1-(4-(Benzyloxy)phenyl)-2-bromoethanone

Name: 1-(4-(Benzyloxy)phenyl)-2-bromoethanone
Brand: ChemScene
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CAS No. 4254-67-5
Cat. No. CS-W021226
Purity≥95%
MDL No.MFCD07367994

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1-(4-(Benzyloxy)phenyl)-2-bromoethanone|CS-W021226

Structure of 4254-67-5

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General Information

CAS No. 4254-67-5
Cat. No. CS-W021226
Purity ≥95%
MDL No. MFCD07367994
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₃BrO₂
Molecular Weight 305.17
Synonym(s) 4-(BENZYLOXY)-PHENACYL BROMIDE
SMILES BrCC(C1=CC=C(OCC2=CC=CC=C2)C=C1)=O

Description

This bromoketone features a benzyloxy-substituted phenyl ring paired with a reactive α-bromo acetyl group. The electron-rich aromatic system enhances conjugation, while the bromoacetyl moiety enables nucleophilic displacement reactions. Designed for synthetic integration in pharmaceutical intermediates and functionalized building blocks, it offers high reactivity under mild conditions.

Application

1-(4-(Benzyloxy)phenyl)-2-bromoethanone serves as a versatile synthetic intermediate for constructing aryl-alkyl ketone motifs and functionalized benzodioxole scaffolds. Its bromoacetyl group enables efficient nucleophilic substitution, Michael addition, and coupling reactions under mild conditions. The benzyloxy substituent provides orthogonal protection and enhances solubility, facilitating purification and downstream transformations in medicinal chemistry workflows.

Synthesis

Route1
- In-stock
  
  54696-05-8
- ~91%
- In-stock
  
  4254-67-5
References
- Goswami, Jonalee; Goswami, Amrit Journal of the Indian Chemical Society, 2002 , vol. 79, # 5 p. 469 - 471
Route2
- In-stock
  
  54696-05-8
- In-stock
  
  7789-45-9
- ~%
- In-stock
  
  4254-67-5
References
- Novartis AG Patent: US6051577 A1, 2000 ; US 6051577 A
Route3
- 99-93-4
- ~%
- In-stock
  
  4254-67-5
References
- Cao, Banpeng; Ding, Haixin; Yang, Ruchun; Wang, Xiaoji; Xiao, Qiang Marine Drugs, 2012 , vol. 10, # 6 p. 1412 - 1421

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅱ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 26.3
LogP 3.8432
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 5

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-(4-(Benzyloxy)phenyl)-2-bromoethanone

CAS No. 4254-67-5

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