4-Bromo-3,5-dimethylbenzonitrile

Name: 4-Bromo-3,5-dimethylbenzonitrile
Brand: ChemScene
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CAS No. 75344-77-3
Cat. No. CS-W009026
Purity≥97%
MDL No.MFCD07369910

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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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4-Bromo-3,5-dimethylbenzonitrile|CS-W009026

Structure of 75344-77-3

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Description

4-Bromo-3,5-dimethylbenzonitrile features a bromine atom and two methyl groups positioned ortho to the nitrile functionality, creating a sterically hindered, electron-deficient aromatic core. This configuration enhances stability and facilitates selective coupling reactions in synthetic organic chemistry, particularly in palladium-catalyzed cross-coupling processes. The nitrile group serves as a versatile handle for downstream functionalization.

Application

4-Bromo-3,5-dimethylbenzonitrile serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its stable nitrile group and bromine handle. The ortho-dimethyl substitution provides steric protection and enhances bench stability, while the electron-withdrawing nitrile improves reactivity in nucleophilic aromatic substitution. Its defined regiochemistry facilitates predictable functionalization in multi-step synthesis.

General Information

CAS No. 75344-77-3
Cat. No. CS-W009026
Purity ≥97%
MDL No. MFCD07369910
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrN
Molecular Weight 210.07
Synonym(s) Benzonitrile, 4-bromo-3,5-dimethyl-
SMILES CC1=CC(C#N)=CC(C)=C1Br

Computational Chemistry Data

TPSA 23.79
LogP 2.93762
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-3,5-dimethylbenzonitrile

CAS No. 75344-77-3

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