{"id":21787,"date":"2021-11-22T11:46:52","date_gmt":"2021-11-22T06:01:52","guid":{"rendered":"https:\/\/www.revoscience.com\/en\/?p=21787"},"modified":"2021-11-22T11:46:55","modified_gmt":"2021-11-22T06:01:55","slug":"120-year-old-reaction-turned-on-its-head-with-environment-friendly-paste-based-method","status":"publish","type":"post","link":"https:\/\/www.revoscience.com\/en\/120-year-old-reaction-turned-on-its-head-with-environment-friendly-paste-based-method\/","title":{"rendered":"120-year-old reaction turned on its head with environment-friendly, paste-based method"},"content":{"rendered":"\n

Japan\u2014 <\/strong>A group of researchers led by scientists at Hokkaido University has developed a simpler, greener method for producing Grignard reagents. It is one of the most important and widely used types of reagents in the chemical industry\u2014that drastically cuts down on the use of hazardous organic solvents and could lead to reduced production costs. This new process was reported in\u00a0Nature Communications.\u00a0<\/p>\n\n\n\n

Grignard reagents are an essential ingredient in a common method for creating carbon-carbon bonds, the building blocks of organic molecules. These reagents were discovered 120 years ago, but due to their instability, the conventional production method still used today is carried out in toxic organic solvents and with no exposure to moisture and oxygen. This results in a complicated, delicate, and expensive process that produces environmentally hazardous waste.<\/p>\n\n\n\n

Researchers sidestepped these problems by minimizing the amount of organic solvent used and by employing a mechanochemical technique called ball-milling to produce Grignard reagents. The reactants, magnesium metal and organohalides, were loaded into a metal chamber along with a stainless-steel ball. <\/p>\n\n\n\n

In a key step, a small amount of organic solvent\u2014about one-tenth the amount used in conventional methods\u2014was added to the solid reactants. The chamber was then spun for one hour, causing the ball to tumble around and slam into the solid-state reactants, helping them to mix thoroughly and react, forming a paste-like Grignard reagent.<\/p>\n\n\n\n

\"\"
(Left) Reaction mixture of magnesium metal and organohalide after one hour of ball milling. Use of this material in subsequent reactions led to only a 6% yield of the desired product. (Right) Same process, but with a small amount of organic solvent also added at the beginning. Use of this paste form of Grignard reagent in subsequent reactions led to yields of up to 94% of the desired product. <\/em>PHOTO: Koji Kubota<\/figcaption><\/figure>\n\n\n\n

Researchers even succeeded in creating new Grignard reagents using organohalides that have poor solubility in organic solvents, which can\u2019t typically be made by the conventional method. Avoiding heavy use of organic solvents allowed the researchers to overcome solubility problems, which opens up a world of new reactions with Grignard reagents prepared from insoluble compounds. It also leads to a major reduction in hazardous waste.<\/p>\n\n\n\n

Additionally, it is more difficult for water or oxygen to affect the Grignard reagents when less organic solvent is used. This means that removing water and oxygen from the surrounding air is not required, making the process easier to perform and less costly. Given the potential economic and environmental benefits, this discovery could have a huge effect on chemical industries.<\/p>\n\n\n\n

\u201cWith a growing need to address environmental concerns and reduce CO2 emissions, it is important to develop chemical reactions that don\u2019t require organic solvents,\u201d commented Associate Professor Koji Kubota. \u201cGrignard reagents are arguably the most well-known, commonly used reagents in industry, and so our work could fundamentally change the way a vast number of chemicals are produced at scale, leading to significantly reduced impact on the environment.\u201d<\/p>\n","protected":false},"excerpt":{"rendered":"

A group of researchers led by scientists at Hokkaido University has developed a simpler, greener method for producing Grignard reagents. <\/p>\n","protected":false},"author":2,"featured_media":21788,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[122,17],"tags":[],"class_list":["post-21787","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-chemistry","category-research"],"featured_image_urls":{"full":["https:\/\/www.revoscience.com\/en\/wp-content\/uploads\/2021\/11\/koji.png",1100,543,false],"thumbnail":["https:\/\/www.revoscience.com\/en\/wp-content\/uploads\/2021\/11\/koji-200x200.png",200,200,true],"medium":["https:\/\/www.revoscience.com\/en\/wp-content\/uploads\/2021\/11\/koji-675x333.png",675,333,true],"medium_large":["https:\/\/www.revoscience.com\/en\/wp-content\/uploads\/2021\/11\/koji-768x379.png",750,370,true],"large":["https:\/\/www.revoscience.com\/en\/wp-content\/uploads\/2021\/11\/koji-675x333.png",675,333,true],"1536x1536":["https:\/\/www.revoscience.com\/en\/wp-content\/uploads\/2021\/11\/koji.png",1100,543,false],"2048x2048":["https:\/\/www.revoscience.com\/en\/wp-content\/uploads\/2021\/11\/koji.png",1100,543,false],"ultp_layout_landscape_large":["https:\/\/www.revoscience.com\/en\/wp-content\/uploads\/2021\/11\/koji.png",1100,543,false],"ultp_layout_landscape":["https:\/\/www.revoscience.com\/en\/wp-content\/uploads\/2021\/11\/koji.png",870,429,false],"ultp_layout_portrait":["https:\/\/www.revoscience.com\/en\/wp-content\/uploads\/2021\/11\/koji.png",600,296,false],"ultp_layout_square":["https:\/\/www.revoscience.com\/en\/wp-content\/uploads\/2021\/11\/koji.png",600,296,false],"newspaper-x-single-post":["https:\/\/www.revoscience.com\/en\/wp-content\/uploads\/2021\/11\/koji-760x490.png",760,490,true],"newspaper-x-recent-post-big":["https:\/\/www.revoscience.com\/en\/wp-content\/uploads\/2021\/11\/koji-550x360.png",550,360,true],"newspaper-x-recent-post-list-image":["https:\/\/www.revoscience.com\/en\/wp-content\/uploads\/2021\/11\/koji-95x65.png",95,65,true],"web-stories-poster-portrait":["https:\/\/www.revoscience.com\/en\/wp-content\/uploads\/2021\/11\/koji.png",640,316,false],"web-stories-publisher-logo":["https:\/\/www.revoscience.com\/en\/wp-content\/uploads\/2021\/11\/koji.png",96,47,false],"web-stories-thumbnail":["https:\/\/www.revoscience.com\/en\/wp-content\/uploads\/2021\/11\/koji.png",150,74,false]},"author_info":{"info":["RevoScience"]},"category_info":"Chemistry<\/a> Research<\/a>","tag_info":"Research","comment_count":"0","_links":{"self":[{"href":"https:\/\/www.revoscience.com\/en\/wp-json\/wp\/v2\/posts\/21787","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.revoscience.com\/en\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.revoscience.com\/en\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.revoscience.com\/en\/wp-json\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/www.revoscience.com\/en\/wp-json\/wp\/v2\/comments?post=21787"}],"version-history":[{"count":0,"href":"https:\/\/www.revoscience.com\/en\/wp-json\/wp\/v2\/posts\/21787\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/www.revoscience.com\/en\/wp-json\/wp\/v2\/media\/21788"}],"wp:attachment":[{"href":"https:\/\/www.revoscience.com\/en\/wp-json\/wp\/v2\/media?parent=21787"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.revoscience.com\/en\/wp-json\/wp\/v2\/categories?post=21787"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.revoscience.com\/en\/wp-json\/wp\/v2\/tags?post=21787"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}