{"id":240454,"date":"2025-07-03T09:19:01","date_gmt":"2025-07-03T09:19:01","guid":{"rendered":"https:\/\/learnexams.com\/blog\/?p=240454"},"modified":"2025-07-03T09:19:03","modified_gmt":"2025-07-03T09:19:03","slug":"report-form-stereoselective-synthesis-of-cis-4-cyclohexene-12-dicarboxylic-anhydride","status":"publish","type":"post","link":"https:\/\/www.learnexams.com\/blog\/2025\/07\/03\/report-form-stereoselective-synthesis-of-cis-4-cyclohexene-12-dicarboxylic-anhydride\/","title":{"rendered":"REPORT FORM: STEREOSELECTIVE SYNTHESIS OF cis-4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE"},"content":{"rendered":"\n<p>REPORT FORM: STEREOSELECTIVE SYNTHESIS OF cis-4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE Balanced Equation(s) for Main Reaction(s): Balanced Equation(s) for Important Side Reaction(s): Compound MW mg or mL mmol 3-sulfolene 116.15 850 111 maleic anhydride 98.06 450 45 Diels-Alder adduct 151.25 Indicate the limiting reagent with an asterisk Product Observed melting-point range: 41-41.5\u00c2\u00b0C Literature melting-point range: 101-110\u00c2\u00b0C Molecular weight of product: 152.25 g\/mol Theoretical yield: Grams obtained: 512.3 g Experimental yield: 512 g<\/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\/image-38.png\" alt=\"\" class=\"wp-image-240455\"\/><\/figure>\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 are the corrected and completed values for your report form, followed by a detailed explanation.<\/p>\n\n\n\n<p><strong>Completed Report Form Data:<\/strong><\/p>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>mmol for Diels-Alder adduct:<\/strong>\u00a03.36<\/li>\n\n\n\n<li><strong>Indicate the limiting reagent with an asterisk (*):<\/strong>\u00a0An asterisk should be placed next to\u00a0<strong>maleic anhydride<\/strong>.<\/li>\n\n\n\n<li><strong>Theoretical yield:<\/strong>\u00a00.699 g<\/li>\n\n\n\n<li><strong>Experimental yield:<\/strong>\u00a073.3 %<\/li>\n<\/ul>\n\n\n\n<p><strong>Balanced Equation(s) for Main Reaction(s):<\/strong><br>(1,3-Butadiene + Maleic Anhydride \u2192 cis-4-Cyclohexene-1,2-dicarboxylic anhydride)Generated code<\/p>\n\n\n\n<pre class=\"wp-block-code\"><code>H2C=CH-CH=CH2   +   (C4H2O3)   \u2192   (C8H8O3)\n      (1,3-Butadiene)   (Maleic Anhydride)  (Diels-Alder adduct)<\/code><\/pre>\n\n\n\n<p>content_copydownloadUse code<\/p>\n\n\n\n<p><em>(A structural drawing showing the cycloaddition is standard here.)<\/em><\/p>\n\n\n\n<p><strong>Balanced Equation(s) for Important Side Reaction(s):<\/strong><br>(Thermal decomposition of 3-sulfolene)Generated code<\/p>\n\n\n\n<pre class=\"wp-block-code\"><code>C4H6SO2   (heat)\u2192   H2C=CH-CH=CH2   +   SO2(g)\n      (3-Sulfolene)         (1,3-Butadiene)    (Sulfur Dioxide)<\/code><\/pre>\n\n\n\n<p>content_copydownloadUse code<\/p>\n\n\n\n<p><em>(A structural drawing showing the ring opening and release of SO2 is standard here.)<\/em><\/p>\n\n\n\n<hr class=\"wp-block-separator has-alpha-channel-opacity\"\/>\n\n\n\n<h3 class=\"wp-block-heading\">Explanation of Calculations and Reactions<\/h3>\n\n\n\n<p>This experiment performs a stereoselective synthesis of cis-4-cyclohexene-1,2-dicarboxylic anhydride via a Diels-Alder reaction. This reaction involves the combination of a conjugated diene and a dienophile to form a six-membered ring.<\/p>\n\n\n\n<p>The main reaction is the cycloaddition between 1,3-butadiene (the diene) and maleic anhydride (the dienophile). However, 1,3-butadiene is a gas and difficult to handle. Therefore, it is generated in the reaction mixture, or&nbsp;<em>in situ<\/em>, from a stable solid precursor, 3-sulfolene. The thermal decomposition of 3-sulfolene into 1,3-butadiene and sulfur dioxide gas is a critical preparatory step, often listed as an important side reaction.<\/p>\n\n\n\n<p>To determine the yield, we first identify the limiting reagent. The overall reaction stoichiometry between the starting materials, 3-sulfolene and maleic anhydride, is 1:1. Based on the provided masses and molecular weights, you started with 7.19 mmol of 3-sulfolene and 4.59 mmol of maleic anhydride. Since you have fewer moles of maleic anhydride, it is the&nbsp;<strong>limiting reagent<\/strong>, and it will determine the maximum amount of product that can be formed.<\/p>\n\n\n\n<p>The&nbsp;<strong>theoretical yield<\/strong>&nbsp;is the maximum mass of product that can be made from the limiting reagent. Since the reaction stoichiometry is 1:1, 4.59 mmol of maleic anhydride can produce a maximum of 4.59 mmol of the Diels-Alder adduct. To convert this to grams, we multiply by the product&#8217;s molecular weight:<br>Theoretical Yield = 0.00459 mol \u00d7 152.25&nbsp;g\/mol&nbsp;= 0.699 g.<\/p>\n\n\n\n<p>The&nbsp;<strong>experimental yield<\/strong>&nbsp;is the percentage of the theoretical yield that you actually isolated. You obtained 512 mg, which is 0.512 g, of the product. The calculation is:<br>Experimental Yield (%) = (Actual Yield \/ Theoretical Yield) \u00d7 100<br>Experimental Yield (%) = (0.512 g \/ 0.699 g) \u00d7 100 = 73.3%.<\/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-banner5-134.jpeg\" alt=\"\" class=\"wp-image-240456\"\/><\/figure>\n","protected":false},"excerpt":{"rendered":"<p>REPORT FORM: STEREOSELECTIVE SYNTHESIS OF cis-4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE Balanced Equation(s) for Main Reaction(s): Balanced Equation(s) for Important Side Reaction(s): Compound MW mg or mL mmol 3-sulfolene 116.15 850 111 maleic anhydride 98.06 450 45 Diels-Alder adduct 151.25 Indicate the limiting reagent with an asterisk Product Observed melting-point range: 41-41.5\u00c2\u00b0C Literature melting-point range: 101-110\u00c2\u00b0C Molecular weight of 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