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5-Methyl-3-methylsulfinyl-2-phenyl-1-benzofuran

✍ Scribed by Choi, Hong Dae ;Seo, Pil Ja ;Son, Byeng Wha ;Lee, Uk

Publisher
International Union of Crystallography
Year
2007
Tongue
English
Weight
752 KB
Volume
63
Category
Article
ISSN
1600-5368

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✦ Synopsis

The title compound, C 16 H 14 O 2 S, was prepared by the oxidation of 3,5-dimethyl-2-phenyl-1-benzofuran using 3chloroperbenzoic acid. The O atom and the methyl group of the methylsulfinyl substituent lie on opposite sides of the plane of the benzofuran fragment. The phenyl ring is rotated out of the benzofuran plane, with a dihedral angle of 31.94 (7) . The crystal packing is stabilized by C-HÁ Á Á(phenyl ring) interactions.

Related literature

For the crystal structures of isomers of the title compound, see: Choi et al. (2007a,b). For details of the pharmacological properties of benzofuran compounds, see: Howlett et al.

📜 SIMILAR VOLUMES

2-Methyl-3-methyl­sulfinyl-5-phenyl-1-be
2-Methyl-3-methyl­sulfinyl-5-phenyl-1-benzofuran
✍ Choi, Hong Dae ;Seo, Pil Ja ;Lee, Hee Kyung ;Son, Byeng Wha ;Lee, Uk 📂 Article 📅 2006 🏛 International Union of Crystallography 🌐 English ⚖ 97 KB

The title compound, C 16 H 14 O 2 S, was prepared by oxidation of 2-methyl-3-methylsulfanyl-5-phenyl-1-benzofuran using 3chloroperbenzoic acid. Shortstacking distances are prevented by the steric influence of the methylsulfinyl group.

5-Chloro-3-methyl­sulfinyl-2-phenyl-1-be
5-Chloro-3-methyl­sulfinyl-2-phenyl-1-benzofuran
✍ Choi, Hong Dae ;Seo, Pil Ja ;Son, Byeng Wha ;Lee, Uk 📂 Article 📅 2007 🏛 International Union of Crystallography 🌐 English ⚖ 179 KB

The title compound, C~15~H~11~ClO~2~S, was prepared by the oxidation of 5-chloro-3-methylsulfanyl-2-phenyl-1-benzofuran using 3-chloroperbenzoic acid. The 1-benzofuran ring system is almost planar. The crystal structure is stabilized by weak aromatic π–π stacking and –CH~2~—H...π interactions.

5-Bromo-3-methyl­sulfinyl-2-phenyl-1-ben
5-Bromo-3-methyl­sulfinyl-2-phenyl-1-benzofuran
✍ Choi, Hong Dae ;Seo, Pil Ja ;Son, Byeng Wha ;Lee, Uk 📂 Article 📅 2007 🏛 International Union of Crystallography 🌐 English ⚖ 181 KB

The title compound, C~15~H~11~BrO~2~S, was prepared by oxidation of 5-bromo-3-methylsulfanyl-2-phenyl-1-benzofuran using 3-chloroperbenzoic acid. The crystal structure is stabilized by aromatic π–π stacking and CH~2~—H...π interactions.

5-Chloro-2-methyl-3-methyl­sulfinyl-1-be
5-Chloro-2-methyl-3-methyl­sulfinyl-1-benzofuran
✍ Choi, Hong Dae ;Seo, Pil Ja ;Son, Byeng Wha ;Lee, Uk 📂 Article 📅 2007 🏛 International Union of Crystallography 🌐 English ⚖ 178 KB

The title compound, C 10 H 9 ClO 2 S, was prepared by the oxidation of 5-chloro-2-methyl-3-methylsulfanyl-1-benzofuran using 3-chloroperbenzoic acid. The benzofuran ring system is almost planar. Noor -CH 2 -HÁ Á Á interactions were observed.