2-Bromo-1,3,5-trimethoxybenzene

Name: 2-Bromo-1,3,5-trimethoxybenzene
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1131-40-4
Cat. No. CS-0059229
Purity≥95%
MDL No.None

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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-1,3,5-trimethoxybenzene|CS-0059229

Structure of 1131-40-4

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General Information

CAS No. 1131-40-4
Cat. No. CS-0059229
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₁BrO₃
Molecular Weight 247.09
Synonym(s) BROMO-2,4,6-TRIMETHOXYBENZENE
SMILES COC1=CC(OC)=C(Br)C(OC)=C1

Description

2-Bromo-1,3,5-trimethoxybenzene features three methoxy groups positioned symmetrically around the benzene ring, creating a highly electron-rich platform ideal for palladium-catalyzed cross-coupling reactions. The bromine substituent enables selective functionalization under mild conditions, while the trimethoxy arrangement enhances solubility and stability in organic media. This compound serves as a robust scaffold for synthesizing complex aromatic architectures in medicinal chemistry and materials science.

Application

2-Bromo-1,3,5-trimethoxybenzene serves as a versatile building block in medicinal chemistry and materials synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electrophilic bromine site. The three methoxy groups provide enhanced solubility, stabilize electron-rich intermediates, and offer orthogonal functionalization potential. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for constructing complex aryl architectures in API development and heterocyclic scaffold assembly.

Synthesis

Route1
- In-stock
  
  621-23-8
- ~99%
- In-stock
  
  1131-40-4
References
- Mondal, Mukulesh; Puranik, Vedavati G.; Argade, Narshinha P. Journal of Organic Chemistry, 2006 , vol. 71, # 13 p. 4992 - 4995
Route2
- In-stock
  
  570-02-5
- ~99%
- In-stock
  
  1131-40-4
References
- Peng, Xuefeng; Shao, Xiang-Feng; Liu, Zhong-Quan Tetrahedron Letters, 2013 , vol. 54, # 24 p. 3079 - 3081
Route3
- In-stock
  
  621-23-8
- ~93%
- In-stock
  
  1131-40-4
- 5876-90-4
References
- Bennett, Stephanie M.; Tang, Ying; McMaster, Danielle; Bright, Frank V.; Detty, Michael R. Journal of Organic Chemistry, 2008 , vol. 73, # 17 p. 6849 - 6852

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

Quality Control

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Computational Chemistry Data

TPSA 27.69
LogP 2.4749
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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2-Bromo-1,3,5-trimethoxybenzene

CAS No. 1131-40-4

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