{"doi":"10.1246/bcsj.39.967","title":"Organic Sulfur Compounds. III. The Reactions of Toluenesulfinic Acid with Acyl Chlorides","abstract":"<jats:title>Abstract</jats:title>\n               <jats:p>Sodium p-toluenesulfinate reacts with acetyl chloride to form acetic anhydride, p-toluenesulfinyl chloride, thiolsulfonate, and sodium p-toluenesulfonate. A reaction with benzoyl chloride gives benzoic anhydride in a good yield. A mixed anhydride of sulfinic acid and carboxylic acid is postulated as an intermediate, one which survives for a few hours at −60°C. The reaction mechanism is discussed.</jats:p>","journal":"Bulletin of the Chemical Society of Japan","year":1966,"id":16225,"datarank":3.7527194490764493,"base_score":3.1354942159291497,"endowment":3.1354942159291497,"self_citation_contribution":0.47032413238937254,"citation_network_contribution":3.2823953166870767,"self_endowment_contribution":0.47032413238937254,"citer_contribution":3.2823953166870767,"corpus_percentile":null,"corpus_rank":null,"citation_count":22,"citer_count":21,"citers_with_citation_signal":20,"citers_with_endowment":20,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":null,"is_data_producer":false,"deposit_databanks":null,"is_oa":false,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":null,"fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":120562,"name":"Michio Kobayashi","orcid":null,"position":0,"is_corresponding":false}],"reference_count":0,"raw_metadata":{"has_enrichment":true,"base_score":3.1354942159291497,"endowment":3.1354942159291497,"datacite_reuse_total":0,"file_count":0,"downloads":0,"views":0,"has_version_chain":false,"is_dataset":false,"is_oa":false,"pmid":"21071399","pmcid":null,"openalex_id":"https://openalex.org/W2034164292","authors":[],"funders":[],"total_grants":0,"fwci":1.6556,"citation_percentile":0.78943265,"influential_citations":0,"citation_trend":[{"year":2017,"count":1}],"oa_status":"bronze","license":"https://academic.oup.com/pages/standard-publication-reuse-rights","oa_locations":[{"url":"http://www.journal.csj.jp/doi/pdf/10.1246/bcsj.39.967","host_type":"journal"},{"url":"http://www.journal.csj.jp/doi/pdf/10.1246/bcsj.39.967","host_type":"BRONZE"},{"url":"http://www.journal.csj.jp/doi/pdf/10.1246/bcsj.39.967","host_type":"publisher"},{"url":"https://academic.oup.com/bcsj/article-pdf/39/5/967/55788504/bcsj.39.967.pdf","host_type":"publisher"},{"url":"https://doi.org/10.1246/bcsj.39.967","host_type":"journal"}],"fields_of_study":["Sulfur-Based Synthesis Techniques","Synthesis and biological activity","Organic and Inorganic Chemical Reactions","Chemistry"],"mesh_terms":[],"keywords":["Chemistry","Benzoyl chloride","Acetic anhydride","Benzoic acid","Acylation","Yield (engineering)","Acetyl chloride","Chloride","Sodium","Acetic acid","Organic chemistry","Sulfur","Sulfinic acid","Pummerer rearrangement","Acid anhydride","Acyl chloride","Carboxylic acid","Medicinal chemistry","Catalysis"],"sdg_mappings":[{"sdg_number":0,"sdg_label":"Clean water and sanitation"}],"linked_datasets":[],"clinical_trials":[],"software_tools":[],"database_accessions":[],"source":"live","citation_network_status":"fetched"},"created_at":"2026-06-01T20:53:14.628063Z","pmid":null,"pmcid":null,"fwci":null,"citation_percentile":null,"influential_citations":0,"oa_status":null,"license":null,"views":0,"total_file_size_bytes":0,"version_count":0,"fair_f":null,"fair_a":null,"fair_i":null,"fair_r":null,"fair_zscore":null,"fair_rationale":null,"fair_model":null,"fair_agent_version":null,"fair_fulltext_source":null,"fair_has_llm":null,"fair_computed_at":null,"clinical_trials":[],"software_tools":[],"db_accessions":[],"linked_datasets":[],"topics":[]}