However, as will learn in chapter 19, the positively charged carbon created by structure B will explain how the C=O bond will react with electron rich species. Caution! Based on formal charges, which of the three And then for the nitrogen, we have one, two, three, four, five, six, seven. structures contributes most to the resonance hybrid? If we were to draw the structure of an aromatic molecule such as 1,2-dimethylbenzene, there are two ways that we could draw the double bonds: Which way is correct? five valence electrons, so five valence electrons, we have two more than that. It is widely used as a plasticizer. That is, detailed study of amides shows that the properties are better explained by Figure 2 than by Figure 1. Acetanilide's structure can be represented by either of two structures, which are related to each other by resonance. Get unlimited access to over 88,000 lessons. The >CONH2 is the amide functional group. Legal. (rule #4). This website collects cookies to deliver a better user experience. - Preparation & Uses, Acetylacetone: Structure, NMR & IR Spectra, Acetanilide: Formula, Resonance & Derivatives, Why is Acetone a Good Solvent? Now we can do the same 2) The resonance hybrid is more stable than any individual resonance structures. All right, now with these two principles, let's figure out which of Resonance forms that are equivalent have no difference in stability. This is easily explained by the resonance system shown in Figure 2, which suggests that the actual bond between C and N is about a 1 1/2 bond. We also acknowledge previous National Science Foundation support under grant numbers 1246120, 1525057, and 1413739. - Uses & Overview, Anthracene: Lewis Structure, Formula & Resonance, Fluorenone: Structure, Solubility & Polarity, Fluorene: Polarity, Structure & Solubility, What are Hydrogenated Fats? - Structure, Formula & Isomers, What is Pentanol Used For? It is an azo dye. The structure below is an invalid resonance structure even though it only shows the movement of a pi bond. One lone pair on the oxygen is in an unhybridized 2p orbital and is part of the conjugated pi system, and the other is located in an sp2 orbital. This is shown in Figure 2: Figure 2. This means that it has the carbonyl group (carbon-oxygen double bond) bonded directly to a nitrogen atom. In this video, we use these guidelines to evaluate the nonequivalent resonance structures of SCN. The different resonance forms of the molecule help predict the reactivity of the molecule at specific sites. ass: Standard non-polar; Column diameter: 0.32 mm; Column length: 60 m; Column type: Capillary; Heat rate: 3 K/min; Start T: 40 C; End T: 260 C; CAS no: 60355; Active phase: DB-1; Carrier gas: He; Phase thickness: 1 um; Data type: Normal alkane RI; Authors: Chen, J.; Wang, M.; Ho, C.-T., Volatile compounds generated from thermal degradation of N-acetylglucosamine, J. Agric. The compounds of the invention are useful in both therapeutic and diagno Draw the major resonance contributor of the structure below. Acetamide formula, also named as Acetic acid amide formula or Ethanamide formula is discussed in this article. The molecules in the figure below are not resonance structures of the same molecule even though they have the same molecular formula (C3H6O). Organic compounds have functional groups that determine their chemical behavior. Sigma bonds are never broken or made, because of this atoms must maintain their same position. It also contains an aromatic ring, which is a ring composed of six carbon atoms and an alternating double-single-double-single bonding pattern all around the ring. When you have a headache or muscle soreness what do you typically use to help make you feel better? - Definition, Properties & Examples, What is Furfural? Figure 1 below shows this common drawing of an amide. The nitrogen in the amide group has a. [13] This finding is potentially significant because acetamide has an amide bond, similar to the essential bond between amino acids in proteins. The first resonance structure of acetamide, CH, CONH,, is shown. Chemists depict compounds with Lewis structures. CAS Registry Number: 103-84-4; Chemical structure: This structure is also available as a 2d Mol file or as a computed 3d SD file The 3d structure may be viewed using Java or Javascript. Click Start Quiz to begin! - Synthesis & Structure, What is Acrylamide? Stabilization of a conjugate base: resonance. A, 719, 1996, 131-139. ass: Standard polar; Column diameter: 0.25 mm; Column length: 30 m; Column type: