[{"data":1,"prerenderedAt":-1},["ShallowReactive",2],{"detail-sidebar-cat-0-en-105":3,"doc-seo-291162-105":59,"doc-detail-291162-en":130},{"code":4,"msg":5,"data":6},0,"success",[7,13,18,23,28,33,38,43,48,51,55],{"id":8,"doc_module":4,"doc_module_name":9,"category_name":10,"show_sort_weight":11,"slug":12},1,"Document","Story & Novel",90,"story-novel",{"id":14,"doc_module":4,"doc_module_name":9,"category_name":15,"show_sort_weight":16,"slug":17},2,"Literature",80,"literature",{"id":19,"doc_module":4,"doc_module_name":9,"category_name":20,"show_sort_weight":21,"slug":22},4,"Exam",70,"exam",{"id":24,"doc_module":4,"doc_module_name":9,"category_name":25,"show_sort_weight":26,"slug":27},5,"Comic",60,"comic",{"id":29,"doc_module":4,"doc_module_name":9,"category_name":30,"show_sort_weight":31,"slug":32},6,"Technology",50,"technology",{"id":34,"doc_module":4,"doc_module_name":9,"category_name":35,"show_sort_weight":36,"slug":37},7,"Healthcare",40,"healthcare",{"id":39,"doc_module":4,"doc_module_name":9,"category_name":40,"show_sort_weight":41,"slug":42},8,"Research & Report",30,"research-report",{"id":44,"doc_module":4,"doc_module_name":9,"category_name":45,"show_sort_weight":46,"slug":47},9,"Religion & Spirituality",20,"religion-spirituality",{"id":46,"doc_module":4,"doc_module_name":9,"category_name":49,"show_sort_weight":46,"slug":50},"World Cup","world-cup",{"id":52,"doc_module":4,"doc_module_name":9,"category_name":53,"show_sort_weight":52,"slug":54},10,"Lifestyle","lifestyle",{"id":56,"doc_module":4,"doc_module_name":9,"category_name":57,"show_sort_weight":24,"slug":58},19,"General","general",{"code":4,"msg":60,"data":61},"ok",{"site_id":62,"language":63,"slug":64,"title":65,"keywords":66,"description":67,"schema_data":68,"social_meta":123,"head_meta":125,"extra_data":127,"updated_unix":129},105,"en","alkene-and-alkyne-reaction-flashcards-dat-organic-chemistry-reaction-summary-sheet","Alkene and Alkyne Reaction Flashcards - DAT Organic Chemistry Reaction Summary Sheet","","DAT Organic Chemistry Reaction Summary Sheet provides concise reaction flashcards covering alkene reactions, alkyne reactions, and related transformations. It summarizes key addition, oxidation/reduction, and functional group interconversion pathways, including hydrohalogenation with rearrangements, halogenation variants, hydration methods, hydroboration oxidation, hydroxylation stereochemistry, epoxidation, catalytic hydrogenation, ozonolysis, oxidative cleavage, and Grignard additions. Electrophilic aromatic substitution and benzene side-chain reductions are also included, with conditions and product outcomes.",{"@graph":69,"@context":122},[70,84,105],{"@type":71,"itemListElement":72},"BreadcrumbList",[73,77,79,82],{"item":74,"name":75,"@type":76,"position":8},"https://docshare.wps.com","Home","ListItem",{"item":78,"name":9,"@type":76,"position":14},"https://docshare.wps.com/document/",{"item":80,"name":20,"@type":76,"position":81},"https://docshare.wps.com/document/exam/",3,{"item":83,"name":65,"@type":76,"position":19},"https://docshare.wps.com/document/alkene-and-alkyne-reaction-flashcards-dat-organic-chemistry-reaction-summary-sheet/291162/",{"url":83,"name":65,"@type":85,"image":86,"author":91,"headline":65,"publisher":94,"fileFormat":97,"inLanguage":63,"description":67,"dateModified":98,"datePublished":99,"encodingFormat":97,"isAccessibleForFree":100,"interactionStatistic":101},"DigitalDocument",{"url":87,"@type":88,"width":89,"height":90},"https://docshare.wps.com/thumbnails/alkene-and-alkyne-reaction-flashcards-dat-organic-chemistry-reaction-summary-sheet/291162.png","ImageObject",300,407,{"name":92,"@type":93},"Alex