4'-Bromo-2'-hydroxyacetophenone

Name: 4'-Bromo-2'-hydroxyacetophenone
Brand: ChemScene
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CAS No. 30186-18-6
Cat. No. CS-W003081
Purity≥98%
MDL No.MFCD03428533

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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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4'-Bromo-2'-hydroxyacetophenone|CS-W003081

Structure of 30186-18-6

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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.

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

Computational Chemistry Data

TPSA 37.3
LogP 2.3573
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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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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4'-Bromo-2'-hydroxyacetophenone

CAS No. 30186-18-6

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