Capillary; Heat rate: 2 K/min; Start T: 70 C; End T: 160 C; Start time: 8 min; CAS no: 60355; Active phase: DB-Wax; Carrier gas: He; Data type: Normal alkane RI; Authors: Wong, J.M. Which resonance structure can account for the planar geometry about the nitrogen atom? Nitrogen would typically have five. Structure III would be the next in stability because all of the non-hydrogen atoms have full octets. However, chemistry topics of general interest are going to be included. Acetanil, acetanilid, acetamidobenzene, and N-acetylaminobenzen are the common names. Indicate which would be the major contributor to the resonance hybrid. In the example below structure A has a carbon atom with a positive charge and therefore an incomplete octet. So let me write that down. When a molecule has nonequivalent resonance structures, one structure may contribute more to the resonance hybrid than another. Structrure II would be the least stable because it has the violated octet of a carbocation. It goes by the trade name Antifebrin. structures contributes most to the resonance hybrid of thiocyanate? (Start by finding the total #valence electrons and putting bonds between all the attached atoms. - Side Effects, Dosage & Uses, What is Coumarin? In the structure above, the carbon with the positive formal charge does not have a complete octet of valence electrons. It is derived from acetic acid. Structure B is the more stable and the major resonance contributor, because it places the negative charge on the more electronegative oxygen. 1 : Connect the atoms of acetamide with single bonds. Fungi produce numerous secondary metabolites with intriguing biological properties for the health, industrial, and agricultural sectors. Acetanilide only contains four types of atoms, which include carbon, hydrogen, nitrogen, and oxygen. Plus, get practice tests, quizzes, and personalized coaching to help you An error occurred trying to load this video. The resonance structures of acetanilide help explain the fact that the nitrogen atom is neither capable of acting as a base nor as a nucleophile. Ethanamide is obtained as a hygroscopic solid which is colourless and has a mousy odour. Learn about the acetanilide formula and its structure. O H:0: H H-C-CAN-H o HH H :0: H- (=c-NH o H :: H-C-N-C-H This problem has been solved! So, Lewis structures are just how we can model the structure of molecules by placing the valance electrons of the atoms. Create your account. electronegative than sulfur. Acetamide has many uses and applications such as: K. G. K. Picture Window theme. If a formal charge is unavoidable than resonance structures with negative formal charges on more electronegative atoms like oxygen or nitrogen is more stable and helps the resonance structures contribution to the hybrid. If the resonance structures are equal in stability they the contribute equally to the structure of the hybrid. Naphthalene Structure, Properties & Melting Point | What is Naphthalene? The resonance stabilization in these two cases is very different. What is a Natural Antibiotic? Chromatogr., 387, 1987, 371-378. https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:49028, https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:27856, ACD/Labs Percepta Platform - PhysChem Module, US Environmental Protection Agencys EPISuite, Compounds with the same molecular formula, Search Google for structures with same skeleton. We can say outer electrons hanging out. Acetamide A: The delocalization of electrons in any compound leads to the formation of many different resonance Q: What does each line represent in the diagram? The chemical added speeds up the vulcanization at a lower temperature. I feel like its a lifeline. Acetanilide finds use as a starting material in the synthesis of another compound known as para red, which is a very bright red-colored chemical dye used by the textile industry. Draw the Lewis structure for acetamide (CH3CONH2), an organic compound, and determine the geometry about each interior atom. Sulfanilamide can be prepared from acetanilide very easily, even by students in introductory organic chemistry laboratory courses, and is known for its antibacterial properties. Of the resonance structures listed below, structure A would be the most stable because all the non-hydrogen atoms have a full octet and the negative charge is on the more electronegative atom (oxygen). We also acknowledge previous National Science Foundation support under grant numbers 1246120, 1525057, and 1413739. And then the electronegativity