1-(3-Bromo-2-hydroxyphenyl)ethanone

Name: 1-(3-Bromo-2-hydroxyphenyl)ethanone
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CAS No. 1836-05-1
Cat. No. CS-W003483
Purity≥95%
MDL No.MFCD08236725

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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1-(3-Bromo-2-hydroxyphenyl)ethanone|CS-W003483

Structure of 1836-05-1

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General Information

CAS No. 1836-05-1
Cat. No. CS-W003483
Purity ≥95%
MDL No. MFCD08236725
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrO₂
Molecular Weight 215.04
Synonym(s) 3'-Bromo-2'-hydroxyacetophenone
SMILES CC(=O)c1cccc(c1O)Br

Description

1-(3-Bromo-2-hydroxyphenyl)ethanone features a brominated phenolic scaffold with a ketone functionality, enabling direct integration into coupling reactions. The ortho-hydroxyl group facilitates chelation and enhances reactivity in transition metal-catalyzed transformations. This bench-stable compound serves as a key building block for bioactive heterocycles and functionalized aromatic systems.

Application

1-(3-Bromo-2-hydroxyphenyl)ethanone serves as a versatile building block for the synthesis of functionalized phenolic ketones and heterocyclic scaffolds. The ortho-hydroxy group enables facile cyclization, while the bromo substituent supports palladium-catalyzed cross-coupling reactions. Bench-stable and compatible with standard purification methods, it facilitates efficient access to bioactive intermediates in medicinal chemistry and materials science applications.

Synthesis

Route1
- 118-93-4
- ~24%
- In-stock
  
  1836-05-1
References
- Setoh, Masaki; Ishii, Naoki; Kono, Mitsunori; Miyanohana, Yuhei; Shiraishi, Eri; Harasawa, Toshiya; Ota, Hiroyuki; Odani, Tomoyuki; Kanzaki, Naoyuki; Aoyama, Kazunobu; Hamada, Teruki; Kori, Masakuni Journal of Medicinal Chemistry, 2014 , vol. 57, # 12 p. 5226 - 5237
Route2
- 118-93-4
- ~26%
- In-stock
  
  1836-05-1
- In-stock
  
  1450-75-5
References
- Tetrahedron Letters, , vol. 53, # 2 p. 191 - 195
Route3
- In-stock
  
  70977-72-9
- ~25%
- In-stock
  
  1836-05-1
References
- SOLVAY PHARMACEUTICALS GMBH Patent: WO2007/54580 A1, 2007 ; Location in patent: Page/Page column 14 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 37.3
LogP 2.3573
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

Key Words

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1-(3-Bromo-2-hydroxyphenyl)ethanone

CAS No. 1836-05-1

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