Problem 161

Question

Marathon Problems. These problems are designed to incorporate several concepts and techniques into one situation. For each of the following, fill in the blank with the correct response. All of these fill-in-the-blank problems pertain to material covered in the sections on alkanes, alkenes and alkynes, aromatic hydrocarbons, and hydrocarbon derivatives. a. The first "organic" compound to be synthesized in the laboratory, rather than being isolated from nature, was _____________which was prepared from____________. b. An organic compound whose carbon-carbon bonds are all single bonds is said to be______. c. The general orientation of the four pairs of electrons around the carbon atoms in alkanes is_______. d. Alkanes in which the carbon atoms form a single unbranched chain are said to be_______alkanes. e. Structural isomerism occurs when two molecules have the same number of each type of atom but exhibit different arrangements of the_______between those atoms. f. The systematic names of all saturated hydrocarbons have the ending_______ added to a root name that indicates the number of carbon atoms in the molecule. g. For a branched hydrocarbon, the root name for the hydrocarbon comes from the number of carbon atoms in the _________continuous chain in the molecule. h. The positions of substituents along the hydrocarbon framework of a molecule are indicated by the ________of the carbon atom to which the substituents are attached. i. The major use of alkanes has been in_______reactions,as a source of heat and light. J. With very reactive agents, such as the halogen elements, alkanes undergo _______reactions, whereby a new atom replaces one or more hydrogen atoms of the alkane. k. Alkenes and alkynes are characterized by their ability to undergo rapid, complete ______ reactions, by which other atoms attach themselves to the carbon atoms of the double or triple bond. 1\. Unsaturated fats may be converted to saturated fats by the process of ________ m. Benzene is the parent member of the group of hydrocarbons called ________ hydrocarbons. n. An atom or group of atoms that imparts new and characteristic properties to an organic molecule is called a ___________ group. 0.4 _________alcohol is one in which there is only one hydrocarbon group attached to the carbon atom holding the hydroxyl group. p. The simplest alcohol, methanol, is prepared industrially by the hydrogenation of ________ q. Ethanol is commonly prepared by the __________of certain sugars by yeast. r. Both aldehydes and ketones contain the _______group but they differ in where this group occurs along the hydrocarbon chain. s. Aldehydes and ketones can be prepared by _______ of the corresponding alcohol. t. Organic acids, which contain the __________ group, are typically weak acids. u. The typically sweet-smelling compounds called ____________ result from the condensation reaction of an organic acid with an___________.

Step-by-Step Solution

Verified
Answer
a. Urea, prepared from ammonium chloride and silver cyanate. b. Saturated. c. Tetrahedral. d. Straight-chain alkanes. e. Bonds. f. -ane. g. Longest continuous chain. h. Numbering the carbon atoms. i. Combustion. j. Substitution. k. Addition. l. Hydrogenation. m. Benzene. n. Functional group. o. Primary. p. Carbon monoxide. q. Fermentation. r. Carbonyl group. s. Oxidation. t. Carboxyl group. u. Esters, reaction of organic acid with alcohol.
1Step 1: First organic compound synthesized in a lab
Urea, which was prepared from ammonium chloride and silver cyanate. b.
2Step 2: Organic compound with all single bonds
Saturated. c.
3Step 3: Orientation of electrons around carbon atoms in alkanes
Tetrahedral. d.
4Step 4: Unbranched chain alkanes
Straight-chain alkanes. e.
5Step 5: Structural isomerism
Bonds. f.
6Step 6: Systematic names of saturated hydrocarbons
-ane. g.
7Step 7: Root name for branched hydrocarbons
Longest continuous chain. h.
8Step 8: Indicating substituent positions in a molecule
Numbering the carbon atoms. i.
9Step 9: Major use of alkanes
Combustion. j.
10Step 10: Alkanes reactions with reactive agents
Substitution. k.
11Step 11: Alkenes and alkynes reactions
Addition. l.
12Step 12: Conversion of unsaturated fats to saturated fats
Hydrogenation. m.
13Step 13: Parent member of aromatic hydrocarbons
Benzene. n.
14Step 14: Atom or group of atoms with characteristic properties
Functional group. o.
15Step 15: Type of alcohol with one hydrocarbon group
Primary. p.
16Step 16: Industrial preparation of methanol
Carbon monoxide. q.
17Step 17: Preparation of ethanol
Fermentation. r.
18Step 18: Aldehydes and ketones
Carbonyl group. s.
19Step 19: Preparation of aldehydes and ketones
Oxidation. t.
20Step 20: Organic acids
Carboxyl group. u.
21Step 21: Sweet-smelling compounds
Esters, resulting from the reaction of an organic acid with an alcohol.

Key Concepts

Structural IsomerismSaturated HydrocarbonsFunctional Group
Structural Isomerism
Structural isomerism is a phenomenon where compounds with the same molecular formula have different structures. This key concept in organic chemistry introduces diversity among organic compounds, as the arrangement of atoms within a molecule can impact its properties and reactivity. To simplify, think of structural isomerism as a puzzle: even if you have the same pieces (atoms), the picture (molecule) can vary depending on how you connect them. Take butane, C4H10, for example; it can be a straight chain or can branch, leading to two distinct isomers, namely n-butane and isobutane. Each isomer has unique properties, despite sharing the same formula.

In solving organic chemistry problems, recognizing potential isomers is critical for understanding the molecule's physical and chemical behavior. Isomerism can affect boiling points, solubility, and reactivity, influencing how compounds act in biological systems or industrial applications. Students should practice visualizing molecules in different arrangements to become adept at identifying structural isomers.
Saturated Hydrocarbons
Saturated hydrocarbons are the simplest type of organic compounds consisting solely of carbon and hydrogen atoms, in which all carbon-carbon bonds are single bonds. This family of compounds, also known as alkanes, represents an essential concept within organic chemistry. Consider these the backbone of organic molecules; each carbon atom is considered 'saturated' with hydrogen atoms, filling all possible valence bonds.

An interesting quality of saturated hydrocarbons is their tetrahedral geometry, where the bond angles are approximately 109.5 degrees, leading to the three-dimensional shape of these molecules. This is crucial for students to understand as the shape of a molecule influences its physical characteristics and the way it interacts with other molecules. The names of these hydrocarbons often end in '-ane', so methane, ethane, and propane are familiar examples. Also, the knowledge of alkanes is foundational, as many other organic compounds are derived from these saturated structures by replacing one or more hydrogen atoms with various functional groups.
Functional Group
A functional group is essentially a team of atoms responsible for the characteristic reactions of a particular compound. When we talk about the chemistry of organic molecules, functional groups are the stars of the show. They're a bit like unique badges each molecule wears, dictating how it behaves under certain conditions and how it will interact with other substances.

Functional groups are defined by specific bonding arrangements between atoms, and they give origin to different classes of organic compounds, each with its own set of reactions. For instance, alcohols all contain an -OH group, aldehydes and ketones bear a carbonyl (-C=O) group, and carboxylic acids are marked by the presence of a carboxyl (-COOH) group. Recognizing these groups helps predict and understand organic reaction mechanisms—a core aspect of organic chemistry. Notably, the presence of a functional group can significantly alter the physical and chemical properties of the hydrocarbons they are attached to, which is a central theme in understanding the vast landscape of organic substances.