2-(4-Bromophenyl)-2-methylpropanenitrile

Name: 2-(4-Bromophenyl)-2-methylpropanenitrile
Brand: ChemScene
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CAS No. 101184-73-0
Cat. No. CS-W002969
Purity≥97%
MDL No.MFCD02684219

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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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2-(4-Bromophenyl)-2-methylpropanenitrile|CS-W002969

Structure of 101184-73-0

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Description

2-(4-Bromophenyl)-2-methylpropanenitrile features a sterically hindered nitrile group attached to a benzylic carbon, enabling stable coupling in cross-coupling reactions. The para-bromophenyl moiety delivers high reactivity in palladium-catalyzed transformations, facilitating efficient access to functionalized aryl building blocks under standard conditions.

Application

2-(4-Bromophenyl)-2-methylpropanenitrile serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable aryl bromide and nitrile functionalities. The sterically hindered tertiary carbon adjacent to the nitrile enhances bench stability and facilitates purification. It functions effectively in Suzuki, Stille, and Negishi couplings, providing access to substituted biaryl scaffolds commonly found in pharmaceutical intermediates.

General Information

CAS No. 101184-73-0
Cat. No. CS-W002969
Purity ≥97%
MDL No. MFCD02684219
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀BrN
Molecular Weight 224.10
Synonym(s) 2-(4-Bromophenyl)-2-methylpropionitrile
SMILES N#CC(c1ccc(cc1)Br)(C)C

Computational Chemistry Data

TPSA 23.79
LogP 3.25028
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302+H312+H332-H315-H319
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-(4-Bromophenyl)-2-methylpropanenitrile

CAS No. 101184-73-0

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