1-(3-Bromo-2-hydroxy-5-methylphenyl)ethanone

Name: 1-(3-Bromo-2-hydroxy-5-methylphenyl)ethanone
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CAS No. 56609-15-5
Cat. No. CS-0434864
Molecule weight229.07
Purity≥98%
MDL No.None

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Excepted Quantity	$0.00
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1-(3-Bromo-2-hydroxy-5-methylphenyl)ethanone|CS-0434864

Structure of 56609-15-5

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General Information

CAS No. 56609-15-5
Cat. No. CS-0434864
Purity ≥98%
MDL No. None
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉BrO₂
Molecular Weight 229.07
Synonym(s) 3'-bromo-2'-hydroxy-5'-methylacetophenone
SMILES CC(C1=CC(C)=CC(Br)=C1O)=O

Description

1-(3-Bromo-2-hydroxy-5-methylphenyl)ethanone features a brominated phenolic scaffold with a ketone-linked ethyl group, enabling direct integration into Suzuki-Miyaura couplings and electrophilic functionalization sequences. The ortho-hydroxyl and para-methyl groups confer enhanced reactivity and solubility in polar organic media, while the bromine atom serves as a high-efficiency coupling handle under standard palladium catalysis.

Application

1-(3-Bromo-2-hydroxy-5-methylphenyl)ethanone serves as a versatile building block in medicinal chemistry, enabling direct incorporation of brominated phenolic motifs into complex scaffolds. The ketone functionality facilitates nucleophilic additions and condensation reactions, while the ortho-hydroxyl group supports in situ esterification or metal-catalyzed coupling processes. Bench-stable and amenable to standard purification methods, it functions effectively in late-stage functionalization and heterocycle synthesis workflows.

Synthesis

Route1
- In-stock
  
  1450-72-2
- ~93%
- In-stock
  
  56609-15-5
References
- Dijkstra, P. J.; Steen, B. J. van; Hams, B. H. M.; Hertog, H. J. den; Reinhoudt, D. N. Tetrahedron Letters, 1986 , vol. 27, # 27 p. 3183 - 3186
Route2
- In-stock
  
  104-93-8
- ~%
- In-stock
  
  56609-15-5
References
- Dijkstra, P. J.; Steen, B. J. van; Hams, B. H. M.; Hertog, H. J. den; Reinhoudt, D. N. Tetrahedron Letters, 1986 , vol. 27, # 27 p. 3183 - 3186
Route3
- 86614-21-3
- ~%
- In-stock
  
  56609-15-5
References
- Tiwari,S.S.; Singh,A. Journal of the Indian Chemical Society, 1961 , vol. 38, # 1 p. 53 - 56

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 37.3
LogP 2.66572
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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1-(3-Bromo-2-hydroxy-5-methylphenyl)ethanone

CAS No. 56609-15-5

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