is useful because we also want to see if there's any negative formal charge on an individual atom that ideally, that would be ; Ratcliffe, N.M.; Spencer-Phillips, P.T.N., Gas chromatography-mass spectrometry analyses of volatile organic compounds from potato tubers inoculated with Phytophthora infestans or Fusarium coeruleum, Plant Pathol., 50, 2001, 489-496. ass: Standard polar; Column length: 3.05 m; Column type: Packed; Heat rate: 8 K/min; Start T: 40 C; End T: 200 C; End time: 60 min; Start time: 4 min; CAS no: 60355; Active phase: Carbowax 20M; Substrate: Supelcoport; Data type: Linear RI; Authors: Peng, C.T. It's chemical formula tends to be written as C6 H5 NHCOCH3. Sal said in the video that the second structure is the major resonance structure at. Acetamide is an organic compound that has the CH3CONH2 formula. A lot of times, it's helpful to break molecules up into parts in order to simplify them. Often, resonance structures represent the movement of a charge between two or more atoms. The molecular or chemical formula of Acetamide is C 2 H 5 NO. if you can figure that out. The LibreTexts libraries arePowered by NICE CXone Expertand are supported by the Department of Education Open Textbook Pilot Project, the UC Davis Office of the Provost, the UC Davis Library, the California State University Affordable Learning Solutions Program, and Merlot. To help understand these properties, we need to look at a more complex -- but better -- representation of the amide structure. Structure B would be the least stable of the three because it has the carbocation does not have an octet. Legal. In what kind of orbitals are the two lone pairs on the oxygen? Direct link to Fhulufhelo hope's post Hi can we say structure3 , Posted a year ago. outer electrons hanging out than we would typically Jayashree has taught high school chemistry for over thirty years. {eq}R_{1} {/eq} in this case, is the phenyl group. - Structure, Properties & Formula, Butadiene: Uses, Polymerization & Production, Butanol: Structure, Boiling Point & Density, Butene: Structural Formula, Boiling Point & Isomers, Cyclohexane: Structure, Formula & Conformations, Cyclohexene: Hazards, Synthesis & Structure, What is Pentanol? Introduction Non-covalent interactions govern a wide range of different processes in chemistry, biology and materials science. They have the same atoms, the same connections, the same overall charge, but where the valance electrons are different between the resonance structures. Include all three resonance structures by alternating the double bond among the three oxygen atoms. In the DEPA with polymeric nanomicelles the hydrodynamic mean exhibited typical core shell structure of micelle with an eight fold lower lethal concentration (48h) for C. tritaeniorhynchus 3rd instar larvae in relation with that of bulk DEPA. Acetamide is also called Acetic acid amide, or Ethanamide or Acetimidic acid. about it is typically, six valence electrons and, but we are only seeing five hanging out in this Lewis structure, so that's where we get our plus one from. Definition. Direct link to Richard's post Sal said in the video tha, Posted 3 years ago. Organic Molecules & Compounds: Help & Review, Psychological Research & Experimental Design, All Teacher Certification Test Prep Courses, What is Sodium Thiosulfate? Imagine if someone tied up your right arm and you happened to be right handed. Other names: Acetanilide; Acetamidobenzene; Acetanil; Acetoanilide; Acetylaniline; . CSID:173, http://www.chemspider.com/Chemical-Structure.173.html (accessed 16:23, Mar 4, 2023), Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, Predicted data is generated using the US Environmental Protection Agencys EPISuite, Click to predict properties on the Chemicalize site, For medical information relating to Covid-19, please consult the. resonance structure. As previously state the true structure of a resonance hybrid is the combination of all the possible resonance structures. Molecules with a Single Resonance Configuration. Did you know that there's a pain medication that used to be quite common but is no longer in use? This is backed up by experimental evidence which looks at molecule's bond order, bond angles, and dipole moments. Benzamide (Benzene carboxamide) . The resonance system shown in Figure 2 is based on measurements of the properties of amides. some extra information. ; Bernhard, R.A., Effect of nitrogen source on pyrazine formation, J. Agric. Do we always check for the first of the two principles from the list