2-Bromo-1,3-dimethyl-5-nitrobenzene

Name: 2-Bromo-1,3-dimethyl-5-nitrobenzene
Brand: ChemScene
Availability: InStock
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CAS No. 53906-84-6
Cat. No. CS-0160016
Purity≥95%
MDL No.MFCD02178896

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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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2-Bromo-1,3-dimethyl-5-nitrobenzene|CS-0160016

Structure of 53906-84-6

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Description

2-Bromo-1,3-dimethyl-5-nitrobenzene features a strategically positioned bromine atom flanked by two methyl groups and a nitro substituent, enabling selective cross-coupling reactions. This electron-deficient aryl halide integrates efficiently into palladium-catalyzed transformations, offering high reactivity under mild conditions with excellent functional group tolerance.

Application

2-Bromo-1,3-dimethyl-5-nitrobenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electronic and steric profile. The bromine substituent facilitates reliable C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the nitro group provides a handle for selective reduction or further functionalization. Bench-stable and readily purified by recrystallization, it functions efficiently in multi-step syntheses requiring ortho-directed substitution patterns.

General Information

CAS No. 53906-84-6
Cat. No. CS-0160016
Purity ≥95%
MDL No. MFCD02178896
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrNO₂
Molecular Weight 230.06
Synonym(s) None
SMILES O=[N+](C1=CC(C)=C(Br)C(C)=C1)[O-]

Computational Chemistry Data

TPSA 43.14
LogP 2.97414
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-1,3-dimethyl-5-nitrobenzene

CAS No. 53906-84-6

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