2-Iodobenzene-1,4-diamine

Name: 2-Iodobenzene-1,4-diamine
Brand: ChemScene
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CAS No. 69951-01-5
Cat. No. CS-W021704
Molecule weight234.04
Purity≥97%
MDL No.MFCD04971329

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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General Information

CAS No. 69951-01-5
Cat. No. CS-W021704
Purity ≥97%
MDL No. MFCD04971329
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇IN₂
Molecular Weight 234.04
Synonym(s) 2-Iodo-1,4-benzenediamine
SMILES IC1=C(C=CC(=C1)N)N

Description

2-Iodobenzene-1,4-diamine features a para-disubstituted benzene core bearing iodine and primary amine groups, enabling direct coupling in cross-coupling reactions. The electron-rich aromatic scaffold facilitates palladium-catalyzed transformations, while the diamine functionality offers versatile anchoring points for conjugation. This bench-stable compound serves as a key intermediate in synthesizing functionalized heterocycles and advanced materials.

Application

2-Iodobenzene-1,4-diamine serves as a versatile building block for the synthesis of functionalized heterocycles and pharmaceutical intermediates. Its ortho-iodo and para-amino groups enable selective cross-coupling reactions, while the diamine functionality supports facile derivatization. The compound exhibits good bench stability and is compatible with standard Suzuki-Miyaura and Buchwald-Hartwig coupling protocols, facilitating efficient construction of complex scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  6293-83-0
- ~70%
- In-stock
  
  69951-01-5
References
- Lindsay, David M.; Dohle, Wolfgang; Jensen, Anne Eeg; Kopp, Felix; Knochel, Paul Organic Letters, 2002 , vol. 4, # 11 p. 1819 - 1822

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 52.04
LogP 1.4556
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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2-Iodobenzene-1,4-diamine

CAS No. 69951-01-5

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