2-Bromo-3-iodopyridine

Name: 2-Bromo-3-iodopyridine
Brand: ChemScene
Availability: InStock
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CAS No. 265981-13-3
Cat. No. CS-W014001
Purity≥96%
MDL No.MFCD09056782

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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 265981-13-3

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General Information

CAS No. 265981-13-3
Cat. No. CS-W014001
Purity ≥96%
MDL No. MFCD09056782
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃BrIN
Molecular Weight 283.89
Synonym(s) 2-bromo-3-iodo pyridine
SMILES IC1=CC=CN=C1Br

Description

2-Bromo-3-iodopyridine is a halogenated pyridine derivative featuring complementary reactive sites for cross-coupling transformations. The bromine and iodine substituents enable sequential functionalization under palladium catalysis, offering precise control in the synthesis of complex heterocyclic architectures. This compound exhibits robust stability under standard bench conditions and integrates seamlessly into multistep synthetic sequences requiring orthogonal reactivity.

Application

2-Bromo-3-iodopyridine serves as a versatile dihalogenated pyridine building block for cross-coupling reactions, enabling the construction of substituted heterocycles under palladium-catalyzed conditions. The orthogonal reactivity of bromo and iodo groups facilitates sequential functionalization, while its bench-stable nature simplifies handling and purification in synthetic workflows.

Synthesis

Route1
- 109-04-6
- ~82%
- In-stock
  
  265981-13-3
References
- Chelucci, Giorgio; Baldino, Salvatore; Pinna, Gerard A.; Sechi, Barbara Tetrahedron Letters, 2008 , vol. 49, # 17 p. 2839 - 2843
Route2
- 13534-89-9
- ~77%
- In-stock
  
  265981-13-3
References
- Trecourt, Francois; Breton, Gilles; Bonnet, Veronique; Mongin, Florence; Marsais, Francis; Queguiner, Guy Tetrahedron, 2000 , vol. 56, # 10 p. 1349 - 1360
Route3
- 109-04-6
- ~37%
- In-stock
  
  100523-96-4
- In-stock
  
  73290-22-9
- 1353056-31-1
- In-stock
  
  234111-08-1
- In-stock
  
  265981-13-3
References
- Snegaroff, Katia; Nguyen, Tan Tai; Marquise, Nada; Halauko, Yury S.; Harford, Philip J.; Roisnel, Thierry; Matulis, Vadim E.; Ivashkevich, Oleg A.; Chevallier, Floris; Wheatley, Andrew E. H.; Gros, Philippe C.; Mongin, Florence Chemistry - A European Journal, 2011 , vol. 17, # 47 p. 13284 - 13297

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07,GHS09
Signal Word : Danger	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H302-H318-H400
Precautionary Statements : P264-P270-P273-P280-P330-P391-P501

Quality Control

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Computational Chemistry Data

TPSA 12.89
LogP 2.4487
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-3-iodopyridine

CAS No. 265981-13-3

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