{"id":1614,"date":"2025-06-17T09:57:08","date_gmt":"2025-06-17T09:57:08","guid":{"rendered":"https:\/\/medpharma12.com\/?p=1614"},"modified":"2025-06-26T09:19:44","modified_gmt":"2025-06-26T09:19:44","slug":"to-prepare-phenyl-benzoate-from-phenol","status":"publish","type":"post","link":"https:\/\/medpharma12.com\/index.php\/2025\/06\/17\/to-prepare-phenyl-benzoate-from-phenol\/","title":{"rendered":"To prepare Phenyl benzoate from phenol"},"content":{"rendered":"<p><span style=\"color: #000000;\"><strong>EXPERINMENT 08<\/strong><\/span><\/p>\n<p><span style=\"color: #000000;\"><strong>Object<\/strong><\/span><\/p>\n<p>To prepare Phenyl benzoate from phenol<\/p>\n<p><span style=\"color: #000000;\"><strong>Reference<\/strong><\/span><\/p>\n<ol>\n<li><span style=\"color: #000000;\">Peesapati venkateshwarlu, Elementary practical organic chemistry, 2nd edition, 1966, published by CBS publisher, page No. 172<\/span><\/li>\n<\/ol>\n<p><strong>Requirement<\/strong><\/p>\n<p>Iodine flask, beaker, measuring cylinder, pipette<\/p>\n<p><strong>chemical:<\/strong><\/p>\n<ol>\n<li>Benzoyl chloride \u00a0 \u00a02ml<\/li>\n<li>Phenol\u00a0 \u00a0 \u00a0 \u00a0 \u00a0 \u00a0 \u00a0 \u00a0 1gram\/ 1ml<\/li>\n<li>NaOH solution\u00a0 10%w\/v<\/li>\n<li>ethyle alcohol<\/li>\n<\/ol>\n<p><strong>Theory.<\/strong><\/p>\n<p><span data-huuid=\"13115144944902814125\">Phenyl benzoate is\u00a0<mark class=\"QVRyCf\">synthesized by reacting phenol with benzoyl chloride in the presence of a base like sodium hydroxide, utilizing the Schotten-Baumann reaction<\/mark>.\u00a0<\/span><span data-huuid=\"13115144944902815388\">This method leverages the nucleophilic nature of the phenoxide ion, formed when phenol reacts with the base, to attack the electrophilic carbonyl carbon of benzoyl chloride, resulting in the formation of the phenyl benzoate ester.<\/span><\/p>\n<div class=\"WaaZC\">\n<div class=\"RJPOee EIJn2\">\n<div class=\"rPeykc pyPiTc\" data-hveid=\"CBcQAQ\" data-ved=\"2ahUKEwjS1ofql_iNAxVPUGcHHUZHDyMQo_EKegQIFxAB\"><strong>\u00a0Formation of Phenoxide Ion:<\/strong><\/div>\n<\/div>\n<\/div>\n<div class=\"WaaZC\">\n<div class=\"RJPOee EIJn2\">\n<p><span data-huuid=\"2791641763407336937\">Phenol (C6H5OH) reacts with sodium hydroxide (NaOH) to form a phenoxide ion (C6H5O-) and water.\u00a0<\/span><span data-huuid=\"2791641763407339144\">This reaction is facilitated by the strong base, which deprotonates the phenol, making the oxygen atom a better nucleophile.<span class=\"pjBG2e\" data-cid=\"1d742a37-6f92-4649-8761-af86f09663c1\"><span class=\"UV3uM\">\u00a0<\/span><\/span><\/span><\/p>\n<div class=\"NPrrbc\" data-cid=\"1d742a37-6f92-4649-8761-af86f09663c1\" data-uuids=\"2791641763407336937,2791641763407339144\">\n<div class=\"BMebGe btku5b fCrZyc LwdV0e FR7ZSc OJeuxf\" tabindex=\"0\" role=\"button\" aria-label=\"View related links\" data-hveid=\"CBEQAQ\" data-ved=\"2ahUKEwjS1ofql_iNAxVPUGcHHUZHDyMQ3fYKegQIERAB\">\n<div class=\"niO4u\">\n<div class=\"kHtcsd\"><strong style=\"font-size: 16px;\">Nucleophilic Attack:<\/strong><\/div>\n<\/div>\n<\/div>\n<\/div>\n<\/div>\n<\/div>\n<div class=\"WaaZC\">\n<div class=\"RJPOee EIJn2\">\n<ul data-hveid=\"CCIQAQ\" data-ved=\"2ahUKEwjS1ofql_iNAxVPUGcHHUZHDyMQm_YKegQIIhAB\">\n<li><span data-huuid=\"17190462419498835038\">The phenoxide ion, with its negative charge, acts as a nucleophile and attacks the electrophilic carbonyl carbon of benzoyl chloride (C6H5COCl). <\/span><\/li>\n<\/ul>\n<p><strong style=\"font-size: 16px;\"><span style=\"font-size: 16px;\">Formation of the Ester:<\/span><\/strong><\/p>\n<\/div>\n<\/div>\n<div class=\"WaaZC\">\n<div class=\"RJPOee EIJn2\">\n<ul data-hveid=\"CCwQAQ\" data-ved=\"2ahUKEwjS1ofql_iNAxVPUGcHHUZHDyMQm_YKegQILBAB\">\n<li><span data-huuid=\"9238672401179881607\">This attack leads to the displacement of the chloride ion (Cl-) from benzoyl chloride, forming phenyl benzoate (C6H5OOCC6H5) and hydrochloric acid (HCl). <\/span><\/li>\n<\/ul>\n<p><strong>Schotten-Baumann Method:<\/strong><\/p>\n<\/div>\n<\/div>\n<div class=\"WaaZC\">\n<div class=\"RJPOee EIJn2\">\n<p><span data-huuid=\"9892207928816178155\">The reaction is typically carried out under basic conditions (using sodium hydroxide) and with vigorous shaking to ensure good mixing and reaction progress.<span class=\"pjBG2e\" data-cid=\"d93dc87e-c0ac-4316-99b8-8775af560663\"><span class=\"UV3uM\">\u00a0<\/span><\/span><\/span><\/p>\n<div class=\"NPrrbc\" data-cid=\"d93dc87e-c0ac-4316-99b8-8775af560663\" data-uuids=\"9892207928816178155\">\n<div class=\"BMebGe btku5b fCrZyc LwdV0e FR7ZSc OJeuxf\" tabindex=\"0\" role=\"button\" aria-label=\"View related links\" data-hveid=\"CDgQAQ\" data-ved=\"2ahUKEwjS1ofql_iNAxVPUGcHHUZHDyMQ3fYKegQIOBAB\"><\/div>\n<\/div>\n<p><span data-huuid=\"9892207928816178689\">The phenyl benzoate, being insoluble in water, precipitates out as a solid, allowing for easy separation from the aqueous solution.