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- Sec-Butyllithium abstract "sec-Butyllithium is an organometallic compound with the formula CH3CHLiCH2CH3, abbreviated sec-BuLi or s-BuLi. This chiral organolithium reagent is used as a source of sec-butyl carbanion in organic synthesis.sec-BuLi can be prepared by the reaction of sec-butyl halides with lithium metal:400pxThe carbon-lithium bond is highly polar, rendering the carbon basic, as in other organolithium reagents. Sec-butyllithium is more basic than the primary organolithium reagent, n-butyllithium. It is also more sterically hindered, though it is still useful for syntheses. sec-BuLi is employed for deprotonations of particularly weak carbon acids where the more conventional reagent n-BuLi is unsatisfactory. It is, however, so basic that its use requires greater care than for n-BuLi. For example diethyl ether is attacked by sec-BuLi at room temperature in minutes, whereas ether solutions of n-BuLi are stable. Many transformations involving sec-butyllithium are similar to those involving other organolithium reagents. For example, sec-BuLi react with carbonyl compounds and esters to form alcohols. With copper(I) iodide sec-BuLi forms lithium di-sec-butylcuprates. The first two reactions can also be accomplished by using sec-butylmagnesium bromide, a Grignard reagent; in fact, the latter is the typical reagent for this purpose.".
- Sec-Butyllithium iupacName "sec-Butyllithium".
- Sec-Butyllithium thumbnail Sec-butyllithium-monomer-2D-skeletal.png?width=300.
- Sec-Butyllithium wikiPageExternalLink 00217.htm.
- Sec-Butyllithium wikiPageID "6847430".
- Sec-Butyllithium wikiPageLength "3696".
- Sec-Butyllithium wikiPageOutDegree "21".
- Sec-Butyllithium wikiPageRevisionID "668369353".
- Sec-Butyllithium wikiPageWikiLink Alcohol.
- Sec-Butyllithium wikiPageWikiLink Base_(chemistry).
- Sec-Butyllithium wikiPageWikiLink Carbanion.
- Sec-Butyllithium wikiPageWikiLink Carbonyl.
- Sec-Butyllithium wikiPageWikiLink Category:Organolithium_compounds.
- Sec-Butyllithium wikiPageWikiLink Chemical_formula.
- Sec-Butyllithium wikiPageWikiLink Chirality_(chemistry).
- Sec-Butyllithium wikiPageWikiLink Copper(I)_iodide.
- Sec-Butyllithium wikiPageWikiLink Diethyl_ether.
- Sec-Butyllithium wikiPageWikiLink Ester.
- Sec-Butyllithium wikiPageWikiLink Gilman_reagent.
- Sec-Butyllithium wikiPageWikiLink Grignard_reaction.
- Sec-Butyllithium wikiPageWikiLink Halide.
- Sec-Butyllithium wikiPageWikiLink N-Butyllithium.
- Sec-Butyllithium wikiPageWikiLink Organic_synthesis.
- Sec-Butyllithium wikiPageWikiLink Organolithium_reagent.
- Sec-Butyllithium wikiPageWikiLink Organometallic_chemistry.
- Sec-Butyllithium wikiPageWikiLink Sec-butylmagnesium_bromide.
- Sec-Butyllithium wikiPageWikiLink File:Sec_Butyllithium_synthesis_01.svg.
- Sec-Butyllithium wikiPageWikiLinkText "''sec''-Butyllithium".
- Sec-Butyllithium wikiPageWikiLinkText "''sec''-butyllithium".
- Sec-Butyllithium wikiPageWikiLinkText "Sec-Butyllithium".
- Sec-Butyllithium wikiPageWikiLinkText "sec-Butyllithium".
- Sec-Butyllithium imagefile "Sec-butyllithium-2D-skeletal.png".
- Sec-Butyllithium imagefile "Sec-butyllithium-monomer-2D-skeletal.png".
- Sec-Butyllithium imagename "Skeletal formula of sec-butyllithium".
- Sec-Butyllithium imagename "Skeletal formula of tetrameric sec-butyllithium".
- Sec-Butyllithium imagesize "121".
- Sec-Butyllithium iupacname "sec-Butyllithium".
- Sec-Butyllithium name "sec-Butyllithium".
- Sec-Butyllithium systematicname "Butan-2-yllithium".
- Sec-Butyllithium verifiedrevid "464388187".
- Sec-Butyllithium watchedfields "changed".
- Sec-Butyllithium wikiPageUsesTemplate Template:Cascite.
- Sec-Butyllithium wikiPageUsesTemplate Template:Chembox.
- Sec-Butyllithium wikiPageUsesTemplate Template:Chembox_Hazards.
- Sec-Butyllithium wikiPageUsesTemplate Template:Chembox_Identifiers.
- Sec-Butyllithium wikiPageUsesTemplate Template:Chembox_Properties.
- Sec-Butyllithium wikiPageUsesTemplate Template:Chemboximage.
- Sec-Butyllithium wikiPageUsesTemplate Template:Chemspidercite.
- Sec-Butyllithium wikiPageUsesTemplate Template:Reflist.
- Sec-Butyllithium wikiPageUsesTemplate Template:Stdinchicite.
- Sec-Butyllithium subject Category:Organolithium_compounds.
- Sec-Butyllithium hypernym Compound.
- Sec-Butyllithium type ChemicalCompound.
- Sec-Butyllithium type ChemicalSubstance.
- Sec-Butyllithium type Reagent.
- Sec-Butyllithium type Redirect.
- Sec-Butyllithium type ChemicalObject.
- Sec-Butyllithium type Thing.
- Sec-Butyllithium type Q11173.
- Sec-Butyllithium comment "sec-Butyllithium is an organometallic compound with the formula CH3CHLiCH2CH3, abbreviated sec-BuLi or s-BuLi. This chiral organolithium reagent is used as a source of sec-butyl carbanion in organic synthesis.sec-BuLi can be prepared by the reaction of sec-butyl halides with lithium metal:400pxThe carbon-lithium bond is highly polar, rendering the carbon basic, as in other organolithium reagents. Sec-butyllithium is more basic than the primary organolithium reagent, n-butyllithium.".
- Sec-Butyllithium label "Sec-Butyllithium".
- Sec-Butyllithium sameAs Q220108.
- Sec-Butyllithium sameAs Sec-Butyllithium.
- Sec-Butyllithium sameAs Sec-بوتیللیتیوم.
- Sec-Butyllithium sameAs Sek-butyylilitium.
- Sec-Butyllithium sameAs Sec-Butyllithium.
- Sec-Butyllithium sameAs Sec-ブチルリチウム.
- Sec-Butyllithium sameAs S-Butyllithium.
- Sec-Butyllithium sameAs m.0gscj9.
- Sec-Butyllithium sameAs Втор-Бутиллитий.
- Sec-Butyllithium sameAs Sec-Butillitijum.
- Sec-Butyllithium sameAs Sec-Butillitijum.
- Sec-Butyllithium sameAs Q220108.
- Sec-Butyllithium wasDerivedFrom Sec-Butyllithium?oldid=668369353.
- Sec-Butyllithium depiction Sec-butyllithium-monomer-2D-skeletal.png.
- Sec-Butyllithium isPrimaryTopicOf Sec-Butyllithium.
- Sec-Butyllithium name "sec-Butyllithium".