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Related Concept Videos

Nonenolizable Aldehydes to Acids and Alcohols: The Cannizzaro Reaction01:25

Nonenolizable Aldehydes to Acids and Alcohols: The Cannizzaro Reaction

The Cannizzaro reaction is a base-promoted redox reaction producing a primary alcohol and a carboxylic acid from two molecules of a nonenolizable aldehyde. The reaction commences when the anionic counterpart of the base attacks the carbonyl carbon, resulting in a tetrahedral alkoxide intermediate. The base then abstracts a proton from the intermediate to generate an unstable dianionic species. This intermediate enables the release of the aldehydic hydrogen as a hydride ion. An intermolecular...
Stereochemical Effects of Enolization01:12

Stereochemical Effects of Enolization

The chiral α-carbon of the carbonyl compound is the stereocenter of the molecule. As shown in the figure below, when such a carbonyl compound undergoes racemization under an acidic or basic condition, an achiral enol is formed.
Oxidative Cleavage of Alkenes: Ozonolysis01:46

Oxidative Cleavage of Alkenes: Ozonolysis

In ozonolysis, ozone is used to cleave a carbon–carbon double bond to form aldehydes and ketones, or carboxylic acids, depending on the work-up.
Ozone is a symmetrical bent molecule stabilized by a resonance structure.
Esters to Carboxylic Acids: Saponification01:25

Esters to Carboxylic Acids: Saponification

Esters can be hydrolyzed to carboxylic acids under acidic or basic conditions. Base-promoted hydrolysis of esters is a nucleophilic acyl substitution reaction in which esters react with an aqueous base, followed by an acid to give carboxylic acids. This reaction is also known as saponification because it forms the basis for making soaps from fats.
The reaction requires a base in stoichiometric amounts, which participates in the reaction and is not regenerated later. So, the base acts as a...
Preparation of Diols and Pinacol Rearrangement01:57

Preparation of Diols and Pinacol Rearrangement

Compounds bearing two hydroxyl groups are known as diols. When the hydroxyl groups are located on adjacent carbon atoms, the diols are called vicinal diols or glycols. Under acidic conditions, vicinal diols undergo a specific reaction called pinacol rearrangement.
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
Alkylation of β-Diester Enolates: Malonic Ester Synthesis01:14

Alkylation of β-Diester Enolates: Malonic Ester Synthesis

Malonic ester synthesis is a method to obtain α substituted carboxylic acids from ꞵ-diesters such as diethyl malonate and alkyl halides.

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Related Experiment Video

Updated: Jul 7, 2026

Synthesis of Esters Via a Greener Steglich Esterification in Acetonitrile
06:52

Synthesis of Esters Via a Greener Steglich Esterification in Acetonitrile

Published on: October 30, 2018

The wages of CIN.

Karen W Yuen1, Arshad Desai

  • 1Ludwig Institute for Cancer Research, San Diego, La Jolla, CA 92093, USA. kayuen@ucsd.edu

The Journal of Cell Biology
|February 20, 2008
PubMed
Summary

Chromosomal instability (CIN) in cancer cells stems from faulty attachments to the spindle that escape the cell cycle checkpoint. Induced aneuploidy is usually detrimental, suggesting tumors need more than just missegregated chromosomes to persist.

Area of Science:

  • Cell Biology
  • Cancer Research
  • Genetics

Background:

  • Aneuploidy and chromosomal instability (CIN) are common in solid tumors, yet their relationship is unclear.
  • CIN is investigated in cancer cells, focusing on its underlying mechanisms.

Discussion:

  • CIN originates from defective kinetochore-spindle attachments that bypass the spindle checkpoint, leading to anaphase errors.
  • The study examines the effects of experimentally induced chromosome missegregation in normal cells.

Key Insights:

  • Defective kinetochore-spindle attachments are a primary driver of CIN in cancer.
  • Artificially induced aneuploidy is typically selected against in otherwise normal cells.

Outlook:

  • The persistence of aneuploid cells in tumors likely requires additional undefined events beyond chromosome missegregation.

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  • Further research is needed to elucidate the factors enabling aneuploid cell survival in cancer.