Sinclair","Person",{"url":74,"name":95,"@type":96},"DocShare","Organization","application/pdf","2026-10-22","2026-09-17",true,{"@type":102,"interactionType":103,"userInteractionCount":44},"InteractionCounter",{"@type":104},"ViewAction",{"@type":106,"mainEntity":107},"FAQPage",[108,114,118],{"name":109,"@type":110,"acceptedAnswer":111},"What reactions are included under alkene additions and how are the outcomes organized?","Question",{"text":112,"@type":113},"Alkene reactions include hydrohalogenation (including with rearrangement), halogenation, hydrobromination with peroxide, hydration (with and without rearrangement), bromination in water, oxymercuration–demercuration, hydroboration–oxidation, syn- and anti-hydroxylation, and alcohol additions such as bromination in alcohol, plus epoxidation.","Answer",{"name":115,"@type":110,"acceptedAnswer":116},"How does the sheet categorize alkyne reactions?",{"text":117,"@type":113},"Alkyne reactions are grouped by transformation type: catalytic hydrogenation, reductions to cis or trans alkenes, hydrohalogenation of terminal vs internal alkynes, halogenation with Br2, hydration of internal and terminal alkynes (Markovnikov vs anti-Markovnikov), and SN2 additions of an acetylide ion to alkyl halides, ketones, and epoxides.",{"name":119,"@type":110,"acceptedAnswer":120},"What major topics are covered for aromatic and reduction chemistry beyond alkenes/alkynes?",{"text":121,"@type":113},"Beyond alkenes/alkynes, the sheet covers electrophilic aromatic substitution (including Friedel–Crafts alkylation/acylation, bromination/chlorination/nitration/sulfonation, and directing effects) as well as benzene side-chain reactions (oxidation to benzoic acid, Wolff–Kishner, Clemmensen) and hydride reductions (aldehyde, ketone, and carboxylic acid to alcohol pathways).","https://schema.org",{"og:url":83,"og:type":124,"og:title":65,"og:site_name":95,"og:description":67},"article",{"robots":126,"canonical":83},"index,follow",{"doc_id":128,"site_id":62},291162,1789643574,{"code":4,"msg":5,"data":131},{"doc_id":128,"user_id":132,"nickname":92,"user_avatar":133,"doc_module":4,"category_id":19,"category_name":20,"doc_title":65,"doc_description":67,"doc_content":134,"file_id":135,"file_url":136,"file_type":137,"file_size":138,"view_count":44,"is_deleted":4,"is_public":8,"is_downloadable":8,"audit_status":8,"page_count":139,"language":140,"language_code":63,"site_id":62,"html_lang":63,"table_of_contents":141,"faqs":142,"seo_title":143,"seo_description":67,"update_tm":129,"read_time":144},1099523882182,"https://ap-avatar.wpscdn.com/davatar_6f874abed73319feea01a86fa6f0fab8","DAT Organic Chemistry Reaction Summary Sheet  \nAlkene Reactions  \n\n| Hydrohalogenation | |\n| --- | --- |\n| Hydrohalogenation (with