4-Bromo-2-ethoxybenzonitrile

Name: 4-Bromo-2-ethoxybenzonitrile
Brand: ChemScene
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CAS No. 1255870-63-3
Cat. No. CS-0097292
Molecule weight226.07
Purity≥97%
MDL No.MFCD22571081

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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+
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Structure of 1255870-63-3

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General Information

CAS No. 1255870-63-3
Cat. No. CS-0097292
Purity ≥97%
MDL No. MFCD22571081
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrNO
Molecular Weight 226.07
Synonym(s) 2-Ethyoxyl-4-Bromobenzonitrile
SMILES N#CC1=CC=C(Br)C=C1OCC

Description

4-Bromo-2-ethoxybenzonitrile features a bromine substituent at the para position relative to the nitrile group, with an ethoxy group ortho to the nitrile. This electron-deficient aromatic scaffold enables efficient coupling in cross-coupling reactions and offers enhanced solubility compared to non-etherified analogs. The molecule demonstrates stability under standard bench conditions and serves as a key intermediate in pharmaceutical and agrochemical synthesis.

Application

4-Bromo-2-ethoxybenzonitrile serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its compatible bromo and nitrile functionalities. The ethoxy group enhances solubility and provides a handle for further derivatization, while the molecule exhibits excellent bench stability and compatibility with standard reaction conditions. It functions reliably in the construction of biaryl and heterocyclic scaffolds relevant to medicinal chemistry and materials science.

Synthesis

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- 64-17-5
- In-stock
  
  105942-08-3
- ~%
- In-stock
  
  1255870-63-3
References
- NOVARTIS AG; CHAMOIN, Sylvie; HU, Qi-Ying; PAPILLON, Julien Patent: WO2010/130796 A1, 2010 ; Location in patent: Page/Page column 73 ;

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 33.02
LogP 2.71948
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-2-ethoxybenzonitrile

CAS No. 1255870-63-3

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