>> Nitration of Methyl Benzoate Lab Report.docx - Christina... School No School; Course Title AA 1; Uploaded By steena960820. When dry, determine the weight and melting point range of the solid. For the first reaction, the nitration of methyl benzoate, a yield of 7.832 g was achieved and based on melt point analysis, the chemical was likely to be m-nitrobenzoate. Carefully rinse the solid on the filter with 0.5-1.0 mL of cool water to remove traces of acid. The mixture is shaken to produce one layer. Fill another 6'' test tube about 1" deep with crushed ice (do not allow water in your test tube). In a separate 6" test tube, prepare a mixture of 0.4 mL of concentrated nitric acid and 0.4 mL of concentrated sulfuric acid. Continuously swirl the ester solution in the ice bath as you add the mixture of acids. 5Z�ek���m���͇�n�y��~QeWkL�=e׻�-����_�x�� �#�f�M�g.L��^��*��L������t�{��=o�ӡ�^pn��j����O dL@M�'�&����Q��*Q�1#�r�U��,�jj8T,��Wpi�����C�w�� <> �:0��}�����5&���s��'����J��S��둽s� After the mixed acids have been added, swirl the test tube in the ice bath for another 5-10 minutes. The use of a mixture of Sulfuric Acid and Nitric Acid is the "classic" way to make the Nitronium Ion (NO 2 +). �6�!�j�g|���ăoazU�������vƊ��j��m�Յ Y��6j���Kw��&��������Z��#�C������&mUkt�-�+�4Wr݈鸧��.j��+�v�A�X�M ��h�E+5#��μ�seZn�z��>�k[��R��k One common electrophile used in these reactions is NO 2 +, also known as the nitronium ion. 3 0 obj Download and print the worksheet. _/^���=p�g�����ˏ�eh���=�&��w������{���#��. 5. Figure 1. Using a Pasteur pipet, add the cold mixture of acids drop by drop to the cold solution of the ester in sulfuric acid. x��]m�㶑��_��f'^�x�%��6_%���*�R����x�ӌ6�vכ_� �B�%��RI8��F�� �6�����Q]۹�7ښ�J�z��͏�s�N��;5]���~ߵB��^��׭U��S��7��� This preview shows page 1 - 3 out of 3 pages. x��k��6��T�����ݘA�T*W���&7;y8����l�15��w.���ݒ 1�����j�����WU��Mc}�����I6�tk}�}]6My��v��1��1ẙ�����o��o�X�W�W��1�qk���b��1+��=KDN�z��p}�Z������m-~�V�__��ɟ��|�9nl �c+��p"�J��~��U�Lx/�������d��j?�Ut�;Dg�������e�����{�����C�p�Z�h��c�T��N�������o[�n�l�n��)�����Kn[��G L��C�4i���D�:�0�o��lp�1�{y�A���`�d%��h The aromatic ring, being electron rich, reacts with electrophiles. �S 4 0 obj <> by swirling in an ice bath. Cool this mixture in an ice bath for 10 minutes. Cool the solution in an ice bath for 5 minutes. %��������� Finally, allow the reaction mixture to stand at room temperature, with occasional swirling, for another 10 minutes. Although an ester is a deactivating compound, the reaction appeared to proceed reasonably well, with a good overall yield. stream stream Allow the ice to melt and then collect the solid material by vacuum filtration on a Buchner funnel. Nitration Lab 3 stemmed pipet, over 1-4 minutes, to the methyl benzoate/sulfuric acid solution, which should still be kept cold in the ice bath and shaken periodically. ��sʬ":���&���qs� %PDF-1.3 1 0 obj Sulfuric Acid is placed in a clean, dry 6" Test Tube and cooled to