2-Bromo-4-methyl-5-nitroanisole

Name: 2-Bromo-4-methyl-5-nitroanisole
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 41447-19-2
Cat. No. CS-0186582
Molecule weight246.06
Purity≥97%
MDL No.MFCD27935373

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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-4-methyl-5-nitroanisole|CS-0186582

Structure of 41447-19-2

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General Information

CAS No. 41447-19-2
Cat. No. CS-0186582
Purity ≥97%
MDL No. MFCD27935373
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrNO₃
Molecular Weight 246.06
Synonym(s) 3-Brom-4-methoxy-6-nitrotoluol
SMILES CC1=CC(=C(C=C1[N+](=O)[O-])OC)Br

Description

2-Bromo-4-methyl-5-nitroanisole features a strategically positioned bromine atom adjacent to a methoxy group, enabling direct cross-coupling under standard conditions. The para-nitro and methyl substituents create an electron-deficient aromatic core, enhancing reactivity in palladium-catalyzed transformations. This bench-stable compound integrates readily into complex molecular architectures.

Application

2-Bromo-4-methyl-5-nitroanisole serves as a versatile building block in the synthesis of functionalized heterocycles and pharmaceutical intermediates. Its reactivity profile enables palladium-catalyzed cross-coupling reactions, while the nitro and methyl groups provide orthogonal handles for further derivatization. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for scalable medicinal chemistry campaigns and process development workflows.

Synthesis

Route1
- 134-19-0
- ~74%
- In-stock
  
  41447-19-2
References
- Research Corporation Patent: US3976652 A1, 1976 ;
Route2
- In-stock
  
  2042-14-0
- ~%
- In-stock
  
  41447-19-2
References
- Kermack; Spragg Journal of the Chemical Society, 1932 , p. 2946

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

TPSA 52.37
LogP 2.67432
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-4-methyl-5-nitroanisole

CAS No. 41447-19-2

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