Lot numbers can be found on the outside label of a product:
3-Bromo-4-methylanisole
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CAS No. 36942-56-0
- Cat. No. CS-W003833
- Purity≥98%
- MDL No.MFCD12547797
*For research and further manufacturing use only, not for direct human use.
Structure of 36942-56-0
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General Information
- CAS No. 36942-56-0
- Cat. No. CS-W003833
- Purity ≥98%
- MDL No. MFCD12547797
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₉BrO
- Molecular Weight 201.06
- Synonym(s) 2-Bromo-4-methoxy-1-methylbenzene; 3-Bromo-4-methylanisole
- SMILES COc1ccc(c(c1)Br)C
Description
3-Bromo-4-methylanisole features a bromine substituent at the meta position relative to the methoxy group, delivering enhanced reactivity in cross-coupling processes. The para-methyl group imparts steric and electronic modulation, improving selectivity in palladium-catalyzed transformations. This bench-stable aryl halide integrates seamlessly into complex molecule assembly under standard conditions.
Application
3-Bromo-4-methylanisole serves as a versatile aryl building block in medicinal chemistry and process development, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. Its bromo group exhibits high reactivity under standard conditions, while the methoxy and methyl substituents provide orthogonal functionalization potential and enhanced solubility. The compound demonstrates excellent bench stability and is readily purified by distillation or column chromatography, facilitating integration into multi-step syntheses of bioactive heterocycles and pharmaceutical intermediates.
Synthesis
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Route1
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In-stock
50868-72-9 - ~37%
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In-stock
36942-56-0
References
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TargeGen, Inc. Patent: US2005/245524 A1, 2005 ; Location in patent: Page/Page column 98 ; US 20050245524 A1
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Route2
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42194-65-0 -
7726-95-6
- ~99%
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In-stock
36942-56-0
References
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Gupta, B. D.; Kumar, Manoj; Roy, Sujit Inorganic Chemistry, 1989 , vol. 28, p. 11 - 18
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Route3
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In-stock
60710-39-6 -
74-88-4
- ~85%
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In-stock
36942-56-0
References
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Wagner, Peter J.; Wang, Lingling Organic Letters, 2006 , vol. 8, # 4 p. 645 - 647
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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 9.23
- LogP 2.76612
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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