Lot numbers can be found on the outside label of a product:
2-Bromo-5-methylphenol
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CAS No. 14847-51-9
- Cat. No. CS-W003766
- Purity≥98%
- MDL No.MFCD11100989
*For research and further manufacturing use only, not for direct human use.
Structure of 14847-51-9
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General Information
- CAS No. 14847-51-9
- Cat. No. CS-W003766
- Purity ≥98%
- MDL No. MFCD11100989
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₇BrO
- Molecular Weight 187.03
- Synonym(s) Phenol, 2-bromo-5-methyl-
- SMILES CC1=CC(O)=C(Br)C=C1
Description
2-Bromo-5-methylphenol features a bromine atom at the ortho position relative to the hydroxyl group and a methyl substituent at the para position, creating a sterically hindered, electron-deficient aromatic system. This configuration enhances its reactivity in palladium-catalyzed cross-coupling processes while maintaining bench stability under standard conditions.
Application
2-Bromo-5-methylphenol serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted aromatic scaffolds. Its bromine and phenolic hydroxyl groups provide orthogonal reactivity for palladium-catalyzed cross-coupling and electrophilic functionalization. The methyl group enhances lipophilicity and offers a handle for further derivatization. This compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry campaigns and process-scale synthesis.
Synthesis
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Route1
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2835-98-5 - ~19%
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In-stock
14847-51-9
References
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Murugesan, Natesan; Tellew, John E.; Macor, Jhon E.; Gu, Zhengxiang Patent: US2002/143024 A1, 2002 ; US 20020143024 A1 Title/Abstract Full Text Show Details Bristol-Myers Squibb Co. Patent: US6638937 B2, 2003 ;
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Route2
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108-39-4 - ~8%
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In-stock
14472-14-1 -
In-stock
14847-51-9
References
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Tetrahedron Letters, , vol. 38, # 27 p. 4865 - 4868
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Route3
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In-stock
700-38-9 - ~%
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In-stock
14847-51-9
References
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Journal of the American Chemical Society, , vol. 55, p. 3879,3882
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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 20.23
- LogP 2.46312
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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