{"id":244293,"date":"2025-07-05T03:38:09","date_gmt":"2025-07-05T03:38:09","guid":{"rendered":"https:\/\/learnexams.com\/blog\/?p=244293"},"modified":"2025-07-05T03:38:11","modified_gmt":"2025-07-05T03:38:11","slug":"memgbr-2-equiv-2-h3o-ome-oh-ph-ph","status":"publish","type":"post","link":"https:\/\/www.learnexams.com\/blog\/2025\/07\/05\/memgbr-2-equiv-2-h3o-ome-oh-ph-ph\/","title":{"rendered":"MeMgBr (2 equiv:) 2) H3O + OMe OH Ph Ph"},"content":{"rendered":"\n<p>MeMgBr (2 equiv:) 2) H3O + OMe OH Ph Ph<\/p>\n\n\n\n<p><strong><mark style=\"background-color:rgba(0, 0, 0, 0)\" class=\"has-inline-color has-ast-global-color-1-color\">The Correct Answer and Explanation is:<\/mark><\/strong><\/p>\n\n\n\n<p>Here\u2019s the breakdown of the reaction:<\/p>\n\n\n\n<ol class=\"wp-block-list\">\n<li><strong>Grignard Reagent Formation<\/strong>:\n<ul class=\"wp-block-list\">\n<li><strong>MeMgBr<\/strong> is a Grignard reagent, typically used to form carbon-carbon bonds. Grignard reagents are prepared by reacting an alkyl or aryl halide (in this case, methyl bromide) with magnesium in an anhydrous solvent like ether.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Reaction with Ester<\/strong>:\n<ul class=\"wp-block-list\">\n<li>The &#8220;OMe&#8221; could represent a methoxy group attached to an ester (i.e., <strong>R-COOCH\u2083<\/strong> or something similar), and &#8220;Ph&#8221; represents a phenyl group. The Grignard reagent (MeMgBr) would attack the carbonyl group of the ester in a nucleophilic addition.<\/li>\n\n\n\n<li>The methyl group (Me) from the Grignard reagent will add to the electrophilic carbonyl carbon, breaking the ester bond, forming a tetrahedral intermediate.<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Hydrolysis<\/strong>:\n<ul class=\"wp-block-list\">\n<li>After the nucleophilic addition, the intermediate is then hydrolyzed with <strong>H\u2083O\u207a<\/strong> (acidic aqueous workup). This protonates the alkoxide to form a hydroxyl group, resulting in an alcohol and the conversion of the ester into a <strong>secondary alcohol<\/strong> (in this case, with one of the groups being the methyl group from MeMgBr).<\/li>\n<\/ul>\n<\/li>\n<\/ol>\n\n\n\n<h3 class=\"wp-block-heading\">Mechanism Summary:<\/h3>\n\n\n\n<ul class=\"wp-block-list\">\n<li>The <strong>Grignard reagent<\/strong> (MeMgBr) attacks the <strong>carbonyl carbon<\/strong> of the ester, breaking the ester bond.<\/li>\n\n\n\n<li>The intermediate undergoes <strong>hydrolysis<\/strong> (with H\u2083O\u207a) to yield a <strong>secondary alcohol<\/strong>.<\/li>\n\n\n\n<li>The <strong>OMe group<\/strong> remains attached to the alcohol.<\/li>\n<\/ul>\n\n\n\n<h4 class=\"wp-block-heading\">Example:<\/h4>\n\n\n\n<p>If the ester involved is methyl benzoate (<strong>PhCOOCH\u2083<\/strong>), the reaction could proceed as:PhCOOCH\u2083+MeMgBr\u2192H\u2083O\u207aPhCH(OMe)CH\u2083\\text{PhCOOCH\u2083} + \\text{MeMgBr} \\xrightarrow{\\text{H\u2083O\u207a}} \\text{PhCH(OMe)CH\u2083}PhCOOCH\u2083+MeMgBrH\u2083O\u207a\u200bPhCH(OMe)CH\u2083<\/p>\n\n\n\n<p>This results in <strong>2-methylphenylmethanol<\/strong> after the addition of the methyl group to the phenyl group via Grignard addition and hydrolysis.<\/p>\n\n\n\n<figure class=\"wp-block-image size-full\"><img decoding=\"async\" src=\"https:\/\/learnexams.com\/blog\/wp-content\/uploads\/2025\/07\/learnexams-banner5-421.jpeg\" alt=\"\" class=\"wp-image-244294\"\/><\/figure>\n","protected":false},"excerpt":{"rendered":"<p>MeMgBr (2 equiv:) 2) H3O + OMe OH Ph Ph The Correct Answer and Explanation is: Here\u2019s the breakdown of the reaction: Mechanism Summary: Example: If the ester involved is methyl benzoate (PhCOOCH\u2083), the reaction could proceed as:PhCOOCH\u2083+MeMgBr\u2192H\u2083O\u207aPhCH(OMe)CH\u2083\\text{PhCOOCH\u2083} + \\text{MeMgBr} \\xrightarrow{\\text{H\u2083O\u207a}} \\text{PhCH(OMe)CH\u2083}PhCOOCH\u2083+MeMgBrH\u2083O\u207a\u200bPhCH(OMe)CH\u2083 This results in 2-methylphenylmethanol after the addition of the methyl group to the [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"closed","ping_status":"closed","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":"","ast-disable-related-posts":"","theme-transparent-header-meta":"","adv-header-id-meta":"","stick-header-meta":"","header-above-stick-meta":"","header-main-stick-meta":"","header-below-stick-meta":"","astra-migrate-meta-layouts":"default","ast-page-background-enabled":"default","ast-page-background-meta":{"desktop":{"background-color":"","background-image":"","background-repeat":"repeat","background-position":"center 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