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Carbocations02:10

Carbocations

13.3K
Carbocations are one of the reaction intermediates formed during several nucleophilic substitutions or elimination reactions. A carbocation is an electron-deficient species with the central carbon atom having six electrons and three bonded atoms. The central carbon in a carbocation is sp2 hybridized with trigonal planar geometry. It has an empty p orbital perpendicular to the plane of the structure that can accept electrons. Thus, carbocations act as strong electrophiles and may react with any...
13.3K
Properties of Organometallic Compounds01:23

Properties of Organometallic Compounds

1.6K
Organometallic compounds are compounds that contain a carbon–metal bond. Carbon belongs to an organyl group like alkyl, aryl, allyl, or benzyl groups. The metal can be from Group I or Group II of the periodic table, a transition metal, or a semimetal.
1.6K
Nucleophilic Addition to the Carbonyl Group: General Mechanism01:18

Nucleophilic Addition to the Carbonyl Group: General Mechanism

7.6K
The carbonyl carbon in an aldehyde or ketone is the site of a nucleophilic attack due to its electron-deficient nature. Depending on the strength of the incoming nucleophile, the reaction occurs via different mechanistic pathways.
A stronger nucleophile can directly attack the electrophilic center, the carbonyl carbon. The HOMO orbital of the nucleophile interacts with the LUMO (π* antibonding) orbital present on the carbonyl carbon. This interaction breaks the π bond and shifts the π...
7.6K
Resonance and Hybrid Structures02:16

Resonance and Hybrid Structures

24.8K
According to the theory of resonance, if two or more Lewis structures with the same arrangement of atoms can be written for a molecule, ion, or radical, the actual distribution of electrons is an average of that shown by the various Lewis structures.
Resonance Structures and Resonance Hybrids
The Lewis structure of a nitrite anion (NO2−) may actually be drawn in two different ways, distinguished by the locations of the N–O and N=O bonds.
24.8K
Alcohols from Carbonyl Compounds: Reduction02:23

Alcohols from Carbonyl Compounds: Reduction

12.0K
Reduction is a simple strategy to convert a carbonyl group to a hydroxyl group. The three major pathways to reduce carbonyls to alcohols are catalytic hydrogenation, hydride reduction, and borane reduction.
Catalytic hydrogenation is similar to the reduction of an alkene or alkyne by adding H2 across the pi bond in the presence of transition metal catalysts like Raney Ni, Pd–C, Pt, or Ru. Aldehydes and ketones can be reduced by this method, often under mild to moderate heat (25–100°C) and...
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Enolate Mechanism Conventions01:15

Enolate Mechanism Conventions

2.8K
When a carbonyl compound is treated with a strong base, the α position gets deprotonated to give a resonance-stabilized intermediate called an enolate. Enolates are ambident nucleophiles because they possess two nucleophilic sites that can attack an electrophile owing to the delocalization of the negative charge between the α carbon and oxygen atoms. When the oxygen atom attacks an electrophile, it is called O-attack, whereas electrophilic attack via the α carbon is known as...
2.8K

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Related Experiment Video

Updated: Jan 10, 2026

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
07:36

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy

Published on: November 9, 2019

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Carbonyl Modifying Bridge Strategy: Constructing High-Energy and Low-Sensitivity Energetic Materials.

Yiling Yang1, Wenjin Zhang1, He Huang1

  • 1School of Materials Science & Engineering, Beijing Institute of Technology, Beijing 100081, China.

ACS Applied Materials & Interfaces
|November 24, 2025
PubMed
Summary
This summary is machine-generated.

The carbonyl bridge strategy enhances energetic compounds, yielding bis(3,5-dinitro-1H-pyrazol-4-yl)methanone (4) with high density, thermal stability, and low sensitivity. This approach offers a superior method for developing advanced energetic materials.

Keywords:
bridged-ringsenergetic materialsinsensitive explosivepyrazolstability

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Area of Science:

  • Materials Science
  • Chemical Engineering
  • Organic Chemistry

Background:

  • Bridged-ring strategies are common for improving energetic compounds.
  • Modifying bridging methods can introduce performance uncertainties and require resynthesis.

Purpose of the Study:

  • To investigate the carbonyl modifying bridge strategy for energetic compounds.
  • To develop novel energetic materials with enhanced stability, performance, and reduced sensitivity.

Main Methods:

  • Synthesis and characterization of novel energetic compounds using the carbonyl bridge strategy.
  • Evaluation of density, thermal stability, detonation performance, and sensitivity.
  • Theoretical and experimental analysis of structure-property relationships.

Main Results:

  • Compound 4 (bis(3,5-dinitro-1H-pyrazol-4-yl)methanone) showed high density (1.91 g/cm³), thermal stability (270 °C), detonation velocity (8579 m/s), and low sensitivity (>40 J).
  • Amino-functionalized compound 7 exhibited improved thermal stability (243 °C).
  • Derivatives of compound 4 outperformed HL-9, confirming the strategy's efficacy.

Conclusions:

  • The carbonyl modifying bridge strategy is effective for enhancing energetic compounds.
  • Introducing conjugation effects via bridge modification comprehensively improves energetic material performance.
  • This strategy offers a pathway to potential insensitive explosives with superior properties.