1-(4-Amino-3-bromophenyl)ethanone

Name: 1-(4-Amino-3-bromophenyl)ethanone
Brand: ChemScene
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CAS No. 56759-32-1
Cat. No. CS-0155123
Purity≥96%
MDL No.MFCD00272386

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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+
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1-(4-Amino-3-bromophenyl)ethanone|CS-0155123

Structure of 56759-32-1

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General Information

CAS No. 56759-32-1
Cat. No. CS-0155123
Purity ≥96%
MDL No. MFCD00272386
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrNO
Molecular Weight 214.06
Synonym(s) 1-(4-Amino-3-bromo-phenyl)-ethanone
SMILES CC(=O)C1=CC(=C(C=C1)N)Br

Description

1-(4-Amino-3-bromophenyl)ethanone features a brominated aromatic core paired with a pendant acetamide group, enabling direct incorporation into pharmaceutical intermediates. The para-amino functionality supports further derivatization via coupling reactions, while the electron-withdrawing bromine enhances regioselectivity in electrophilic substitutions. This compound exhibits excellent stability under standard bench conditions and facilitates efficient access to bioactive heterocycles.

Application

1-(4-Amino-3-bromophenyl)ethanone serves as a versatile building block in medicinal chemistry, enabling efficient access to brominated aromatic scaffolds via standard coupling reactions. Its amino and bromo functionalities offer orthogonal reactivity for further derivatization, including Suzuki-Miyaura and Buchwald-Hartwig couplings. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in API development.

Synthesis

Route1
- 99-92-3
- ~99%
- In-stock
  
  56759-32-1
References
- Venkateswarlu, Katta; Suneel, Kanaparthy; Das, Biswanath; Reddy, Kuravallapalli Nagabhushana; Reddy, Thummala Sreenivasulu Synthetic Communications, 2009 , vol. 39, # 2 p. 215 - 219
Route2
- 101209-08-9
- ~97%
- In-stock
  
  56759-32-1
References
- SANOFI-AVENTIS Patent: WO2009/7015 A1, 2009 ; Location in patent: Page/Page column 69-70 ; WO 2009/007015 A1
Route3
- 99-92-3
- In-stock
  
  107-21-1
- ~93%
- In-stock
  
  56759-32-1
References
- Nery, Marcelo S.; Azevedo, Mariangela S.; Cardoso, Jari N.; Slana, Glaucia B. C.; Lopes, Rosangela S. C.; Lopes, Claudio C. Synthesis, 2007 , # 10 p. 1471 - 1474

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-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 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-(4-Amino-3-bromophenyl)ethanone

CAS No. 56759-32-1

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