4-Hydroxy-2-iodobenzaldehyde

Name: 4-Hydroxy-2-iodobenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 90151-01-2
Cat. No. CS-W022190
Purity≥95%
MDL No.MFCD16999762

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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 90151-01-2

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General Information

CAS No. 90151-01-2
Cat. No. CS-W022190
Purity ≥95%
MDL No. MFCD16999762
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅IO₂
Molecular Weight 248.02
Synonym(s) Benzaldehyde, 4-hydroxy-2-iodo-
SMILES OC1=CC(I)=C(C=O)C=C1

Description

4-Hydroxy-2-iodobenzaldehyde features a phenolic hydroxyl group and an iodinated aromatic ring, enabling selective functionalization in cross-coupling reactions. The aldehyde moiety provides a reactive handle for conjugation, while the ortho-iodo substituent ensures high compatibility with palladium-catalyzed transformations. This compound delivers efficient access to complex aryl scaffolds under standard conditions.

Application

4-Hydroxy-2-iodobenzaldehyde serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and functionalized aromatic scaffolds. Its ortho-iodo and para-hydroxyl groups provide orthogonal reactivity for sequential transformations, while the aldehyde functionality supports imine formation and further derivatization. Bench-stable and readily purified by recrystallization, it facilitates scalable synthesis in medicinal chemistry and materials science applications.

Synthesis

Route1
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  626-02-8
- ~%
- In-stock
  
  38170-02-4
- In-stock
  
  90151-01-2
References
- Hodgson; Jenkinson Journal of the Chemical Society, 1929 , p. 469,470
Route2
- 67-66-3
- In-stock
  
  626-02-8
- ~%
- In-stock
  
  90151-01-2
References
- Kobayashi,S. et al. Chemical and Pharmaceutical Bulletin, 1963 , vol. 11, # 1 p. 123 - 126
Route3
- 75-25-2
- In-stock
  
  626-02-8
- ~%
- In-stock
  
  38170-02-4
- In-stock
  
  90151-01-2
References
- Hodgson; Jenkinson Journal of the Chemical Society, 1929 , p. 469,470

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 37.3
LogP 1.8093
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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4-Hydroxy-2-iodobenzaldehyde

CAS No. 90151-01-2

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