to decide which Lewis structure contributes most to the resonance hybrid? When looking at a resonance contributors, we are seeing the exact same molecule or ion depicted in different ways. Structure-retention index relationship on polar columns, J. Notably, its dielectric constant is higher than most organic solvents, allowing it to dissolve inorganic compounds with solubilities closely analogous to that of water. The primary amide is formed from NH2, amino group replacing the carboxylic hydroxyl group. So there's really two things Dairy Sci., 90, 2007, 523-531. class: Standard polar; Column diameter: 0.25 mm; Column length: 60 m; Column type: Capillary; Description: 60 0C (3 min) ^ 2 0C/min -> 150 0C ^ 4 0C/min -> 200 0C; CAS no: 60355; Active phase: DB-Wax; Carrier gas: Helium; Phase thickness: 0.25 um; Data type: Normal alkane RI; Authors: Kim. Here, we have one, two, three, four, five, six outer electrons The resulting resonance contributor, in which the oxygen bears the formal charge, is the major one because all atoms have a complete octet, and there is one additional bond drawn (resonance rules #1 and #2 both apply). Yield is typically low (up to 35%), and the acetamide made this way is generated as a salt with HCl. On this Wikipedia the language links are at the top of the page across from the article title. Also, there is now a double bond between nitrogen and the carbon atom of the carbonyl group. This means most atoms have a full octet. Best Answer 100% (24 ratings) Transcribed image text: Resonance, hybridization, Lewis structures: Draw the lowest energy alternative resonance structure for acetamide Part A Draw the lowest energy alternative resonance structure for this compounds. As close to zero as possible. Each atom should have a complete valence shell and be shown with correct formal charges. So since we have two more charges on all of these, and now let's look at these ideals. An example is in the upper left expression in the next figure. In acetanilide, one of the two hydrogen atoms gives way to a bond with a benzene ring. Based on this criterion, structure A is less stable and is a more minor contributor to the resonance hybrid than structure B. It is derived from acetic acid. Except where otherwise noted, data are given for materials in their, Ullmann's Encyclopedia of Industrial Chemistry, 10.1002/0471238961.0103052023010714.a02.pub2, "Philae probe finds evidence that comets can be cosmic labs", "Philae's First Days on the Comet - Introduction to Special Issue", https://en.wikipedia.org/w/index.php?title=Acetamide&oldid=1141031755, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Creative Commons Attribution-ShareAlike License 3.0, 79 to 81C (174 to 178F; 352 to 354K), 221.2C (430.2F; 494.3K) (decomposes), This page was last edited on 23 February 2023, at 00:44. Stable. Instead, the actual structure is somewhere in between the structures shown. 6) Resonance contributors only differ by the positions of pi bond and lone pair electrons. Amides are neutral compounds -- in contrast to their seemingly close relatives, the amines, which are basic. The IUPAC name of acetanilide is N-phenylacetamide. ; Rankin, S.A., Solvent type affects the number, distribution, and relative quantities of volatile compounds found in sweet whey powder, J. { Amides_Background : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Amide_Occurrences_and_Uses : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Physical_Properties_of_Carboxylic_Acid_Derivatives : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Structure_of_Amides : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()" }, { Nomenclature_of_Amides : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Properties_of_Amides : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Reactivity_of_Amides : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Synthesis_of_Amides : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()" }, [ "article:topic", "showtoc:no", "license:ccbyncsa", "licenseversion:40" ], https://chem.libretexts.org/@app/auth/3/login?returnto=https%3A%2F%2Fchem.libretexts.org%2FBookshelves%2FOrganic_Chemistry%2FSupplemental_Modules_(Organic_Chemistry)%2FAmides%2FProperties_of_Amides%2FStructure_of_Amides, \( \newcommand{\vecs}[1]{\overset { \scriptstyle \rightharpoonup} {\mathbf{#1}}}\) \( \newcommand{\vecd}[1]{\overset{-\!-\!