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

Name: 5-Bromo-1,2-dimethyl-3-nitrobenzene
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CAS No. 18873-95-5
Cat. No. CS-W022296
Molecule weight230.06
Purity≥97%
MDL No.MFCD08690122

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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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5-Bromo-1,2-dimethyl-3-nitrobenzene|CS-W022296

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General Information

CAS No. 18873-95-5
Cat. No. CS-W022296
Purity ≥97%
MDL No. MFCD08690122
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-3-nitro-o-xylene
SMILES BrC1=CC(=C(C(=C1)[N+](=O)[O-])C)C

Description

5-Bromo-1,2-dimethyl-3-nitrobenzene features a nitro group at the meta position relative to the bromine, enabling selective cross-coupling reactions. The adjacent methyl groups enhance electron density at the aromatic ring, improving reactivity in palladium-catalyzed transformations. This bench-stable derivative offers predictable regiochemistry and compatibility with diverse synthetic workflows.

Application

5-Bromo-1,2-dimethyl-3-nitrobenzene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromo substituent. The nitro group provides strong electron-withdrawing character, enhancing reactivity in electrophilic substitution and facilitating subsequent reductions or functional group interconversions. Its methyl groups offer steric control and contribute to bench stability, while the overall substitution pattern supports predictable regiochemistry in multi-step syntheses.

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

CAS No. 18873-95-5

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