Rearrangement) | |\n| Halogenation | |\n| Hydrobromination with Peroxide | |\n| Hydration | |\n| Hydration (with Rearrangement) | |\n| Bromination in H2O | |\n| OxymercurationDemurcuration | |\n| HydroborationOxidation | |\n| Syn-Hydroxylation | |\n| Syn-Hydroxylation | |\n| Anti-Hydroxylation | |\n| Addition of an Alcohol | |\n| Bromination in Alcohol | |\n| AlkoxymercurationDemurcuration | |\n| Epoxidation | |\n\n[www.datbootcamp.com](www.datbootcamp.com) 1 of 25|Page  \n\n| Catalytic\u003Cbr>Hydrogenation | |\n| --- | --- |\n| Ozonolysis (Reducing Conditions) | |\n| Ozonolysis (Oxidizing Conditions) | |\n| Oxidative Cleavage | |\n\nAlkyne Reactions  \n\n| Catalytic Hydrogenation (Catalytic Reduction) | |\n| --- | --- |\n| Reduction to CisAlkene | |\n| Reduction to TransAlkene | |\n| Hydrohalogenation with HBr (Terminal Alkyne) | |\n| Hydrohalogenation with HBr (Internal Alkyne) | |\n| Halogenation with Br2 | |\n| Hydration of an Internal Alkyne | |\n| Hydration of a Terminal Alkyne (Markovnikov) | |\n| Hydration of a Terminal Alkyne (Anti-Markovnikov) | |\n| SN2 Addition of an Acetylide Ion to an Alkyl Halide | |\n| SN2 Addition of an Acetylide Ion to a Ketone | |\n| SN2 Addition of an Acetylide Ion to an Epoxide | |\n\n[www.datbootcamp.com](www.datbootcamp.com) 2 of 25|Page  \nFree Radical Halogenation Reactions  \n\n| Free Radical Halogenation using Bromine (more selective) | |  Br2  hv or Δ |  | Br |  |  |  |  |  |  |\n| --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |\n| Free Radical Halogenation using Chlorine (less selective) | |  Cl2  hv or Δ |  | |  |  | | ~~ ~~ Cl |  | |\n| Allylic/Benzylic Bromination | |  | |  | |  |  |  |  |  |\n\n[www.datbootcamp.com](www.datbootcamp.com) 3 of 25|Page  \nGrignard Reactions  \n\n| Addition of a Grignard Reagent to an Aldehyde | O\u003Cbr>\u003Cbr> H\u003Cbr>| 1.  MgX , Ether \u003Cbr>2. H3O+\u003Cbr>|  |  | OH\u003Cbr>\u003Cbr> 2˚Alcohol |  |  |  |  |  |\n| --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |\n| Addition of a Grignard Reagent to a Ketone | O\u003Cbr>\u003Cbr>| 1.  MgX , Ether \u003Cbr>2. H3O+\u003Cbr>|  | \u003Cbr>HO\u003Cbr>\u003Cbr>|  |  |  |  | 3˚Alcohol |  |\n| Addition of a Grignard Reagent to an Ester | O\u003Cbr>\u003Cbr> O\u003Cbr>|  | 1. 2 eq. MgX , Ether\u003Cbr>2. H3O+ |  |  |  |  | \u003Cbr>HO\u003Cbr>\u003Cbr>|  | 3˚Alcohol |\n| Addition of a Grignard\u003Cbr>Reagent to an Acyl Chloride | O\u003Cbr>\u003Cbr> Cl\u003Cbr>| 1. 2 eq. MgX , Ether\u003Cbr>2. H3O+ |  |  |  |  | HO\u003Cbr>3˚Alcohol\u003Cbr>|  |  |  |\n| Addition of a Grignard Reagent to CO2 | MgX 1. CO2 , Ether \u003Cbr>2. H3O+ |  |  |  | O\u003Cbr>\u003Cbr>OH\u003Cbr>Carboxylic Acid |  |  |  |  |  |\n| Addition of a Grignard Reagent to an Epoxide (adds to the less subs. side forming the less subs. alcohol) | O\u003Cbr>| 1.  MgX , Ether \u003Cbr>2. H3O+\u003Cbr>|  | OH\u003Cbr>\u003Cbr>2˚Alcohol (less subs. alcohol)\u003Cbr>|  |  |  |  |  |  |\n| Addition of a Grignard\u003Cbr>Reagent to a Carboxylic Acid | O\u003Cbr>\u003Cbr> OH\u003Cbr>|  | 1.  MgX , Ether \u003Cbr>2. H3O+\u003Cbr>|  |  | O\u003Cbr>\u003Cbr> O\u003Cbr>\u003Cbr>MgX\u003Cbr>|  |  |  |  |\n|  | Carboxylate |  |  |  |  |  |  |  |  |  |\n| Addition of a Grignard Reagent to an Amide | O\u003Cbr>\u003Cbr> NH2\u003Cbr>|  | 1.  