2-Bromo-6-isopropylpyridine

Name: 2-Bromo-6-isopropylpyridine
Brand: ChemScene
Availability: InStock
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CAS No. 1037223-35-0
Cat. No. CS-0019982
Purity≥96%
MDL No.MFCD11223220

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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 1037223-35-0

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General Information

CAS No. 1037223-35-0
Cat. No. CS-0019982
Purity ≥96%
MDL No. MFCD11223220
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀BrN
Molecular Weight 200.08
Synonym(s) 2-Bromo-6-(1-methylethyl)pyridine
SMILES CC(C1=CC=CC(Br)=N1)C

Description

2-Bromo-6-isopropylpyridine features a bromine atom at the 2-position and an isopropyl group at the 6-position of the pyridine ring, enabling selective functionalization in cross-coupling reactions. The electron-deficient heterocycle facilitates palladium-catalyzed transformations, while the steric bulk of the isopropyl substituent enhances regiocontrol. This bench-stable compound serves as a key building block for bioactive molecules and advanced materials.

Application

2-Bromo-6-isopropylpyridine serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of substituted pyridine scaffolds. Its bromine handle provides reliable reactivity in Suzuki, Stille, and Negishi couplings, while the isopropyl group offers steric and electronic modulation. The compound exhibits good bench stability and facilitates efficient functionalization in medicinal chemistry and agrochemical research.

Synthesis

Route1
- In-stock
  
  626-05-1
- 1068-55-9
- ~62%
- In-stock
  
  1037223-35-0
References
- Kobayashi, Shu; Endo, Toshimitsu; Yoshino, Takumi; Schneider, Uwe; Ueno, Masaharu Chemistry - An Asian Journal, 2013 , vol. 8, # 9 p. 2033 - 2045
Route2
- In-stock
  
  626-05-1
- ~67%
- In-stock
  
  1037223-35-0
References
- Gaillard, Sylvain; Elmkaddem, Mohammed Kamal; Fischmeister, Cedric; Thomas, Christophe M.; Renaud, Jean-Luc Tetrahedron Letters, 2008 , vol. 49, # 21 p. 3471 - 3474

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 12.89
LogP 2.9675
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-6-isopropylpyridine

CAS No. 1037223-35-0

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