Draw the structural formula for each of the following. a. formaldehyde (methanal) b. 4 -heptanone c. 3 -chlorobutanal d. 5,5 -dimethyl-2-hexanone

Short Answer

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a. Formaldehyde (methanal): O || H-C b. 4-heptanone: O || H3C-CH2-CH2-CH2-C-CH2-CH3 c. 3-chlorobutanal: O || H3C-CH2-CH-CH2-CHO | Cl d. 5,5-dimethyl-2-hexanone: O || H3C-C-CH2-CH2-C-CH2-CH3 | | CH3 CH3

Step by step solution

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a. Formaldehyde (methanal)

Methanal, commonly known as formaldehyde, is the simplest aldehyde. It consists of only one carbon atom, which is attached to a hydrogen atom and a double bond to an oxygen atom. The structural formula is as follows: O || H-C
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b. 4-heptanone

Heptanone refers to a molecule having a ketone functional group and a seven-carbon chain, while the number "4" indicates the position of the ketone group on the carbon chain. The structural formula is as follows: ``` O || H3C-CH2-CH2-CH2-C-CH2-CH3 ```
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c. 3-chlorobutanal

3-chlorobutanal consists of a four-carbon chain with a chlorine atom on the third carbon and an aldehyde group present on the first carbon. The structural formula is as follows: ``` O || H3C-CH2-CH-CH2-CHO | Cl ```
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d. 5,5-dimethyl-2-hexanone

5,5-dimethyl-2-hexanone is a molecule with a hexanone functional group on the second carbon and two methyl groups on the fifth carbon. Draw the six-carbon chain with the ketone group on the second carbon, and then add the two methyl groups on the fifth carbon. The structural formula is as follows: ``` O || H3C-C-CH2-CH2-C-CH2-CH3 | | CH3 CH3 ```

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Key Concepts

These are the key concepts you need to understand to accurately answer the question.

Aldehydes and Ketones
Aldehydes and ketones are two closely related classes of organic compounds that play a pivotal role in organic chemistry. They are both classified as carbonyl compounds because they contain a carbonyl functional group, which is a carbon atom double-bonded to an oxygen atom. The defining difference between them lies in their structure: aldehydes have at least one hydrogen atom connected to the carbonyl carbon, while ketones have two alkyl or aryl groups attached.

Aldehydes are typically represented by the general formula \( R-CHO \), where 'R' stands for an alkyl or aryl group. They are known for their distinctive smells and are commonly found in perfumes and flavorings. Ketones, on the other hand, are indicated by the formula \( R-CO-R' \), where 'R' and 'R' can be the same or different alkyl or aryl groups. They are present in sugars and are used as solvents in industry.

It's fundamental for students to recognize these functional groups, not just for molecular identification, but also for understanding their chemical reactivity and the synthesis processes related to aldehydes and ketones.
Structural Formula Representation
Structural formula representation is a critical skill in organic chemistry, as these formulas provide a visual depiction of the molecular structure of compounds. While molecular formulas give the quantity of each atom within the molecule, structural formulas offer insight into how these atoms are arranged. This is crucial for predicting how a molecule will behave in chemical reactions.

A structural formula includes lines to represent chemical bonds, with single lines for single bonds, double lines for double bonds, and so on. In particular, for aldehydes and ketones, this represents the location and orientation of the carbonyl group within the molecule's framework. Angles and relative placement of atoms help to distinguish between different isomers—molecules with the same molecular formula but different structural arrangements.

Drawing these structures accurately leads to a deeper understanding of molecular geometry and how changes to the structure can influence the physical and chemical properties of the compound. When studying organic chemistry, mastering the art of structural formula representation is key to visualizing and grasping the complex nature of organic molecules.
Functional Groups in Organic Chemistry
In organic chemistry, functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules. Identifying functional groups is essential for understanding the chemical behavior and reactivity of organic compounds. Each functional group confers distinctive properties to the molecule it belongs to and determines its role in biochemical processes or industrial applications.

Some common functional groups apart from aldehydes \( -CHO \) and ketones \( >C=O \) include alcohols \( -OH \), carboxylic acids \( -COOH \), amines \( -NH_2 \), and ethers \( -O- \). Each of these has a specific pattern in a structural formula, which allows chemists to quickly recognize the types of reactions an organic molecule can undergo.

For example, alcohols are versatile and can undergo reactions to form esters, while carboxylic acids can react to produce anhydrides or amides. Understanding functional groups also provides clues about a substance's solubility, boiling point, and overall reactivity, which can be incredibly helpful in both lab work and theory.

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Most popular questions from this chapter

Considering your answers to Exercises 130 and 131, how can you justify the existence of proteins and nucleic acids in light of the second law of thermodynamics?

Ethylene oxide, is an important industrial chemical. Although most ethers are unreactive, ethylene oxide is quite reactive. It resembles \(\mathrm{C}_{2} \mathrm{H}_{4}\) in its reactions in that addition reactions occur across the \(\mathrm{C}-\mathrm{O}\) bond in ethylene oxide. a. Why is ethylene oxide so reactive? (Hint: Consider the bond angles in ethylene oxide as compared with those predicted by the VSEPR model.) b. Ethylene oxide undergoes addition polymerization, forming a polymer used in many applications requiring a nonionic surfactant. Draw the structure of this polymer.

Choose one of the following terms to match the description given in statements (1)-(17). All of the following pertain to proteins or carbohydrates. a. aldohexose g. disaccharides \(\mathbf{m}\). ketohexoses b. saliva h. disulfide n. oxytocin c. cellulose i. globular o. pleated sheet d. \(\mathrm{CH}_{2} \mathrm{O}\) j. glycogen p. polypeptide e. cysteine k. glycoside linkage q. primary f. denaturation 1\. hydrophobic structure (1) polymer consisting of many amino acids (2) linkage that forms between two cysteine species (3) peptide hormone that triggers milk secretion (4) proteins with roughly spherical shape (5) sequence of amino acids in a protein (6) silk protein secondary structure (7) water-repelling amino acid side chain (8) amino acid responsible for permanent wave in hair (9) breakdown of a protein's tertiary and/or secondary structure (10) animal polymer of glucose (11) \(-\mathrm{C}-\mathrm{O}-\mathrm{C}-\) bond between rings in disaccharide sugars (12) empirical formula leading to the name carbohydrate (13) where enzymes catalyzing the breakdown of glycoside linkages are found (14) six-carbon ketone sugars (15) structural component of plants, polymer of glucose (16) sugars consisting of two monomer units (17) six-carbon aldehyde sugars

Oxidation of an aldehyde yields a carboxylic acid: Draw the structures for the products of the following oxidation reactions. a. propanal \(\stackrel{[0 x]}{\longrightarrow}\) b. 2,3 -dimethylpentanal \(\stackrel{[0 \times]}{\longrightarrow}\) c. 3 -ethylbenzaldehyde \(\frac{[\operatorname{lox}]}{\longrightarrow}\)

Draw the isomer(s) specified. There may be more than one possible isomer for each part. a. a cyclic compound that is an isomer of trans-2-butene b. an ester that is an isomer of propanoic acid c. a ketone that is an isomer of butanal d. a secondary amine that is an isomer of butylamine e. a tertiary amine that is an isomer of butylamine f. an ether that is an isomer of 2 -methyl-2-propanol g. a secondary alcohol that is an isomer of 2-methyl-2-propanol

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