2-Bromo-4-cyanotoluene

Name: 2-Bromo-4-cyanotoluene
Brand: ChemScene
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CAS No. 42872-74-2
Cat. No. CS-W003347
Purity≥97%
MDL No.MFCD06797818

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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 42872-74-2

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Description

2-Bromo-4-cyanotoluene features a para-oriented cyano group flanking a bromine substituent on a toluene scaffold, delivering a uniquely positioned dual functional handle. This electron-deficient aryl halide integrates seamlessly into cross-coupling reactions, enabling efficient access to complex heterocyclic architectures and functionalized aromatic systems under standard conditions.

Application

2-Bromo-4-cyanotoluene serves as a versatile building block in cross-coupling chemistry, enabling efficient access to substituted biaryls and heterocycles via Pd-catalyzed reactions. Its bromo group facilitates reliable Suzuki, Stille, and Negishi couplings, while the nitrile function offers orthogonal reactivity for downstream transformations. The molecule exhibits excellent bench stability and is compatible with standard purification protocols, making it well-suited for iterative synthesis in medicinal chemistry and materials development.

General Information

CAS No. 42872-74-2
Cat. No. CS-W003347
Purity ≥97%
MDL No. MFCD06797818
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrN
Molecular Weight 196.04
Synonym(s) benzonitrile, 3-bromo-4-methyl-; 2-Bromo-4-cyanotoluene
SMILES N#Cc1ccc(c(c1)Br)C

Computational Chemistry Data

TPSA 23.79
LogP 2.6292
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

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+H312+H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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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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2-Bromo-4-cyanotoluene

CAS No. 42872-74-2

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