precautionary Statements : P264-P270-P280-P301+P310-P305+P351+P338-P330-P337+P313-P501
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Quality Control
Computational Chemistry Data
- TPSA 20.23
- LogP 2.546
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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