about 0°C. Nitration of Methyl Benzoate Lead Author: Bradley Wurth Reviewer: Elijah Marsh Editor: Hannah Strickland Chemistry 238 Section G5 Experiment 11 Remove the cold bath and let the mixture stand at room temperature for 20 minutes, with periodic shaking (at least once every 2-3 minutes). Slowly add the reaction mixture dropwise (via Pasteur pipet) onto the ice with swirling. NITRATION OF METHYL BENZOATE (ELECTROPHILIC AROMATIC SUBSTITUITION F�%MCŎC쩨�T�J'F��n��%�j}K�;�N;���0QH�Ƶf�����Jb#U�eA���w�5T���-��L��K,� �%�2� This reaction is a typical example of "Electrophilic Aromatic Substitution". Pre-Lab Complete the pre-lab assignment in WebAssign. %PDF-1.5 endobj );ҬĔ�"Dh(�I��K�g. 2 0 obj Allow the crystals to dry by placing them on a watch glass in the oven for 15 minutes. << /Length 1 0 R /Filter /FlateDecode >> Carefully rinse the solid with about 0.5 mL of ice-cold 95% ethanol. Experiment 5 - Nitration of Methyl Benzoate Objective • to demonstrate "Electrophilic Aromatic Substitution" • to provide experience with small-scale synthetic methods; Introduction. %���� �v��]��r0�OR��U�h�Qz�|Ȳ*L�\���6t��n�?�#17��@���5. Here is. You will use this worksheet to record your answers to the In-Lab questions. Here is. <>/XObject<>/ExtGState<>/ProcSet[/PDF/Text/ImageB/ImageC/ImageI] >>/MediaBox[ 0 0 612 792] /Contents 4 0 R/Group<>/Tabs/S/StructParents 0>> Procedure A 1.0 mL sample of conc. Experiment 14: Nitration of Methyl Benzoate Name: Prelab Questions: 1. ��i�/��k4��)�Ո4M't0���~�lB���i����)��F=�s��[d�9���0�$z0^Ӑ��+'���!��#�ؕ���wϛ}��y�%`��`������ܜ;�B�B }�'.S����$�$�Y��K޵�l���v�OU���m����ZǑ �jh&��nqX�@ �,U�91���0k �Q��Y��Rd��4�����fcz����|vAg ͱ�S4�D�������*LpZ ��@ AlMv���X�9�w��N0R�:g� ��#�&�]c�������EUv��o9�H��h�6F�r~�/8�͎��&Ί֓�:�O��pβbY*�r�����)�\�b/k���,uk�ʜڊ����2�f�*�Ao3�N�OM�Sa4��f�Û0Ås���6'\������43��A�����s�v�`D�����gk�R͵|�V�w��i��NBu��K���^����`Hܸ��:5.�&�/�x�u�X�_'��%��vk�;�f�}lD�%~��[1=��j��Hu��^T endobj The solution is continuously cooled at 0°C. Cool sulfuric acid for 10 minutes by swirling in an ice bath (make sure the test tube stays submerged in the ice bath). Copyright © 2011-2016 Advanced Instructional Systems, Inc. and George Wahl and Maria Gallardo-Williams, to demonstrate "Electrophilic Aromatic Substitution", to provide experience with small-scale synthetic methods. 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nitration of methyl benzoate lab report

a video that shows how to do vacuum filtration, a video that shows how to determine the melting point, Experiment 5 - Nitration of Methyl Benzoate. endobj Complete the following table: (hint keep track of your units) TA: ml Compound sulfuric acid (18M) methyl benzoate W equivalents mmol Xxx 0.900 1.088 0-425 Xxx 0.300 xxx 0.285 XxX sulfuric acidxxx (18M) nitric acicd 2. is then carefully added. �_�p�5o������]Û7�g��9��O����S#���y���MPe�\��n�>�fw>nλ�s��[�m,�N�.�ӴBz��:�u��,�Vًq�,bx҉���c=Vٚ�(� Ż�80J4�H����7������~�|��毯��������7��o^΢^��.