\rightharpoonup}{\vphantom{a}\smash{#1}}} \)\(\newcommand{\id}{\mathrm{id}}\) \( \newcommand{\Span}{\mathrm{span}}\) \( \newcommand{\kernel}{\mathrm{null}\,}\) \( \newcommand{\range}{\mathrm{range}\,}\) \( \newcommand{\RealPart}{\mathrm{Re}}\) \( \newcommand{\ImaginaryPart}{\mathrm{Im}}\) \( \newcommand{\Argument}{\mathrm{Arg}}\) \( \newcommand{\norm}[1]{\| #1 \|}\) \( \newcommand{\inner}[2]{\langle #1, #2 \rangle}\) \( \newcommand{\Span}{\mathrm{span}}\) \(\newcommand{\id}{\mathrm{id}}\) \( \newcommand{\Span}{\mathrm{span}}\) \( \newcommand{\kernel}{\mathrm{null}\,}\) \( \newcommand{\range}{\mathrm{range}\,}\) \( \newcommand{\RealPart}{\mathrm{Re}}\) \( \newcommand{\ImaginaryPart}{\mathrm{Im}}\) \( \newcommand{\Argument}{\mathrm{Arg}}\) \( \newcommand{\norm}[1]{\| #1 \|}\) \( \newcommand{\inner}[2]{\langle #1, #2 \rangle}\) \( \newcommand{\Span}{\mathrm{span}}\)\(\newcommand{\AA}{\unicode[.8,0]{x212B}}\), Physical Properties of Carboxylic Acid Derivatives, status page at https://status.libretexts.org. There certainly are a lot of choices out there for over-the-counter pain management and most likely you have a particular option that works best for you and your needs. Select the correct answer and click on the Finish buttonCheck your score and answers at the end of the quiz, Visit BYJUS for all Chemistry related queries and study materials, Your Mobile number and Email id will not be published. six valence electrons in a typically neutral sulfur free atom, and so it's one less electron. The functional group is highlighted in blue in the image below. Zaitsev's Rule Overview & Characteristics | What is Zaitsev's Rule? have zero formal charge here. It's because the lone pair of electrons is tied up in resonance. sulfur valence electrons. Direct link to Tzviofen 's post What does "contributes mo, Posted 2 years ago. It's called acetanilide and although it used to be a commonly prescribed medication for light pain management, it quickly lost its allure among medical professionals after some serious toxicity concerns began to arise. Penicillin: Allergy & Difference, What is Naphthalene? Acetanilide Structure, Uses & Hazards | What is Acetanilide? All other trademarks and copyrights are the property of their respective owners. Phenylamine is also a weaker base than ethylamine since there is less of a lone pair. ; Yook, H.S. The extra electron that created the negative charge one terminal oxygen can be delocalized by resonance through the other terminal oxygen. II. - Structure, Synthesis & Derivatives, What Is Hydroxyquinoline? So in this far structure, it's neutral. Average mass 59.067 Da. (These figures do not sum to 100% because there are additional less-important . Of the three, structure A would be the major resonance structure and would most resemble the structure of the true resonance hybrid. It can be thought of as some average of these structures. A similar set of resonance structures for the phenolate anion conjugate base appears below the phenol structures. electrons, six total, but four in that second shell. Write another resonance structure for acetamide. So the way that we do that is Acetamide (systematic name: ethanamide) is an organic compound with the formula CH 3 CONH 2. A carbon with a negative charge is the least favorable conformation for the molecule to exist, so the last resonance form contributes very little for the stability of the Ion. Molecules and ions with more than one resonance form: Some structural resonance conformations are the major contributor or the dominant forms that the molecule exists. formal charge on an atom that is more electronegative than nitrogen than in this third resonance structure, and so this is the one that I believe contributes most to the resonance hybrid of thiocyanate for these two reasons. have for a neutral nitrogen, we have a negative two formal charge. Now the resonance structures have different stabilities and contribute unequally to the resonance hybrid which is what this question is asking about. It consists of a benzene ring and a side chain. in preparation of cosmetics and hypnotics. Acetamide is also a naturally occurring mineral[6] with the IMA symbol: Ace. lessons in math, English, science, history, and more. Your Mobile number and Email id will not be published. At this point, the NH2 is not yet attached to the carbon (and thus cannot donate electron density), but does so in the subsequent step because of the above reason. Nitrogen has five valence electrons, a neutral nitrogen, seven overall electrons, but it has five in its outer shell, and sulfur has six valence electrons. And then we say, well, how many outer electrons are hanging out around the sulfur in Nevertheless, use