For each compound, provide a name if the structure is given, or provide a structure if the name is given. (a) diethylamine (b) CCN(CC)CC (c) CCCCNCCCC

Short Answer

Expert verified
a) Diethylamine has the formula CH3CH2N(CH2CH3)2. b) The SMILES string CCN(CC)CC represents the structure of diethylamine. c) The SMILES string CCCCNCCCC is the structure for octylamine, an amine with an eight-carbon chain.

Step by step solution

01

- Naming diethylamine

To name the compound known as diethylamine, identify the functional group and the hydrocarbon substituents. Diethylamine is an amine, which means it contains the nitrogen group attached to alkyl groups. Since there are two ethyl groups attached to the nitrogen, it is called diethylamine.
02

- Drawing the structure for diethylamine

To draw the structure of diethylamine, start with the central nitrogen and attach two ethyl groups (each consisting of two carbon atoms bonded together) to it. Since it is an amine, there will be one hydrogen attached to the nitrogen as well.
03

- Identifying the compound for the given SMILES CCN(CC)CC

Interpret the SMILES notation 'CCN(CC)CC' which represents a compound with two methyl groups (CC) on either end of a nitrogen (N) that is also connected to another methyl group (CC). This indicates the compound is diethylamine, same as in (a).
04

- Drawing the structure from SMILES for CCCCNC CCC

Translate the SMILES string 'CCCCNCCCC' to a structural formula. Start by drawing a chain of four carbon atoms, connect the nitrogen to the fourth carbon, and then draw another chain of four carbon atoms on the other side of the nitrogen. This structure corresponds to an amine named octylamine, with a total of eight carbon atoms in the longest chain.

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Key Concepts

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

Diethylamine Structure
Understanding the structure of diethylamine is crucial for students delving into organic chemistry. An amine is an organic compound characterized by the presence of a nitrogen atom bonded to hydrogen atoms, alkyl groups, or aryl groups. Diethylamine falls into the category of a secondary amine, which means the nitrogen is attached to two alkyl groups, in this case, ethyl groups, and a single hydrogen atom.

A systematic approach to envision the diethylamine structure involves picturing a nitrogen atom at the center of the molecule. Two ethyl groups (\text{--CH\(_2\)CH\(_3\)}) are attached to this nitrogen atom, and the third bond of the nitrogen is to a hydrogen atom. The diethylamine structure has a molecular formula of \text{C\(_4\)H\(_11\)N} and can be depicted as HN(C\(_2\)H\(_5\))\(_2\). It's the presence of the nitrogen atom that classifies this molecule as an amine and contributes to its typical properties such as basicity and solubility in water.
SMILES Notation
SMILES notation, which stands for Simplified Molecular Input Line Entry System, is a way to represent a molecular structure using a line of text. This notation is highly useful as it allows for a compact and unambiguous way to convey structural information. When students encounter SMILES, they should remember it encodes the structure, including atomic connections and stereochemistry, without requiring a drawing.

For instance, the SMILES notation for diethylamine is 'CCN(CC)CC'. This string can be decoded as follows: 'CC' represents an ethyl group, 'N' is the nitrogen central to the amine functional group, and '(CC)' denotes the branching where another ethyl group is attached to that nitrogen. Learning how to interpret SMILES notation is a nifty tool for not only understanding chemical structures but also for database searches, chemical informatics, and communicating complex structures efficiently in digital form.
Amine Functional Group
Amines are a pivotal functional group in organic chemistry, representing compounds derived from ammonia (\text{NH\(_3\)}) by the replacement of hydrogen atoms with alkyl or aryl groups. The amine functional group is characterized by the presence of a nitrogen atom with a lone pair of electrons, making amines nucleophilic and basic in nature.

Comprehending the types of amines is fundamental. There are primary (one alkyl or aryl group), secondary (two alkyl or aryl groups), and tertiary amines (three alkyl or aryl groups). Diethylamine, being a secondary amine, possesses a distinct reactivity profile that includes the ability to engage in hydrogen bonding due to the nitrogen-hydrogen bond. This factor influences the boiling point, solubility, and overall chemical behavior of the compound. Furthermore, the basicity of amines makes them react with acids to form salts; a trait that is important in various chemical synthesis and pharmaceutical applications.

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