<span class=\"pjBG2e\" data-cid=\"cf5b2d95-708f-4360-b2fe-c126e249593d\"><span class=\"UV3uM\">\u00a0<\/span><\/span><\/span><\/p>\n<\/div>\n<\/div>\n<p>&nbsp;<\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"alignnone wp-image-1616\" src=\"http:\/\/medpharma12.com\/wp-content\/uploads\/2025\/06\/12-300x155.jpg\" alt=\"\" width=\"364\" height=\"188\" srcset=\"https:\/\/medpharma12.com\/wp-content\/uploads\/2025\/06\/12-300x155.jpg 300w, https:\/\/medpharma12.com\/wp-content\/uploads\/2025\/06\/12.jpg 632w\" sizes=\"(max-width: 364px) 100vw, 364px\" \/><\/p>\n<p>&nbsp;<\/p>\n<p>&nbsp;<\/p>\n<p><strong>Procedure<\/strong><\/p>\n<ol>\n<li>1 gram of phenol is dissolved in 15 mL of 10% sodium hydroxide solution in an Erlenmeyer flask.<\/li>\n<li>2 mL of benzoyl chloride is added.<\/li>\n<li>Close the mouth of the flask with a rubber stopper and shake vigorously for about 30 minutes.<\/li>\n<li>filter the crystal and recrystalize it with ethyle alcohol.<\/li>\n<\/ol>\n<p><strong>Result\u00a0<\/strong><\/p>\n<p>Phenyl benzoate prepared from phenol<\/p>\n","protected":false},"excerpt":{"rendered":"<p>EXPERINMENT 08 Object To prepare Phenyl benzoate from phenol Reference Peesapati venkateshwarlu, Elementary practical organic chemistry, 2nd edition, 1966, published by CBS publisher, page No. 172 Requirement Iodine flask, beaker, measuring cylinder, pipette chemical: Benzoyl chloride \u00a0 \u00a02ml Phenol\u00a0 \u00a0 \u00a0 \u00a0 \u00a0 \u00a0 \u00a0 \u00a0 1gram\/ 1ml NaOH solution\u00a0 10%w\/v ethyle alcohol Theory. Phenyl [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"site-sidebar-layout":"default","site-content-layout":"","ast-site-content-layout":"default","site-content-style":"default","site-sidebar-style":"default","ast-global-header-display":"","ast-banner-title-visibility":"","ast-main-header-display":"","ast-hfb-above-header-display":"","ast-hfb-below-header-display":"","ast-hfb-mobile-header-display":"","site-post-title":"","ast-breadcrumbs-content":"","ast-featured-img":"","footer-sml-layout":"","theme-transparent-header-meta":"default","adv-header-id-meta":"","stick-header-meta":"","header-above-stick-meta":"","header-main-stick-meta":"","header-below-stick-meta":"","astra-migrate-meta-layouts":"set","ast-page-background-enabled":"default","ast-page-background-meta":{"desktop":{"background-color":"var(--ast-global-color-4)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""},"tablet":{"background-color":"","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""},"mobile":{"background-color":"","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""}},"ast-content-background-meta":{"desktop":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""},"tablet":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""},"mobile":{"background-color":"var(--ast-global-color-5)","background-image":"","background-repeat":"repeat","background-position":"center center","background-size":"auto","background-attachment":"scroll","background-type":"","background-media":"","overlay-type":"","overlay-color":"","overlay-opacity":"","overlay-gradient":""}},"footnotes":"","_glsr_average":0,"_glsr_ranking":0,"_glsr_reviews":0},"categories":[1],"tags":[],"_links":{"self":[{"href":"https:\/\/medpharma12.com\/index.php\/wp-json\/wp\/v2\/posts\/1614"}],"collection":[{"href":"https:\/\/medpharma12.com\/index.php\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/medpharma12.com\/index.php\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/medpharma12.com\/index.php\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/medpharma12.com\/index.php\/wp-json\/wp\/v2\/comments?post=1614"}],"version-history":[{"count":3,"href":"https:\/\/medpharma12.com\/index.php\/wp-json\/wp\/v2\/posts\/1614\/revisions"}],"predecessor-version":[{"id":1669,"href":"https:\/\/medpharma12.com\/index.php\/wp-json\/wp\/v2\/posts\/1614\/revisions\/1669"}],"wp:attachment":[{"href":"https:\/\/medpharma12.com\/index.php\/wp-json\/wp\/v2\/media?parent=1614"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/medpharma12.com\/index.php\/wp-json\/wp\/v2\/categories?post=1614"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/medpharma12.com\/index.php\/wp-json\/wp\/v2\/tags?post=1614"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}