7-Methylbenzofuran

• CAS: 17059-52-8
• Catalog Number: ACM17059528
• Category: Main Products
• Molecular Weight: 132.16
• Molecular Formula: C9H8O
• Synonyms: 7-Methylbenzo[b]furan

Case Study

Evaluation of Thermochemical Data of 7-Methylbenzofuran and Other Benzofuran Methyl Derivatives

Freitas, Vera LS, et al. Structural Chemistry, 2013, 24, 1923-1933.

This study determined the standard molar enthalpies of formation for dibenzofuran and its monomethylated derivatives using both experimental calorimetry methods and computational techniques. This work obtained enthalpy measurements for gas-phase substances using G3(MP2)//B3LYP computational methods.
The working reactions described by Eqs. 11-15 with the correspondent calculated values for the enthalpies of formation in the gaseous phase, at T = 298.15 K. provided the basis for determining the enthalpies of formation for methyl benzofuran derivatives 4-methylbenzofuran (4- MeBF), 5-methylbenzofuran (5-MeBF), 6-methylbenzofuran (6-MeBF) and 7-methylbenzofuran (7-MeBF).
The data shows enthalpy values of (-21.7 ± 0.4) kJ mol-1 for 4-methylbenzofuran and (-16.7 ± 0.5) kJ mol-1 for 5-methylbenzofuran along with (-17.4 ± 0.5) kJ mol-1 for 6-methylbenzofuran and (-22.6 ± 0.4) kJ mol-1 for 7-methylbenzofuran.

Catalytic Direct Olefination of Benzofurans: Example of 7-Methylbenzofuran

Huang, Qiufeng, et al. ChemCatChem, 2014, 6(6), 1531-1534.

Benzofurans are efficiently and selectively olefinated at C2 using Pd(OAc)2 with a catalytic amount of 11-molybdovanadophosphoric acid (H4PMo11VO40) in an oxygen atmosphere. As an example, 7-methylbenzofuran was reacted with styrene (2a) to give the desired product 3p in 86% yield.
General Synthesis Procedure
· In a Schlenk-type sealed tube (50 mL) equipped with a Teflon high-pressure valve and side arm, mixed 7-methylbenzofuran (1.0 mmol), styrene (0.2 mmol), Pd(OAc)2 (0.01 mmol), H3PMo11VO40 (0.006 mmol), Ac-Gly-OH (0.03 mmol), Na2CO3 (0.2 mmol), and DMF (1 mL).
· The tube underwent vacuum evacuation before being filled with O2 (1 atm) from a balloon three times. The mixture underwent stirring and heating in an oil bath at 120°C for 24 hours. The crude mixture was diluted with CH2Cl2 to reach 5 mL after cooling to room temperature before the addition of 0.2 mmol C16H34 as an internal standard for GC analysis.
· After conducting GC and GC-MS analysis, removed volatile components using reduced pressure followed by silica gel column chromatography of the residue with petroleum ether to obtain product 3p at an 86% yield.

Custom Q&A

What is the molecular formula of 7-Methylbenzofuran?

The molecular formula of 7-Methylbenzofuran is C9H8O.

What is the molecular weight of 7-Methylbenzofuran?

The molecular weight of 7-Methylbenzofuran is 132.16 g/mol.

What is the IUPAC name of 7-Methylbenzofuran?

The IUPAC name of 7-Methylbenzofuran is 7-methyl-1-benzofuran.

What is the InChIKey of 7-Methylbenzofuran?

The InChIKey of 7-Methylbenzofuran is PHQXPPBIJBCIMI-UHFFFAOYSA-N.

What is the canonical SMILES of 7-Methylbenzofuran?

The canonical SMILES of 7-Methylbenzofuran is CC1=C2C(=CC=C1)C=CO2.

What is the CAS number of 7-Methylbenzofuran?

The CAS number of 7-Methylbenzofuran is 17059-52-8.

What is the European Community (EC) number of 7-Methylbenzofuran?

The European Community (EC) number of 7-Methylbenzofuran is 241-123-1.

What is the UNII of 7-Methylbenzofuran?

The UNII of 7-Methylbenzofuran is GZ7272436A.

What is the XLogP3-AA value of 7-Methylbenzofuran?

The XLogP3-AA value of 7-Methylbenzofuran is 2.7.

What is the topological polar surface area of 7-Methylbenzofuran?

The topological polar surface area of 7-Methylbenzofuran is 13.1Ų.