Evidence map›Paper›PMID 35364809›Full record

ArticleThe Journal of organic chemistry2022

Resolving Bromonitromethane Sourcing by Synthesis: Preparation at the Decagram Scale.

Madelaine P Thorpe, Abigail N Smith, Michael S Crocker, Jeffrey N Johnston

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

1 citing paper in PubMed.

  1. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

4 authors.

Madelaine P ThorpeDepartment of Chemistry and Vanderbilt Institute of Chemical Biology, Vanderbilt University, Nashville, Tennessee 37235, United States.ORCID 0000-0002-4888-6678
Abigail N SmithDepartment of Chemistry and Vanderbilt Institute of Chemical Biology, Vanderbilt University, Nashville, Tennessee 37235, United States.ORCID 0000-0003-0921-1835
Michael S CrockerDepartment of Chemistry and Vanderbilt Institute of Chemical Biology, Vanderbilt University, Nashville, Tennessee 37235, United States.
Jeffrey N JohnstonDepartment of Chemistry and Vanderbilt Institute of Chemical Biology, Vanderbilt University, Nashville, Tennessee 37235, United States.ORCID 0000-0002-0885-636X

Funding

Studies in Amide and Peptide SynthesisR01GM063557 · NIGMS · VANDERBILT UNIVERSITY · PI JOHNSTON, JEFFREY NICHOLAS · 2002 to 2022
$4.5M
Development of a Mirror-Image Natural Product as an Antiarrhythmic TherapeuticR01HL151223 · NHLBI · VANDERBILT UNIVERSITY · PI JOHNSTON, JEFFREY NICHOLAS · 2020 to 2023
$3.1M
Application of New Amination Reactions to Natural Product and Nonnatural HeterocyR56GM063557 · NIGMS · VANDERBILT UNIVERSITY · PI JOHNSTON, JEFFREY NICHOLAS · 2008 to 2008
$292k
Development of Ryanodine Receptor 2 Selective ProbesF31HL151125 · NHLBI · VANDERBILT UNIVERSITY · PI SMITH, ABIGAIL · 2020 to 2021
$53k
NHLBI NIH HHS F31 HL151125NHLBI NIH HHS R01 HL151223NIGMS NIH HHS R01 GM063557NIGMS NIH HHS R56 GM063557
6 · The paper itself

Abstract

The accessibility of bromonitromethane has declined in recent years, limiting its viability as a reagent for chemical synthesis. The reinvestigation and optimization of a variety of preparations, and the development of safe operating principles, are described. The reproducible protocol described here leverages the effectiveness of hydroxide for nitromethane bromination while respecting its incompatibility with the product it forms. This careful balance was achieved at scales up to 56 g, resulting in a reproducible procedure that provides straightforward, sustainable, and affordable access to this critical reagent.

Indexed as

EthaneNitro CompoundsHalogenationIndicators and ReagentsbromonitromethaneEthaneIndicators and ReagentsNitro Compounds

Identifiers

PMID35364809
PMCPMC9109156

What OpenQuestion holds

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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.