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Related Concept Videos

Amines to Amides: Acylation of Amines01:19

Amines to Amides: Acylation of Amines

2.4K
Various carboxylic acid derivatives (such as acid chlorides, esters, and anhydrides) can be used for the acylation of amines to yield amides. The reaction requires two equivalents of amines. The first amine molecule functions as a nucleophile and attacks the carbonyl carbon to produce a tetrahedral intermediate. This is followed by the loss of the leaving group and restoration of the C=O bond.
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary...
2.4K
Physical Properties of Amines01:26

Physical Properties of Amines

3.0K
Amines with low molecular weight are usually gaseous at room temperature, while those with high molecular weight are liquid or solids in nature. Usually, low molecular weight amines have a rotten fish-like smell. Diamines typically have a pungent smell. For instance, cadaverine and putrescine, depicted in Figure 1, are two molecules responsible for decaying tissue.
3.0K
Acid Halides to Amides: Aminolysis01:07

Acid Halides to Amides: Aminolysis

2.7K
Aminolysis is a nucleophilic acyl substitution reaction, where ammonia or amines act as nucleophiles to give the substitution product. Acid halides react with ammonia, primary amines, and secondary amines to yield primary, secondary, and tertiary amides, respectively.
In the first step of the aminolysis mechanism, the amine attacks the carbonyl carbon of the acyl chloride to form a tetrahedral intermediate. In the second step, the carbonyl group is re-formed with the elimination of a chloride...
2.7K
Nucleophilic Aromatic Substitution: Elimination–Addition01:11

Nucleophilic Aromatic Substitution: Elimination–Addition

4.0K
Simple aryl halides do not react with nucleophiles. However, nucleophilic aromatic substitutions can be forced under certain conditions, such as high temperatures or strong bases. The mechanism of substitution under such conditions involves the highly unstable and reactive benzyne intermediate. Benzyne contains equivalent carbon centers at both ends of the triple bond, each of which is equally susceptible to nucleophilic attack. This 50–50 distribution of products is...
4.0K
2° Amines to N-Nitrosamines: Reaction with NaNO201:20

2° Amines to N-Nitrosamines: Reaction with NaNO2

4.1K
Secondary amines react with nitrous acid to form N-nitrosamines, as depicted in Figure 1. Nitrous acid, a weak and unstable acid, is formed in situ from an aqueous solution of sodium nitrite and strong acids, such as hydrochloric acid or sulfuric acid, in cold conditions. In the presence of an acid, the nitrous acid gets protonated. The subsequent loss of water results in the formation of the electrophile known as nitrosonium ion.
4.1K
Radical Substitution: Allylic Bromination01:27

Radical Substitution: Allylic Bromination

5.0K
In organic synthesis, the formation of products can be altered by changing the reaction conditions. For example, a dibromo addition product is formed when propene is treated with bromine at room temperature. In contrast, propene undergoes allylic substitution in non-polar solvents at high temperatures to give 3-bromopropene. In order to avoid the addition reaction, the bromine concentration must be kept as low as possible throughout the reaction. This can be achieved using N-bromosuccinimide...
5.0K

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2-Bromo-acetamide.

Anke Schwarzer1, Manuel Stapf1

  • 1Institut für Organische Chemie, Technische Universität Bergakademie Freiberg, Leipziger Str. 29, 09599 Freiberg, Germany.

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|October 7, 2024
PubMed
Summary
This summary is machine-generated.

This study details the crystal structure of a bromo-containing organic compound. Molecules self-assemble via hydrogen bonds into ladder-like networks, forming a unique crystal structure.

Keywords:
C—H⋯Br inter­actionacetamidecarbamoyl groupcarboxamide dimercrystal structurehydrogen bonding

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Area of Science:

  • Crystallography
  • Chemical Physics

Background:

  • Understanding molecular assembly is key in materials science.
  • Bromo-organic compounds exhibit diverse structural properties.

Purpose of the Study:

  • To elucidate the crystal structure of the title compound (C2H4BrNO).
  • To investigate the intermolecular interactions governing its solid-state organization.

Main Methods:

  • Single-crystal X-ray diffraction analysis.
  • Analysis of intermolecular interactions including hydrogen bonding and C-H contacts.

Main Results:

  • The compound crystallizes in the monoclinic space group P21/c.
  • Molecules form an N-H⋯O hydrogen-bonded ladder-type network (R2(8) and R2(8)).
  • Additional C-H⋯O and C-H⋯Br contacts stabilize the structure.

Conclusions:

  • The crystal structure is characterized by a specific hydrogen-bonding motif.
  • Intermolecular interactions dictate the formation of a ladder-type supramolecular network.