Methyl 4-bromo-2-iodobenzoate

Name: Methyl 4-bromo-2-iodobenzoate
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CAS No. 1093418-75-7
Cat. No. CS-0101592
Molecule weight340.94
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Methyl 4-bromo-2-iodobenzoate|CS-0101592

Structure of 1093418-75-7

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General Information

CAS No. 1093418-75-7
Cat. No. CS-0101592
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrIO₂
Molecular Weight 340.94
Synonym(s) 4-BroMo-2-iodo-benzoic acid Methyl ester
SMILES O=C(OC)C1=CC=C(Br)C=C1I

Description

Methyl 4-bromo-2-iodobenzoate features a dual halogenated aromatic core, enabling efficient cross-coupling transformations. The para-bromo and ortho-iodo substituents provide orthogonal reactivity for sequential Pd-catalyzed reactions. This bench-stable ester integrates readily into complex molecular architectures with high functional group tolerance.

Application

Methyl 4-bromo-2-iodobenzoate serves as a versatile dihalogenated aromatic building block for palladium-catalyzed cross-coupling reactions. The bromo and iodo substituents enable sequential functionalization via Suzuki, Stille, or Negishi coupling protocols. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of complex biaryl systems and substituted heterocycles in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  619-42-1
- ~61%
- In-stock
  
  1093418-75-7
References
- Snegaroff, Katia; L'Helgoual'ch, Jean-Martial; Bentabed-Ababsa, Ghenia; Nguyen, Tan Tai; Chevallier, Floris; Yonehara, Mitsuhiro; Uchiyama, Masanobu; Derdour, Aicha; Mongin, Florence Chemistry - A European Journal, 2009 , vol. 15, # 39 p. 10280 - 10290
Route2
- In-stock
  
  135484-83-2
- ~%
- In-stock
  
  1093418-75-7
References
- Mitsubishi Tanabe Pharma Corporation; MAEDA, Kazuhiro; ENDOH, Jun-ichi; TARAO, Akiko; TASHIRO, Kaoru; ISHIBUCHI, Seigo; HIKAWA, Hidemasa Patent: EP2565182 A1, 2013 ; Location in patent: Paragraph 0360; 0361; 0362 ;

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-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 26.3
LogP 2.8403
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 4-bromo-2-iodobenzoate

CAS No. 1093418-75-7

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