(2-Amino-5-iodophenyl)methanol

Name: (2-Amino-5-iodophenyl)methanol
Brand: ChemScene
Availability: InStock
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CAS No. 53279-83-7
Cat. No. CS-0371831
Molecule weight249.05
Purity≥96%
MDL No.None

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(2-Amino-5-iodophenyl)methanol|CS-0371831

Structure of 53279-83-7

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General Information

CAS No. 53279-83-7
Cat. No. CS-0371831
Purity ≥96%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈INO
Molecular Weight 249.05
Synonym(s) 2-amino-5-iodobenzyl alcohol
SMILES IC1=CC=C(C(CO)=C1)N

Description

(2-Amino-5-iodophenyl)methanol delivers a bifunctional scaffold integrating an electron-rich amine and a reactive iodide for cross-coupling. This bench-stable, moisture-tolerant building block enables direct incorporation into complex architectures via palladium-catalyzed transformations.

Application

(2-Amino-5-iodophenyl)methanol serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its amino and iodide functionalities enable sequential cross-coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig couplings, facilitating the construction of complex arylated scaffolds. The compound exhibits good bench stability and compatibility with standard purification methods, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  77317-55-6
- ~89%
- In-stock
  
  53279-83-7
References
- Cronk, W. Cole; Mukhina, Olga A.; Kutateladze, Andrei G. Journal of Organic Chemistry, 2014 , vol. 79, # 3 p. 1235 - 1246
Route2
- In-stock
  
  5344-90-1
- ~72%
- In-stock
  
  53279-83-7
References
- Steinhagen, Henning; Corey Organic Letters, 1999 , vol. 1, # 5 p. 823 - 824
Route3
- 936114-30-6
- ~14%
- 936114-93-1
- In-stock
  
  53279-83-7
References
- Badarinarayana, Vivek; Lovely, Carl J. Tetrahedron Letters, 2007 , vol. 48, # 14 p. 2607 - 2610

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 46.25
LogP 1.3657
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Iodide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(2-Amino-5-iodophenyl)methanol

CAS No. 53279-83-7

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