1-(5-Amino-2-bromophenyl)ethanone

Name: 1-(5-Amino-2-bromophenyl)ethanone
Brand: ChemScene
Availability: InStock
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CAS No. 149914-98-7
Cat. No. CS-0199325
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1-(5-Amino-2-bromophenyl)ethanone|CS-0199325

Structure of 149914-98-7

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General Information

CAS No. 149914-98-7
Cat. No. CS-0199325
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrNO
Molecular Weight 214.06
Synonym(s) 2'-Bromo-5'-aminoacetophenone
SMILES CC(=O)C1=C(C=CC(=C1)N)Br

Description

1-(5-Amino-2-bromophenyl)ethanone features a brominated aromatic ring paired with an electron-rich amine group, enabling selective coupling in late-stage functionalization. The acetyl moiety provides stability and facilitates downstream derivatization. This scaffold integrates readily into pharmaceutical intermediates requiring halogen-directed C–H activation or transition metal-catalyzed cross-coupling.

Application

1-(5-Amino-2-bromophenyl)ethanone serves as a versatile building block for the synthesis of functionalized heterocycles and pharmaceutical intermediates. The molecule combines an electron-rich amine, a bromo substituent for further cross-coupling, and a ketone group enabling enolization or nucleophilic addition reactions. Its bench-stable nature and compatibility with Pd-catalyzed transformations make it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  99-03-6
- ~90%
- 1166988-10-8
- In-stock
  
  149914-98-7
References
- Bartoli, Sandra; Cipollone, Amalia; Squarcia, Antonella; Madami, Andrea; Fattori, Daniela Synthesis, 2009 , # 8 art. no. P12608SS, p. 1305 - 1308
Route2
- In-stock
  
  99-03-6
- ~66%
- 1166988-10-8
- In-stock
  
  149914-98-7
- In-stock
  
  37148-51-9
References
- Bartoli, Sandra; Cipollone, Amalia; Squarcia, Antonella; Madami, Andrea; Fattori, Daniela Synthesis, 2009 , # 8 art. no. P12608SS, p. 1305 - 1308

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 : P261-P280-P304+P340

Quality Control

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Computational Chemistry Data

TPSA 43.09
LogP 2.2339
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-(5-Amino-2-bromophenyl)ethanone

CAS No. 149914-98-7

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