�.JaX�m���;��tz�=5w����~{w>�=�������4�]��������>4����>�*T�F��ȬN�����W�����+ �-� /@Ӏ_y�ٛ�/�n��SOO��������Y ;��T�pQ]G��i�Zc)���E��2�I:�a�������m�ʖ6�P��B=?nkL˥ԭ��r��֒�=dS77�դw��W/�2�F]P��Ǫ&rʵ�� ���O�W�����j��Я��0�,����|����������`��`�S�4o>���?�D�O��zرw=�m�=6���O�f�����ʲ�~oܔ^y��)��~�'��X���nl�V�������%v�0��?5����n� Pages 3. Nitration of Methyl Benzoate BACKGROUND INFORMATION: Methyl benzoate is an aromatic compound structurally related to benzene. Place 1.0 mL of concentrated sulfuric acid into a clean, dry, 6" test tube. 2 0 obj Methyl benzoate (0.7 mL.) <>>> Nitration of Methyl Benzoate Lab Report.docx - Christina... School No School; Course Title AA 1; Uploaded By steena960820. When dry, determine the weight and melting point range of the solid. For the first reaction, the nitration of methyl benzoate, a yield of 7.832 g was achieved and based on melt point analysis, the chemical was likely to be m-nitrobenzoate. Carefully rinse the solid on the filter with 0.5-1.0 mL of cool water to remove traces of acid. The mixture is shaken to produce one layer. Fill another 6'' test tube about 1" deep with crushed ice (do not allow water in your test tube). In a separate 6" test tube, prepare a mixture of 0.4 mL of concentrated nitric acid and 0.4 mL of concentrated sulfuric acid. Continuously swirl the ester solution in the ice bath as you add the mixture of acids. 5Z�ek���m���͇�n�y��~QeWkL�=e׻�-����_�x�� �#�f�M�g.L��^��*��L������t�{��=o�ӡ�^pn��j����O dL@M�'�&����Q��*Q�1#�r�U��,�jj8T,��Wpi�����C�w�� <> �:0��}�����5&���s��'����J��S��둽s� After the mixed acids have been added, swirl the test tube in the ice bath for another 5-10 minutes. The use of a mixture of Sulfuric Acid and Nitric Acid is the "classic" way to make the Nitronium Ion (NO 2 +). �6�!�j�g|���ăoazU�������vƊ��j��m�Յ Y��6j���Kw��&��������Z��#�C������&mUkt�-�+�4Wr݈鸧��.j��+�v�A�X�M ��h�E+5#��μ�seZn�z��>�k[��R��k One common electrophile used in these reactions is NO 2 +, also known as the nitronium ion. 3 0 obj Download and print the worksheet. _/^���=p�g�����ˏ�eh���=�&��w������{���#��. 5. Figure 1. Using a Pasteur pipet, add the cold mixture of acids drop by drop to the cold solution of the ester in sulfuric acid. x��]m�㶑��_��f'^�x�%��6_%���*�R����x�ӌ6�vכ_� �B�%��RI8��F�� �6�����Q]۹�7ښ�J�z��͏�s�N��;5]���~ߵB��^��׭U��S��7��� This preview shows page 1 - 3 out of 3 pages. x��k��6��T�����ݘA�T*W���&7;y8����l�15��w.���ݒ 1�����j�����WU��Mc}�����I6�tk}�}]6My��v��1��1ẙ�����o��o�X�W�W��1�qk���b��1+��=KDN�z��p}�Z������m-~�V�__��ɟ��|�9nl �c+��p"�J��~��U�Lx/�������d��j?