(2-Amino-5-iodophenyl)(phenyl)methanone

Name: (2-Amino-5-iodophenyl)(phenyl)methanone
Brand: ChemScene
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CAS No. 51073-69-9
Cat. No. CS-0162343
Molecule weight323.13
Purity≥97%
MDL No.MFCD00225447

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Type	HazMat Fee
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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(2-Amino-5-iodophenyl)(phenyl)methanone|CS-0162343

Structure of 51073-69-9

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General Information

CAS No. 51073-69-9
Cat. No. CS-0162343
Purity ≥97%
MDL No. MFCD00225447
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₀INO
Molecular Weight 323.13
Synonym(s) 2-AMino-5-iodobenzophenone
SMILES O=C(C1=CC(I)=CC=C1N)C2=CC=CC=C2

Description

This aryl ketone features a para-iodinated aniline moiety paired with a phenyl group, enabling direct coupling in cross-coupling reactions. The electron-deficient aromatic ring enhances reactivity in palladium-catalyzed transformations, while the amide functionality provides stability and solubility under standard conditions.

Application

(2-Amino-5-iodophenyl)(phenyl)methanone serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The iodine handle facilitates reliable C–C bond formation under standard conditions, while the amino and carbonyl groups provide orthogonal functionality for further derivatization. Bench-stable and compatible with common purification methods, it functions effectively in medicinal chemistry and materials synthesis workflows.

Synthesis

Route1
- 2835-77-0
- ~10%
- In-stock
  
  51073-69-9
References
- Yan, Yizhe; Wang, Zhiyong Chemical Communications, 2011 , vol. 47, # 33 p. 9513 - 9515
Route2
- 591-51-5
- In-stock
  
  5326-47-6
- ~58%
- In-stock
  
  51073-69-9
References
- Anzini, Maurizio; Canullo, Laura; Braile, Carlo; Cappelli, Andrea; Gallelli, Andrea; Vomero, Salvatore; Menziani, M. Cristina; De Benedetti, Pier G.; Rizzo, Milena; Collina, Simona; Azzolina, Ornella; Sbacchi, Massimo; Ghelardini, Carla; Galeotti, Nicoletta Journal of Medicinal Chemistry, 2003 , vol. 46, # 18 p. 3853 - 3864
Route3
- 100675-76-1
- ~71%
- In-stock
  
  51073-69-9
References
- Hester, Jackson B.; Ludens, James H.; Emmert, D. Edward; West, Bruce E. Journal of Medicinal Chemistry, 1989 , vol. 32, # 6 p. 1157 - 1163

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

TPSA 43.09
LogP 3.1044
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(2-Amino-5-iodophenyl)(phenyl)methanone

CAS No. 51073-69-9

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