MgX , Ether \u003Cbr>2. H3O+\u003Cbr>|  |  | O\u003Cbr>\u003Cbr> NH MgX\u003Cbr>|  |  |  |  |\n|  | Deprotonated Amide |  |  |  |  |  |  |  |  |  |\n| Addition of a Grignard Reagent to a Nitrile | ~~ ~~ N | 1.  MgX , Ether \u003Cbr>2. H3O+\u003Cbr>|  |  |  | O\u003Cbr> Ketone\u003Cbr>|  |  |  |  |\n\n[www.datbootcamp.com](www.datbootcamp.com) 4 of 25|Page  \nElectrophilic Aromatic Substitution (EAS) Reactions  \n\n| Friedel-Crafts Alkylation (Rearrangement Possible) | | Cl \u003Cbr>\u003Cbr>AlCl3\u003Cbr>Cl \u003Cbr>AlCl3 |  | |  |  |  |  |  |  |  |\n| --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- | --- |\n| Friedel-Crafts Acylation (No Rearrangement Possible) | \u003Cbr>\u003Cbr>\u003Cbr>\u003Cbr>\u003Cbr>\u003Cbr>O\u003Cbr>|  |  |  |  |  |  |  |  |  |  |\n| Bromination | | | |  |  |  | Br |  |  |  |  |\n| Chlorination | | | \u003Cbr>\u003Cbr>\u003Cbr>Cl\u003Cbr>|  |  |  |  |  |  |  |  |\n| Nitration | | | |  |  |  |  | NO2 |  |  |  |\n| Sulfonation | | | \u003Cbr>SO3 |  |  |  |  |  ","cbCaibz8j4FXyhiI","https://ap.wps.com/l/cbCaibz8j4FXyhiI","pdf",2075007,25,"English","# Alkene Reactions\n## Alkenes: hydrohalogenation, halogenation, hydration, oxymercuration, hydroboration, hydroxylation, epoxidation\n# Alkyne Reactions\n## Catalytic hydrogenation, hydrohalogenation, halogenation, hydration, SN2 additions\n# Free Radical Halogenation Reactions\n# Grignard Reactions\n# Electrophilic Aromatic Substitution (EAS) Reactions\n## Friedel-Crafts, bromination/chlorination/nitration/sulfonation, formylation, directing effects\n# Benzene Side-Chain Reactions\n## Oxidation to benzoic acid, Wolff-Kishner, Clemmensen\n# Hydride Reduction Reactions","[{\"question\":\"What reactions are included under alkene additions and how are the outcomes organized?\",\"answer\":\"Alkene reactions include hydrohalogenation (including with rearrangement), halogenation, hydrobromination with peroxide, hydration (with and without rearrangement), bromination in water, oxymercuration–demercuration, hydroboration–oxidation, syn- and anti-hydroxylation, and alcohol additions such as bromination in alcohol, plus epoxidation.\"},{\"question\":\"How does the sheet categorize alkyne reactions?\",\"answer\":\"Alkyne reactions are grouped by transformation type: catalytic hydrogenation, reductions to cis or trans alkenes, hydrohalogenation of terminal vs internal alkynes, halogenation with Br2, hydration of internal and terminal alkynes (Markovnikov vs anti-Markovnikov), and SN2 additions of an acetylide ion to alkyl halides, ketones, and epoxides.\"},{\"question\":\"What major topics are covered for aromatic and reduction chemistry beyond alkenes/alkynes?\",\"answer\":\"Beyond alkenes/alkynes, the sheet covers electrophilic aromatic substitution (including Friedel–Crafts alkylation/acylation, bromination/chlorination/nitration/sulfonation, and directing effects) as well as benzene side-chain reactions (oxidation to benzoic acid, Wolff–Kishner, Clemmensen) and hydride reductions (aldehyde, ketone, and carboxylic acid to alcohol pathways).\"}]","Alkene and Alkyne Reaction Flashcards - DAT Organic Chemistry Reaction Summary Sheet | PDF",63]