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-Bromo-2-methyl-3-phenylsulfinyl-1-benzofuran
✍ Scribed by Seo, Pil Ja ;Choi, Hong Dae ;Son, Byeng Wha ;Lee, Uk
- Publisher
- International Union of Crystallography
- Year
- 2007
- Tongue
- English
- Weight
- 831 KB
- Volume
- 63
- Category
- Article
- ISSN
- 1600-5368
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✦ Synopsis
The title compound, C 15 H 11 BrO 2 S, was prepared by the oxidation of 5-bromo-2-methyl-3-phenylsulfanyl-1-benzofuran using 3-chloroperbenzoic acid. The O atom and the phenyl group of the phenylsulfinyl substituent lie on opposite sides of the plane of the benzofuran fragment. The phenyl ring is almost perpendicular to the plane of the benzofuran fragment [84.61 (6) ] and is tilted slightly towards it. The crystal structure is stabilized by intermolecular aromaticinteractions, with a centroid-centroid distance of 3.622 (3) A for the furan and benzene rings, C-HÁ Á ÁO hydrogen bonds and a BrÁ Á ÁO (-antibondng of S O to -non-bonding of Br) interaction, with a distance of 3.204 (2) A ˚.
📜 SIMILAR VOLUMES
The title compound, C 16 H 13 BrOS, was prepared by the Lewis acid-catalysed reaction of 4 0 -bromo-1,1 0 -biphenyl-4-ol withchloro--(methylsulfanyl)acetone. The crystal structure is stabilized by a C-HÁ Á Á interaction involving a CH group of the 4-bromophenyl ring and the furan ring.
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.
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.
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 th