Acetyl acetone structure

  1. Acyl Group Overview & Structure
  2. Acetylacetone (ACAC)
  3. Identifying nucleophilic and electrophilic centers (video)
  4. The Acetyl Group
  5. 22.8 Reactions of Anhydrides
  6. 2.4: Resonance


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Acyl Group Overview & Structure

An acyl group is an functional group found in organic compounds. What is an acyl group formula? The general formula for an acyl functional group is RCO-. This means a carbon atom is single bound to an R group (any hydrocarbon chain), double bound to an oxygen, and then bound to anything else (halogen, another R group, an OR group, etc.). Acyl groups are typically formed from oxoacids (such as carboxylic acids), where the OH group can be removed and replaced with another group to make a new acyl group. Since carboxylic acids react very differently from other acyl groups, they are not typically considered an acyl, even though they fit the general formula for an acyl. Acyl groups are similar to carbonyls and acetyls. Carbonyls are a more broad term, while acetyls are a specific type of acyl group. Carbonyls simply refer to the carbon-oxygen double bond. The other two bonds on the carbon can be to anything else (double bound to another oxygen, single bond to a nitrogen and an oxygen, R groups, etc.). An acyl is a type of carbonyl where one bond is always to an R group. Acetyls are a type of acyl group where the R group it is bound to is a methyl () group. General Structure Our body goes through a variety of processes in order to make energy. The structure of the compounds involved in these processes is important to understand in order to understand how the reactions occur. One of these important reactions is Acetyl-CoA in the citric acid cycle. Acetyl-CoA includes an acyl grou...

Acetylacetone (ACAC)

Building block for heterocycles (isoxazoles, pyrazoles, pyrimidines, pyridines). For the synthesis of metal acetylacetonates. For the synthesis of anti-corrosion preparations. Its peroxide is used as radical initiator for polymerisations. Building block for the synthesis of pharmaceuticals (e.g. Sulfamethanzine, Nicarbazine). For synthesis of vitamins. For synthesis of pesticides (e.g. Sulfamethazine, sulfonylurea-herbicides). For synthesis of coatings.

Identifying nucleophilic and electrophilic centers (video)

So I'm not understanding why there is a molecule with a partially positive charge (carbon) and partially negative charge (Chlorine), and it is said to be an electrophile because of the partially positive charge on Carbon. Why couldn't it be a nucleophile because of the partially negative charge on Chlorine? Given that the other reactant, ethoxide, is a much stronger nucleophile than chlorine would be in this compound, the reaction will favor the ethoxide as the nucleophile. Also, for chlorine to act as a nucleophile it would have to break its bond to carbon as it only needs one more electron, thus one bond, to form a stable octet. A nucleophile is a species that is strongly attracted to a region of positive charge on a carbon atom in another molecule. In NH₃, N is more electronegative than H, so the N atom has a partial negative (δ⁻) charge. It also has a lone pair of electrons. In a molecule like CH₃CH₂-Br, Br is more electronegative than C, so C-1 has a partial positive (δ⁺) charge. The lone pair on the N can attack the δ⁺ carbon on CH₃CH₂Br: H₃N: + Br-CH₂CH₃ → H₃N⁺- CH₂CH₃ + :Br⁻ When NH₃ behaves in this way, it is acting as a nucleophile. Your right that oxygen is a nucleophile, but you are very wrong about chlorine being an electrophile. In the case in the video, the adjacent carbon is considered to be the electrophile not the chlorine. The pull of electrons in the polar bond between the carbon and chlorine cause a charge distribution between the two atoms based on el...

The Acetyl Group

Table of Contents • • • • • • In this reading, you will learn all about the acetyl group, including what it is, its specific structure, and some of the common molecules that contain it. Have you ever traveled to a foreign country? Have you heard of ordering your food in a new language? Or, asking where the bathroom is? If you have, and if you did not speak that language well, you might have gotten blank looks in response. It is in those moments that you understand how important language is to everything you do in life. Organic chemistry is much the same. If you don’t understand the language, you might not get very far. Sometimes you need a science dictionary to help remind you what all of the new terms mean! In organic chemistry, acetyl (ethanol) is a functional group, the acyl of acetic acid, by the chemical formula -COCH3. It is seldom abbreviated as Ac (not to be confused with the element actinium). The acetyl radical carries a methyl group single-bonded to a carbonyl. The carbonyl carbon has a solitary electron available, with which it forms a chemical bond to the remains R of the molecule. The acetyl radical is a part of many organic compounds, including the neurotransmitter acetylcholine and acetyl-CoA, and the analgesics acetaminophen and acetylsalicylic acid (better recognized as aspirin). The Acetyl Group An acetyl group is, front and foremost, a moiety. A moiety is only a part of a molecule. So, an acetyl group is a part of a molecule and is not a unit unto itsel...

22.8 Reactions of Anhydrides

\( \newcommand\) • • • • • • • • • T his page explains what acid anhydrides are and looks at their simple physical properties such as boiling points. It introduces their chemical reactivity in a general way. A If you took two ethanoic acid molecules and removed a molecule of water between them you would get the acid anhydride, ethanoic anhydride (old name: acetic anhydride). You can actually make ethanoic anhydride by dehydrating ethanoic acid, but it is normally made in a more efficient, round-about way

2.4: Resonance

\( \newcommand\) • • • • • • • • • • What is resonance? 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? There are two simple answers to this question: 'both' and 'neither one'. Both ways of drawing the molecule are equally acceptable approximations of the bonding picture for the molecule, but neither one, by itself, is an accurate picture of the delocalized pi bonds. The two alternative drawings, however, when considered together, give a much more accurate picture than either one on its own. This is because they imply, together, that the carbon-carbon bonds are not double bonds, not single bonds, but about halfway in between. These two drawings are an example of what is referred to in organic chemistry as resonance contributors: two or more different Lewis structures depicting the same molecule or ion that, when considered together, do a better job of approximating delocalized pi-bonding than any single structure. By convention, resonance contributors are linked by a double-headed arrow, and are sometimes enclosed by brackets: In order to make it easier to visualize the difference between two resonance contributors, small, curved arrows are often used. Each of these arrows depicts the ‘movement’ of two pi electrons. A few chapters from now when we begin to study organic reactions - a process in which electron density shifts and covalent bonds between atoms br...