{"id":195931,"date":"2025-03-01T16:20:26","date_gmt":"2025-03-01T16:20:26","guid":{"rendered":"https:\/\/learnexams.com\/blog\/?p=195931"},"modified":"2025-03-01T16:20:29","modified_gmt":"2025-03-01T16:20:29","slug":"draw-the-expected-nmr-spectrum-of-methyl-propionate-and-point-out-how-it-differs-from-the-spectrum-of-ethyl-acetate","status":"publish","type":"post","link":"https:\/\/www.learnexams.com\/blog\/2025\/03\/01\/draw-the-expected-nmr-spectrum-of-methyl-propionate-and-point-out-how-it-differs-from-the-spectrum-of-ethyl-acetate\/","title":{"rendered":"Draw the expected NMR spectrum of methyl propionate, and point out how it differs from the spectrum of ethyl acetate"},"content":{"rendered":"\n

Draw the expected NMR spectrum of methyl propionate, and point out how it differs from the spectrum of ethyl acetate.<\/p>\n\n\n\n

\"\"<\/figure>\n\n\n\n

The Correct Answer and Explanation is :<\/strong><\/mark><\/p>\n\n\n\n

\"\"<\/figure>\n\n\n\n

The NMR spectrum of methyl propionate is quite distinct. Here’s an explanation of the key features and differences compared to ethyl acetate:<\/p>\n\n\n\n

    \n
  1. Chemical Shifts<\/strong>:<\/li>\n<\/ol>\n\n\n\n
      \n
    • Methyl Propionate<\/strong>: The methyl group (-CH\u2083) in the methyl ester (\u2013COOCH\u2083) resonates around 3.7 ppm<\/strong>, which is typical for the ester methyl group. The methylene group (\u2013CH\u2082\u2013) next to the ester will appear around 4.2 ppm<\/strong> because of the deshielding effect of the ester group. Additionally, the other methyl group (\u2013CH\u2083) attached to the carbon chain will show up around 0.9-1.0 ppm<\/strong>.<\/li>\n\n\n\n
    • Ethyl Acetate<\/strong>: Ethyl acetate has a similar ester functionality, but the methyl group attached to the oxygen of the ester is found at 3.6 ppm<\/strong>, and the methylene group attached to the ester is slightly more shielded at 4.1 ppm<\/strong>. The methyl group at the end of the chain appears at 1.2 ppm<\/strong>.<\/li>\n<\/ul>\n\n\n\n
        \n
      1. Splitting Patterns<\/strong>:<\/li>\n<\/ol>\n\n\n\n
          \n
        • Both spectra show multiplets<\/strong> due to coupling between adjacent protons. In methyl propionate, you would see a doublet for the methyl group (\u2013COOCH\u2083) and a quartet for the \u2013CH\u2082 group adjacent to the ester. The methylene group will typically show a quartet pattern due to the two protons coupled to the methyl group, and the ester methyl shows a doublet due to the splitting by the methylene protons.<\/li>\n\n\n\n
        • In contrast, ethyl acetate has similar splitting but with slight variations in the splitting pattern due to different coupling constants.<\/li>\n<\/ul>\n\n\n\n
            \n
          1. Differences<\/strong>:
            The key difference in the NMR spectra of methyl propionate and ethyl acetate lies in the chemical shift of the ester methyl group<\/strong>. The methyl group in methyl propionate appears slightly downfield due to the propionate group, while in ethyl acetate, the ester methyl group is at a slightly different chemical shift. Additionally, methyl propionate exhibits a slightly more pronounced splitting due to the different chemical environments of the protons attached to the ester group.<\/li>\n<\/ol>\n\n\n\n

            These differences arise due to the varied electronic environments of the ester groups in both compounds.<\/p>\n","protected":false},"excerpt":{"rendered":"

            Draw the expected NMR spectrum of methyl propionate, and point out how it differs from the spectrum of ethyl acetate. The Correct Answer and Explanation is : The NMR spectrum of methyl propionate is quite distinct. Here’s an explanation of the key features and differences compared to ethyl acetate: These differences arise due to the […]<\/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 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":""},"categories":[25],"tags":[],"class_list":["post-195931","post","type-post","status-publish","format-standard","hentry","category-exams-certification"],"_links":{"self":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/195931","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/comments?post=195931"}],"version-history":[{"count":0,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/posts\/195931\/revisions"}],"wp:attachment":[{"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/media?parent=195931"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/categories?post=195931"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.learnexams.com\/blog\/wp-json\/wp\/v2\/tags?post=195931"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}