Functional groups are atoms or small groups of atoms (two to four) that exhibit a characteristic reactivity. Therefore ball-and-stick models correspond better to the behavior of actual molecules if the connectors representing single bonds are made to be rather stiff. We previously surveyed organic chemistry by dividing its compounds into families based on functional groups. Thus Table 2-1 shows that single \(C-C\) bonds become progressively shorter as the number of multiple bonds or electronegative atoms attached to the carbons increases. It’s easier than it looks. The flat representations shown do not accurately portray bond angles or molecular geometry. We also acknowledge previous National Science Foundation support under grant numbers 1246120, 1525057, and 1413739. To identify and name simple (straight-chain) alkanes given formulas and write formulas for straight-chain alkanes given their names. An ordinary solid line indicates a bond in the plane of the page. #1 | Shapes & Structure of Organic Compounds (Chemistry) > Organic Chemistry - Some Basic Principles And Techniques. Organic chemistry is the chemistry of compounds of carbon. Any family of compounds in which adjacent members differ from each other by a definite factor (here a CH2 group) is called a homologous series. My Notes . The LCC has eight carbon atoms, so the parent compound is octane (rule 1). For more information contact us at info@libretexts.org or check out our status page at https://status.libretexts.org. The vital force theory began to decline in 1828, when the German chemist Friedrich Wöhler synthesized urea from inorganic starting materials. The Lewis structure is considered to be one of the most popular ways to depict the structure of an organic compound. The rules enable us to not only name a compound from a given structure but also draw a structure from a given name. Watch Next Video. For example, the CH3 group derived from methane (CH4) results from subtracting one hydrogen atom and is called a methyl group. Shapes of and Bond Angles in Simple Organic Compounds A. Miller Slideshare uses cookies to improve functionality and performance, and to provide you with relevant advertising. These rules, used worldwide, are known as the IUPAC System of Nomenclature. Although molecular models cannot represent the subtle variations in bond lengths and bond angles that actual molecules exhibit, most kinds of commercially available molecular models do attempt to reproduce relative bond lengths with some degree of reality. In the ball-and-stick type, the sticks usually come in various lengths to simulate different kinds of bonds; \(C-H\) bonds typically are scaled to represent \(1.1 \: \text{A}\), \(C-C\) bonds to be \(1.54 \: \text{A}\), and \(C=C\) and \(C \equiv C\) to be correspondingly shorter. Watch the recordings here on Youtube! By this we mean that, Figure 2-3: CPK space-filling models of organic compounds. For now, we will consider only those substituents called alkyl groups. Methane (CH4), ethane (C2H6), and propane (C3H8) are the beginning of a series of compounds in which any two members in a sequence differ by one carbon atom and two hydrogen atoms—namely, a CH2 unit. Legal. For example, we can represent pentane (CH3CH2CH2CH2CH3) and isopentane [(CH3)2CHCH2CH3] as follows: Parentheses in condensed structural formulas indicate that the enclosed grouping of atoms is attached to the adjacent carbon atom. Whereas methane, \(CH_4\), is tetrahedral, ethene, \(C_2H_4\), is not. Ethyne, \(C_2H_2\), has been established experimentally to be a linear molecule; that is, the \(H-C-C\) bond angle is \(180^\text{o}\): This geometry also results with ball-and-stick models, if the triple bond is constructed of three flexible couplings or bent sticks as shown in Figure 2-2. If you continue browsing the site, you agree to the use of cookies on this website. If you are at an office or shared network, you can ask the network administrator to run a scan across the network looking for misconfigured or infected devices. Completing the CAPTCHA proves you are a human and gives you temporary access to the web property. In this chapter, we make a brief yet systematic study of some of organic compound families. Then add the groups at their proper positions. Motions of this kind are demonstrated easily with ball-and-stick models, but are not at all obvious with the space-filling type. For many purposes, ball-and-stick models of organic compounds give useful information about the spatial relationships of the atoms, and for \(CX_4\) the angles between sticks are set at \(109.5^\text{o}\) (Figure 2-1). \[AgOCN + NH_4Cl \rightarrow AgCl + NH_4OCN \label{Eq1}\]. Unless otherwise noted, LibreTexts content is licensed by CC BY-NC-SA 3.0. (Some of the names we used earlier, such as isobutane, isopentane, and neopentane, do not follow these rules and are called common names.) The condensed formulas show hydrogen atoms right next to the carbon atoms to which they are attached, as illustrated for butane: The ultimate condensed formula is a line-angle formula, in which carbon atoms are implied at the corners and ends of lines, and each carbon atom is understood to be attached to enough hydrogen atoms to give each carbon atom four bonds.

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