5-bromo-1-chloro-2-methyl-3-nitrobenzene

Name: 5-bromo-1-chloro-2-methyl-3-nitrobenzene
Brand: ChemScene
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CAS No. 885519-13-1
Cat. No. CS-0187847
Molecule weightNone
Purity≥97%
MDL No.MFCD07781356

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5-bromo-1-chloro-2-methyl-3-nitrobenzene|CS-0187847

Structure of 885519-13-1

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General Information

CAS No. 885519-13-1
Cat. No. CS-0187847
Purity ≥97%
MDL No. MFCD07781356
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrClNO₂
Molecular Weight None
Synonym(s) 5-bromo-3-chloro-2-fluoro-1-nitrobenzene
SMILES CC1=C(C=C(C=C1[N+](=O)[O-])Br)Cl

Description

5-Bromo-1-chloro-2-methyl-3-nitrobenzene features a densely functionalized aromatic core with complementary halogen and nitro groups, enabling direct coupling in cross-coupling reactions. The methyl substituent provides steric bias, while the electron-deficient ring facilitates nucleophilic substitution under mild conditions. This compound serves as a key intermediate in the synthesis of advanced pharmaceuticals and agrochemicals.

Application

5-Bromo-1-chloro-2-methyl-3-nitrobenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling selective cross-coupling reactions via its bromo and chloro substituents. The nitro group facilitates downstream functionalization, while the methyl group provides steric and electronic modulation. This compound exhibits excellent bench stability, ease of purification, and compatibility with standard Pd-catalyzed coupling protocols, making it well-suited for multi-step synthetic sequences.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 43.14
LogP 3.31912
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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5-bromo-1-chloro-2-methyl-3-nitrobenzene

CAS No. 885519-13-1

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