5-Bromo-7-methylbenzofuran

Name: 5-Bromo-7-methylbenzofuran
Brand: ChemScene
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CAS No. 170681-91-1
Cat. No. CS-0153418
Purity≥98%
MDL No.MFCD11877829

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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+
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Structure of 170681-91-1

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General Information

CAS No. 170681-91-1
Cat. No. CS-0153418
Purity ≥98%
MDL No. MFCD11877829
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇BrO
Molecular Weight 211.06
Synonym(s) 5-bromo-7-methyl-1-benzofuran
SMILES CC1=C2C(=CC(=C1)Br)C=CO2

Description

5-Bromo-7-methylbenzofuran is a halogenated benzofuran derivative featuring a bromine atom at the 5-position and a methyl group at the 7-position. This substitution pattern imparts enhanced stability and facilitates direct functionalization in cross-coupling reactions. The molecule serves as a valuable building block in medicinal chemistry and materials science, offering predictable reactivity and compatibility with palladium-catalyzed transformations under standard conditions.

Application

5-Bromo-7-methylbenzofuran serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine electrophilicity and methyl group ortho-directing effect. The benzofuran core offers enhanced metabolic stability and planarity, facilitating integration into bioactive scaffolds. Its bench-stable crystalline form simplifies handling and purification in multi-step syntheses.

Synthesis

Route1
- 254886-13-0
- ~50%
- In-stock
  
  170681-91-1
References
- Soos, Tibor; Timari, Geza; Hajos, Gyoergy Tetrahedron Letters, 1999 , vol. 40, # 49 p. 8607 - 8609
Route2
- In-stock
  
  2362-12-1
- ~%
- In-stock
  
  170681-91-1
References
- Soos, Tibor; Timari, Geza; Hajos, Gyoergy Tetrahedron Letters, 1999 , vol. 40, # 49 p. 8607 - 8609

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

TPSA 13.14
LogP 3.50372
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzofuran compounds

Key Words

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5-Bromo-7-methylbenzofuran

CAS No. 170681-91-1

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