�Ut�;Dg�������e�����{�����C�p�Z�h��c�T��N�������o[�n�l�n��)�����Kn[��G L��C�4i���D�:�0�o��lp�1�{y�A���`�d%��h The aromatic ring, being electron rich, reacts with electrophiles. �S 4 0 obj <> by swirling in an ice bath. Cool this mixture in an ice bath for 10 minutes. Cool the solution in an ice bath for 5 minutes. %��������� Finally, allow the reaction mixture to stand at room temperature, with occasional swirling, for another 10 minutes. Although an ester is a deactivating compound, the reaction appeared to proceed reasonably well, with a good overall yield. stream stream Allow the ice to melt and then collect the solid material by vacuum filtration on a Buchner funnel. Nitration Lab 3 stemmed pipet, over 1-4 minutes, to the methyl benzoate/sulfuric acid solution, which should still be kept cold in the ice bath and shaken periodically. ��sʬ":���&���qs� %PDF-1.3 1 0 obj Sulfuric Acid is placed in a clean, dry 6" Test Tube and cooled to about 0°C. Nitration of Methyl Benzoate Lead Author: Bradley Wurth Reviewer: Elijah Marsh Editor: Hannah Strickland Chemistry 238 Section G5 Experiment 11 Remove the cold bath and let the mixture stand at room temperature for 20 minutes, with periodic shaking (at least once every 2-3 minutes). Slowly add the reaction mixture dropwise (via Pasteur pipet) onto the ice with swirling. NITRATION OF METHYL BENZOATE (ELECTROPHILIC AROMATIC SUBSTITUITION F�%MCŎC쩨�T�J'F��n��%�j}K�;�N;���0QH�Ƶf�����Jb#U�eA���w�5T���-��L��K,� �%�2� This reaction is a typical example of "Electrophilic Aromatic Substitution". Pre-Lab Complete the pre-lab assignment in WebAssign. %PDF-1.5 endobj );ҬĔ�"Dh(�I��K�g. 2 0 obj Allow the crystals to dry by placing them on a watch glass in the oven for 15 minutes. << /Length 1 0 R /Filter /FlateDecode >> Carefully rinse the solid with about 0.5 mL of ice-cold 95% ethanol. Experiment 5 - Nitration of Methyl Benzoate Objective • to demonstrate "Electrophilic Aromatic Substitution" • to provide experience with small-scale synthetic methods; Introduction. %���� �v��]��r0�OR��U�h�Qz�|Ȳ*L�\���6t��n�?�#17��@���5. Here is. You will use this worksheet to record your answers to the In-Lab questions. Here is. <>/XObject<>/ExtGState<>/ProcSet[/PDF/Text/ImageB/ImageC/ImageI] >>/MediaBox[ 0 0 612 792] /Contents 4 0 R/Group<>/Tabs/S/StructParents 0>> Procedure A 1.0 mL sample of conc. Experiment 14: Nitration of Methyl Benzoate Name: Prelab Questions: 1. ��i�/��k4��)�Ո4M't0���~�lB���i����)��F=�s��[d�9���0�$z0^Ӑ��+'���!��#�ؕ���wϛ}��y�%`��`������ܜ;�B�B }�'.S����$�$�Y��K޵�l���v�OU���m����ZǑ �jh&��nqX�@ �,U�91���0k �Q��Y��Rd��4�����fcz����|vAg ͱ�S4�D�������*LpZ ��@ AlMv���X�9�w��N0R�:g� ��#�&�]c�������EUv��o9�H��h�6F�r~�/8�͎��&Ί֓�:�O��pβbY*�r�����)�\�b/k���,uk�ʜڊ����2�f�*�Ao3�N�OM�Sa4��f�Û0Ås���6'\������43��A�����s�v�`D�����gk�R͵|�V�w��i��NBu��K���^����`Hܸ��:5.�&�/�x�u�X�_'��%��vk�;�f�}lD�%~��[1=��j��Hu��^T endobj The solution is continuously cooled at 0°C. Cool sulfuric acid for 10 minutes by swirling in an ice bath (make sure the test tube stays submerged in the ice bath). Copyright © 2011-2016 Advanced Instructional Systems, Inc. and George Wahl and Maria Gallardo-Williams, to demonstrate "Electrophilic Aromatic Substitution", to provide experience with small-scale synthetic methods.

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