Methyl 4-bromo-3,5-dimethoxybenzoate

Name: Methyl 4-bromo-3,5-dimethoxybenzoate
Brand: ChemScene
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CAS No. 26050-64-6
Cat. No. CS-0150626
Purity≥97%
MDL No.MFCD06628784

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 4-bromo-3,5-dimethoxybenzoate|CS-0150626

Structure of 26050-64-6

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General Information

CAS No. 26050-64-6
Cat. No. CS-0150626
Purity ≥97%
MDL No. MFCD06628784
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₁BrO₄
Molecular Weight 275.10
Synonym(s) Methyl 3,5-dimethoxy-4-bromobenzoate
SMILES COC1=C(C(=CC(=C1)C(=O)OC)OC)Br

Description

Methyl 4-bromo-3,5-dimethoxybenzoate features a brominated aromatic core flanked by two methoxy groups, delivering enhanced electron density and stability. This bench-stable reagent integrates readily into Suzuki-Miyaura couplings and serves as a key intermediate in the synthesis of bioactive heterocycles and functionalized pharmaceuticals.

Application

Methyl 4-bromo-3,5-dimethoxybenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis. Its bromine substituent enables efficient palladium-catalyzed cross-coupling reactions, while the ortho-dimethoxy groups provide steric and electronic modulation. The methyl ester functionality facilitates further transformations, including hydrolysis or reduction. Bench-stable and readily purified by column chromatography, it functions reliably in standard synthetic workflows.

Synthesis

Route1
- In-stock
  
  16534-12-6
- 77-78-1
- ~90%
- In-stock
  
  26050-64-6
References
- Saeed, Aamer; Qasim, Muhammad; Simpson, Jim Acta Crystallographica Section C: Crystal Structure Communications, 2013 , vol. 69, # 7 p. 790 - 793
Route2
- In-stock
  
  16534-12-6
- ~94%
- In-stock
  
  26050-64-6
References
- Saeed, Aamer; Mahesar, Parvez Ali Tetrahedron, 2014 , vol. 70, # 7 p. 1401 - 1407
Route3
- 74-88-4
- ~%
- In-stock
  
  26050-64-6
References
- Hibi, Shigeki; Hoshino, Yorihisa; Kikuchi, Koichi; Shin, Kogyoku; Takahashi, Yoshinori; Fujisawa, Masae; Shibata, Hisashi; Ino, Mitsuhiro Patent: US2004/224974 A1, 2004 ; Location in patent: Page 60 ; US 20040224974 A1

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 44.76
LogP 2.2529
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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Methyl 4-bromo-3,5-dimethoxybenzoate

CAS No. 26050-64-6

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