Polar effects in hydrogen abstraction from benzaldehydes—III : Radical chlorination by sulphuryl chloride
The relative rates of radical chlorination of m- and p- substituted benzaldehydes with sulphuryl chloride at 40° in CCl4 have been determined by means of a competitive reaction using p-diethylbenzene as reference standard. The relative reactivities were calculated from the amounts of aroyl chloride...
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Elsevier
1970
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| _version_ | 1825722296218681344 |
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| author | Lee, Kheng H. |
| author_facet | Lee, Kheng H. |
| author_sort | Lee, Kheng H. |
| collection | UM |
| description | The relative rates of radical chlorination of m- and p- substituted benzaldehydes with sulphuryl chloride at 40° in CCl4 have been determined by means of a competitive reaction using p-diethylbenzene as reference standard. The relative reactivities were calculated from the amounts of aroyl chloride and α-chloro-p-diethylbenzene found and a polar effect (ρ{variant} = -0·53) was shown to be correlated by the Hammett equation with the σ constants. A comparison of the ρ{variant}-values with the redetermined value (ρ{variant} = -1·13) at the same temperature for bromotrichloromethane with the same system shows that radical halogenation with SO2Cl2 is much less selective than with BrCCl3. © 1970. |
| first_indexed | 2024-03-06T06:03:30Z |
| format | Article |
| id | um.eprints-24698 |
| institution | Universiti Malaya |
| last_indexed | 2024-03-06T06:03:30Z |
| publishDate | 1970 |
| publisher | Elsevier |
| record_format | dspace |
| spelling | um.eprints-246982021-03-09T00:44:07Z http://eprints.um.edu.my/24698/ Polar effects in hydrogen abstraction from benzaldehydes—III : Radical chlorination by sulphuryl chloride Lee, Kheng H. Q Science (General) QD Chemistry The relative rates of radical chlorination of m- and p- substituted benzaldehydes with sulphuryl chloride at 40° in CCl4 have been determined by means of a competitive reaction using p-diethylbenzene as reference standard. The relative reactivities were calculated from the amounts of aroyl chloride and α-chloro-p-diethylbenzene found and a polar effect (ρ{variant} = -0·53) was shown to be correlated by the Hammett equation with the σ constants. A comparison of the ρ{variant}-values with the redetermined value (ρ{variant} = -1·13) at the same temperature for bromotrichloromethane with the same system shows that radical halogenation with SO2Cl2 is much less selective than with BrCCl3. © 1970. Elsevier 1970 Article PeerReviewed Lee, Kheng H. (1970) Polar effects in hydrogen abstraction from benzaldehydes—III : Radical chlorination by sulphuryl chloride. Tetrahedron, 26 (8). pp. 2041-2044. ISSN 0040-4020, DOI https://doi.org/10.1016/S0040-4020(01)92779-6 <https://doi.org/10.1016/S0040-4020(01)92779-6>. https://doi.org/10.1016/S0040-4020(01)92779-6 doi:10.1016/S0040-4020(01)92779-6 |
| spellingShingle | Q Science (General) QD Chemistry Lee, Kheng H. Polar effects in hydrogen abstraction from benzaldehydes—III : Radical chlorination by sulphuryl chloride |
| title | Polar effects in hydrogen abstraction from benzaldehydes—III : Radical chlorination by sulphuryl chloride |
| title_full | Polar effects in hydrogen abstraction from benzaldehydes—III : Radical chlorination by sulphuryl chloride |
| title_fullStr | Polar effects in hydrogen abstraction from benzaldehydes—III : Radical chlorination by sulphuryl chloride |
| title_full_unstemmed | Polar effects in hydrogen abstraction from benzaldehydes—III : Radical chlorination by sulphuryl chloride |
| title_short | Polar effects in hydrogen abstraction from benzaldehydes—III : Radical chlorination by sulphuryl chloride |
| title_sort | polar effects in hydrogen abstraction from benzaldehydes iii radical chlorination by sulphuryl chloride |
| topic | Q Science (General) QD Chemistry |
| work_keys_str_mv | AT leekhengh polareffectsinhydrogenabstractionfrombenzaldehydesiiiradicalchlorinationbysulphurylchloride |