3-Bromo-4-ethylpyridine

Name: 3-Bromo-4-ethylpyridine
Brand: ChemScene
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CAS No. 38749-76-7
Cat. No. CS-W021862
Purity≥97%
MDL No.MFCD11036137

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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 38749-76-7

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General Information

CAS No. 38749-76-7
Cat. No. CS-W021862
Purity ≥97%
MDL No. MFCD11036137
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈BrN
Molecular Weight 186.05
Synonym(s) Pyridine, 3-bromo-4-ethyl- (9CI)
SMILES CCC1=C(Br)C=NC=C1

Description

3-Bromo-4-ethylpyridine features a pyridine core with complementary bromo and ethyl substituents enabling selective functionalization. This electron-deficient heterocycle integrates readily into cross-coupling reactions, delivering complex nitrogen-containing scaffolds under standard conditions. The para-relationship between the halogen and alkyl group enhances regiochemical control during palladium-catalyzed transformations.

Application

3-Bromo-4-ethylpyridine serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electrophilic bromide site. The ethyl group at the 4-position provides steric and electronic modulation, enhancing compatibility with diverse reaction conditions. Its bench-stable crystalline form facilitates handling and purification, making it suitable for iterative synthetic sequences and API intermediate development.

Synthesis

Route1
- 536-75-4
- ~83%
- In-stock
  
  38749-76-7
- 125419-80-9
References
- Dunn, Allan D.; Blais, Mickael Zeitschrift fuer Chemie (Stuttgart, Germany), 1989 , vol. 29, # 8 p. 287 - 288
Route2
- In-stock
  
  626-55-1
- ~%
- In-stock
  
  38749-76-7
References
- Comins, Daniel L.; Smith, Roy K.; Stroud, Eric D. Heterocycles, 1984 , vol. 22, # 2 p. 339 - 344

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H227-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 2.4065
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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3-Bromo-4-ethylpyridine

CAS No. 38749-76-7

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