of the curved arrow notation is an essential skill that you will need to develop in drawing resonance contributors. How many electrons are shared in a single bond? Acetanilide shows resonance structures. ; Lliberia, J.Ll. The relative stabilities of the two structures are so vastly different that molecules which contain a C=O bond are almost exclusively written in a form like structure A. Benzene also illustrates one way to recognize resonance - when it is possible to draw two or more equivalent Lewis structures. The first structure of acetanilide is exactly like the one we saw previously, but notice how the second is different. You'll get a detailed solution from a subject matter expert that helps you learn core concepts. So here, we have no formal charge. As our understanding of the fundamental nature of these interactions has developed, new supramolecular approaches have emerged to exploit these interactions in catalysis, drug design and smart materials. The other resonance structure of acetamide forms by the involvement of N lone pair to the neighboring C-N bond. in this resonance structure, and then last, but not least, in this resonance structure, we have one, two, three, four, five, six, seven electrons hanging around, outer electrons hanging It acts as a negative catalyst in the decomposition of hydrogen peroxide. )%2F02%253A_Polar_Covalent_Bonds_Acids_and_Bases%2F2.05%253A_Rules_for_Resonance_Forms, \( \newcommand{\vecs}[1]{\overset { \scriptstyle \rightharpoonup} {\mathbf{#1}}}\) \( \newcommand{\vecd}[1]{\overset{-\!-\!\rightharpoonup}{\vphantom{a}\smash{#1}}} \)\(\newcommand{\id}{\mathrm{id}}\) \( \newcommand{\Span}{\mathrm{span}}\) \( \newcommand{\kernel}{\mathrm{null}\,}\) \( \newcommand{\range}{\mathrm{range}\,}\) \( \newcommand{\RealPart}{\mathrm{Re}}\) \( \newcommand{\ImaginaryPart}{\mathrm{Im}}\) \( \newcommand{\Argument}{\mathrm{Arg}}\) \( \newcommand{\norm}[1]{\| #1 \|}\) \( \newcommand{\inner}[2]{\langle #1, #2 \rangle}\) \( \newcommand{\Span}{\mathrm{span}}\) \(\newcommand{\id}{\mathrm{id}}\) \( \newcommand{\Span}{\mathrm{span}}\) \( \newcommand{\kernel}{\mathrm{null}\,}\) \( \newcommand{\range}{\mathrm{range}\,}\) \( \newcommand{\RealPart}{\mathrm{Re}}\) \( \newcommand{\ImaginaryPart}{\mathrm{Im}}\) \( \newcommand{\Argument}{\mathrm{Arg}}\) \( \newcommand{\norm}[1]{\| #1 \|}\) \( \newcommand{\inner}[2]{\langle #1, #2 \rangle}\) \( \newcommand{\Span}{\mathrm{span}}\)\(\newcommand{\AA}{\unicode[.8,0]{x212B}}\). Its structure is: The functional group is the amide group. 3) Resonance contributors do not have to be equivalent. An amide; usual representation. Acetanilide. The resonance structures in which all atoms have complete valence shells is more stable. So you would expect a plus use the concept of resonance to explain structural features of molecules and ions. succeed. Neutral sulfur would have The structures with the least number of formal charges is more stable. 2) Draw four additional resonance contributors for the molecule below. The dye is a derivative of aniline. 2.5: Rules for Resonance Forms is shared under a CC BY-SA 4.0 license and was authored, remixed, and/or curated by Steven Farmer, Dietmar Kennepohl, Krista Cunningham, Tim Soderberg, William Reusch, & William Reusch. ; Evans, P.; Ewen, R.J.; Gunson, H.E. Because benzene will appear throughout this course, it is important to recognize the stability gained through the resonance delocalization of the six pi electrons throughout the six carbon atoms. And we know that that is six. Having filled octets helps a resonance structure contribute more to the resonance hybrid because having filled octets is more stable than not having them filled. Also, the two structures have different net charges (neutral Vs. positive). having four hanging out, which is typical of carbon and neutral carbon's valence electrons, so no formal charge there, and then the nitrogen has one, two, three, four, five outer electrons hanging out, which is equivalent to a neutral nitrogen's valence electrons, and so five minus five, you have no formal charge. How A: Given diagram is : a). Acetamide, N-phenyl-Formula: C 8 H 9 NO; Molecular weight: 135.1632; . We have one, two, three, four, five, six outer This results View the full answer Transcribed image text: Draw the other resonance structure of acetamide, and answer the questions. - Structure, Uses & Hazards, Naphthol: Structure, Polarity & Solubility, Pentene: Structural Formula, Isomers & Uses, Propanoic Acid: Structure, Formula & Uses, What is a Biomaterial?