Jove
Visualize
Contact Us

Related Concept Videos

Synthesis and Decomposition Reactions02:17

Synthesis and Decomposition Reactions

38.7K
Synthesis and decomposition are two types of redox reactions. Synthesis means to make something, whereas decomposition means to break something. The reactions are accompanied by chemical and energy changes. 
38.7K
Radical Reactivity: Intramolecular vs Intermolecular01:33

Radical Reactivity: Intramolecular vs Intermolecular

2.3K
Radical reactions can occur either intermolecularly or intramolecularly. In an intermolecular radical reaction, a nucleophilic radical adds to an electrophilic alkene or vice versa. In such reactions, the radical and generally the alkene, which is also called the radical trap, are two different molecules. Additionally, for such intermolecular reactions to occur, the radical trap must be active, present in an excess concentration, and the radical starting material must have a weak...
2.3K
Cycloaddition Reactions: Overview01:16

Cycloaddition Reactions: Overview

3.7K
Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.
3.7K
Limitations of Friedel–Crafts Reactions01:26

Limitations of Friedel–Crafts Reactions

7.2K
Several restrictions limit the use of Friedel–Crafts reactions. First, the halogen in the alkyl halide must be attached to an sp3-hybridized carbon for the Friedel–Crafts reactions to occur. Vinyl or aryl halides do not react since the carbocations formed are unstable under the reaction conditions. Second, Friedel–Crafts alkylation is susceptible to carbocation rearrangement, and the major products obtained have a rearranged carbon skeleton. In contrast, the acylium ion is...
7.2K
E1 Reaction: Stereochemistry and Regiochemistry02:43

E1 Reaction: Stereochemistry and Regiochemistry

12.1K
One of the critical aspects of the E1 reaction mechanism, as also observed in E2, is the regiochemistry, with multiple regioisomers obtained as products. In the example discussed, the presence of water as a weak base favors elimination over substitution to generate two alkenes. Given that alkenes’ stability increases with the number of alkyl groups across the double bond, typically, E1 reactions lead to the Zaitsev product, for this is more substituted and stable than the Hofmann product.
12.1K
E2 Reaction: Stereochemistry and Regiochemistry02:43

E2 Reaction: Stereochemistry and Regiochemistry

14.0K
Elimination reactions of alkyl halides can yield one or more alkenes depending on the specific regiochemical and stereochemical considerations. While the regiochemistry of the reaction governs the location of the double bond in the product, the stereochemical requirements often influence the geometry.
When a substrate with two different β hydrogens undergoes an E2 elimination, the presence of a strong base can yield two regioisomeric alkenes. The more-substituted alkene is the major...
14.0K

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

Spontaneous Stereoselective Oxidation of Crystalline Avermectin B<sub>1a</sub> to Its C-8a-(<i>S</i>)-Hydroperoxide.

Journal of natural products·2019
See all related articles
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Experiment Video

Updated: Mar 1, 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

8.5K

Molecular Complexity and Retrosynthesis.

John R Proudfoot1

  • 1Boehringer Ingelheim Pharmaceuticals Inc , 900 Ridgebury Road, P.O. Box 368, Ridgefield, Connecticut 06877, United States.

The Journal of Organic Chemistry
|June 1, 2017
PubMed
Summary
This summary is machine-generated.

A new atom-environment complexity measure (CA) quantifies local changes in chemical reactions. This method simplifies complexity assessment for guiding synthetic chemistry and retrosynthesis strategies.

More Related Videos

Curation of Computational Chemical Libraries Demonstrated with Alpha-Amino Acids
08:21

Curation of Computational Chemical Libraries Demonstrated with Alpha-Amino Acids

Published on: April 13, 2022

3.1K
Solid-phase Synthesis of [4.4] Spirocyclic Oximes
05:15

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

7.4K

Related Experiment Videos

Last Updated: Mar 1, 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

8.5K
Curation of Computational Chemical Libraries Demonstrated with Alpha-Amino Acids
08:21

Curation of Computational Chemical Libraries Demonstrated with Alpha-Amino Acids

Published on: April 13, 2022

3.1K
Solid-phase Synthesis of [4.4] Spirocyclic Oximes
05:15

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

7.4K

Area of Science:

  • Computational chemistry
  • Synthetic organic chemistry
  • Chemical informatics

Background:

  • Assessing the complexity of chemical transformations is crucial for synthetic planning.
  • Existing methods may require detailed information or be computationally intensive.

Purpose of the Study:

  • To introduce a novel atom-environment complexity measure (CA).
  • To provide a simplified approach for evaluating local complexity in chemical reactions.

Main Methods:

  • Developed a complexity measure (CA) based on Shannon's equation.
  • Applied the measure to the number and diversity of atom-centered paths up to two bonds.
  • The method is independent of bond type, stereochemistry, ring membership, symmetry, or molecular size.

Main Results:

  • CA effectively quantifies local complexity changes during synthetic transformations.
  • The measure shows expected variations across basic reaction examples.
  • Demonstrated potential for identifying key disconnections in retrosynthesis.

Conclusions:

  • The atom-environment complexity measure (CA) offers a computationally efficient way to assess reaction complexity.
  • This tool can aid in guiding synthetic strategy and retrosynthetic analysis.
  • The method's simplicity and independence from detailed molecular features make it broadly applicable.