Lot numbers can be found on the outside label of a product:
4'-Bromo-2'-hydroxyacetophenone
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CAS No. 30186-18-6
- Cat. No. CS-W003081
- Purity≥98%
- MDL No.MFCD03428533
*For research and further manufacturing use only, not for direct human use.
Structure of 30186-18-6
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General Information
- CAS No. 30186-18-6
- Cat. No. CS-W003081
- Purity ≥98%
- MDL No. MFCD03428533
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₇BrO₂
- Molecular Weight 215.05
- Synonym(s) 2-Acetyl-5-bromophenol; 4'-Bromo-2'-hydroxyacetophenone
- SMILES CC(C1=C(O)C=C(Br)C=C1)=O
Description
4'-Bromo-2'-hydroxyacetophenone features a bromine substituent at the para position and a phenolic hydroxyl group ortho to the acetyl function, creating a bifunctional scaffold for derivatization. This electron-deficient aryl ketone exhibits enhanced reactivity in nucleophilic substitution and transition-metal-catalyzed coupling reactions. The hydroxyl group enables direct conjugation or protection strategies in synthetic sequences. Its bench-stable nature facilitates handling under standard conditions.
Application
4'-Bromo-2'-hydroxyacetophenone serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzofuran and chromone scaffolds. Its bromo group facilitates palladium-catalyzed cross-coupling reactions, while the ortho-hydroxyl and ketone functionalities support intramolecular cyclizations and metal-directed functionalizations. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for multi-step synthetic sequences.
Synthesis
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Route1
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In-stock
35065-86-2 - ~97%
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In-stock
30186-18-6
References
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Bristol-Myers Squibb Company Patent: US2009/202478 A1, 2009 ; US 20090202478 A1
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Route2
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591-20-8 -
108-24-7
- ~81%
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In-stock
30186-18-6
References
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DAC S.r.l. Patent: EP2110377 A1, 2009 ; Location in patent: Page/Page column 15 ;
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Route3
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75-16-1
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In-stock
288067-35-6 - ~70%
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In-stock
30186-18-6
References
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BAYER PHARMACEUTICALS CORPORATION Patent: WO2005/14566 A1, 2005 ; Location in patent: Page/Page column 61 ;
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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
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Precautionary Statements : P264-P270-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 37.3
- LogP 2.3573
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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