4-Amino-3,5-dimethylbenzonitrile

Name: 4-Amino-3,5-dimethylbenzonitrile
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CAS No. 74896-24-5
Cat. No. CS-M3145
Purity≥97%
MDL No.MFCD07369841

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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+
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4-Amino-3,5-dimethylbenzonitrile|CS-M3145

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General Information

CAS No. 74896-24-5
Cat. No. CS-M3145
Purity ≥97%
MDL No. MFCD07369841
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀N₂
Molecular Weight 146.19
Synonym(s) 4-Amino-3,5-dimethylbenzonitrile; 4-AMINO-3,5-DIMETHYL-BENZONITRILE
SMILES CC1=CC(C#N)=CC(C)=C1N

Description

4-Amino-3,5-dimethylbenzonitrile features a para-amino group flanked by two methyl substituents on a nitrile-bearing aromatic ring. This electron-rich scaffold integrates readily into heterocyclic systems and serves as a key intermediate in pharmaceutical synthesis. The nitrile moiety enables further functionalization via nucleophilic addition or reduction.

Application

4-Amino-3,5-dimethylbenzonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds. The ortho-dimethyl substitution enhances steric control during coupling reactions, while the nitrile group offers direct functionalization potential via hydrolysis or nucleophilic addition. Bench-stable and readily purified by recrystallization, it functions effectively in standard amide formation, Suzuki-Miyaura, and Ullmann-type transformations.

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 49.81
LogP 1.75732
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Amino-3,5-dimethylbenzonitrile

CAS No. 74896-24-5

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