1-Bromo-2,4-dimethyl-5-nitrobenzene

Name: 1-Bromo-2,4-dimethyl-5-nitrobenzene
Brand: ChemScene
Availability: InStock
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CAS No. 69383-59-1
Cat. No. CS-0059191
Purity≥98%
MDL No.MFCD00075824

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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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1-Bromo-2,4-dimethyl-5-nitrobenzene|CS-0059191

Structure of 69383-59-1

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General Information

CAS No. 69383-59-1
Cat. No. CS-0059191
Purity ≥98%
MDL No. MFCD00075824
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrNO₂
Molecular Weight 230.06
Synonym(s) 5-BroMo-2,4-diMethylnitrobenzene (1-BroMo-2,4-diMethyl-5-nitrobenzene)
SMILES O=[N+](C1=C(C)C=C(C)C(Br)=C1)[O-]

Description

1-Bromo-2,4-dimethyl-5-nitrobenzene features a nitro group at the para position relative to bromine, enhancing electrophilic reactivity in cross-coupling reactions. The methyl substituents provide steric and electronic modulation, improving stability and solubility under standard conditions. This aryl halide serves as a key building block for functionalized arenes in medicinal chemistry and materials science.

Application

1-Bromo-2,4-dimethyl-5-nitrobenzene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki and Stille couplings. The bromo group exhibits high reactivity under standard conditions, while the nitro and methyl substituents provide electronic modulation and steric control. This compound offers excellent bench stability and facilitates efficient functionalization in the construction of substituted aromatic scaffolds relevant to agrochemicals and pharmaceutical intermediates.

Synthesis

Route1
- In-stock
  
  583-70-0
- ~%
- In-stock
  
  69383-59-1
References
- Journal of the Indian Chemical Society, , vol. 12, p. 540
Route2
- In-stock
  
  2124-47-2
- ~%
- In-stock
  
  69383-59-1
References
- Justus Liebigs Annalen der Chemie, , vol. 271, p. 17

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-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 43.14
LogP 2.97414
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-2,4-dimethyl-5-nitrobenzene

CAS No. 69383-59-1

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