2,6-Diisopropyliodobenzene

Name: 2,6-Diisopropyliodobenzene
Brand: ChemScene
Availability: InStock
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CAS No. 163704-47-0
Cat. No. CS-0154313
Purity≥96%
MDL No.MFCD12547790

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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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Structure of 163704-47-0

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General Information

CAS No. 163704-47-0
Cat. No. CS-0154313
Purity ≥96%
MDL No. MFCD12547790
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₇I
Molecular Weight 288.17
Synonym(s) 2-Iodo-1,3-diisopropylbenzene
SMILES CC(C)C1=C(C(=CC=C1)C(C)C)I

Description

2,6-Diisopropyliodobenzene features a sterically hindered aryl iodide core that enhances stability and facilitates selective cross-coupling reactions. The bulky isopropyl groups shield the iodine atom, reducing undesired side processes while enabling efficient palladium-catalyzed transformations under mild conditions. This bench-stable reagent delivers high functional group tolerance and reliable reactivity in complex molecule assembly.

Application

2,6-Diisopropyliodobenzene serves as a robust aryl iodide building block for palladium-catalyzed cross-coupling reactions, offering enhanced stability and reduced homocoupling compared to simpler aryl iodides. The sterically shielded ortho-isopropyl groups minimize unwanted side reactions, enabling high-yielding Suzuki, Stille, and Negishi couplings. Its bench-stable nature facilitates handling and purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  24544-04-5
- ~61%
- In-stock
  
  163704-47-0
References
- Hunter, Christopher A; Jones, Philip S; Tiger, Pascale M N; Tomas, Salvador Chemical communications (Cambridge, England), 2003 , # 14 p. 1642 - 1643

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

Quality Control

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Computational Chemistry Data

TPSA 0
LogP 4.538
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2,6-Diisopropyliodobenzene

CAS No. 163704-47-0

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