2-Butanol: Perbedaan antara revisi

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| ImageFile = Butan-2-olbutanol Line-Structure.svg
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| ImageName = Skeletal formula of 2-butanol
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|[[File:R-butan-2-ol 2D skeletal.pngsvg|160px]]||[[File:S-butan-2-ol 2D skeletal.pngsvg|160px]]
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|(''R'')-(−)-2-butanol||(''S'')-(+)-2-butanol
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==Manufacture and applications==
2-Butanol is manufactured industrially by the [[hydration reaction|hydration]] of [[1-butene]] or [[2-butene]]:
:[[Image:But-2-ene-hydration-2D-skeletal.png|300px]]
[[Sulfuric acid]] is used as a [[catalyst]] for this conversion.<ref name=Ull>{{Ullmann | first1 = Heinz-Dieter | last1 = Hahn | first2 = Georg | last2 = Dämbkes | first3 = Norbert | last3 = Rupprich | title = Butanols|year=2005}}.</ref>
 
==Pabrikasi dan pembuatan==
In the laboratory it can be prepared via [[Grignard reaction]] by reacting [[ethylmagnesium bromide]] with [[acetaldehyde]] in dried [[diethyl ether]] or [[tetrahydrofuran]].
2-Butanol dibuat secara industri dengan [[reaksi hidrasi|hidrasi]] [[1-butena]] atau [[2-butena]]:
:[[Image:But-2-ene-hydration-2D-skeletal.pngsvg|300px]]
[[SulfuricAsam acidsulfat]] isdigunakan used as asebagai [[catalystkatalis]] foruntuk thiskonversi conversionini.<ref name=Ull>{{Ullmann | first1 = Heinz-Dieter | last1 = Hahn | first2 = Georg | last2 = Dämbkes | first3 = Norbert | last3 = Rupprich | title = Butanols|year=2005}}.</ref>
 
Dalam skala laboratorium, ia dapat dibuat melalui [[reaksi Grignard]] dengan mereaksikan [[etilmagnesium bromida]] dengan [[asetildehida]] dalam [[dietil eter]] kering atau [[tetrahidrofuran|tetrahidrofuran (THF)]].
Although some 2-butanol is used as a solvent, it is mainly converted to [[butanone]] (methyl ethyl ketone, MEK), an important industrial solvent and found in many domestic cleaning agents and paint removers. Though most paint removers have ceased using MEK in their products due to health concerns and new laws. Volatile [[ester]]s of 2-butanol have pleasant aromas and are used in small amounts as perfumes or in artificial flavors.<ref name=Ull/>
 
Meskipun beberapa 2-butanol digunakan sebagai pelarut, ia utamanya diubah menjadi [[butanon]] (metil etil keton, MEK), suatu pelarut industri yang penting dan ditemukan dalam banyak pembersih rumah tangga dan penghilang cat. Meskipun penghilang cat sudah mulai menghindari pemakaian MEK karena masalah kesehatan dan legalitas baru. [[Ester]] volatil dari 2-butanol memiliki aroma yang harum dan dalam jumlah yang kecil digunakan sebagai parfum atau perisa buatan.<ref name=Ull/>
==Solubility==
The listed solubility of 2-butanol is often incorrect,<ref name = "Journal of Chemical Education"/> including some of the most well-known references such as the ''[[Merck Index]]'', the ''[[CRC Handbook of Chemistry and Physics]]'', and ''Lange's Handbook of Chemistry''. Even the [[International Programme on Chemical Safety]] lists the wrong solubility. This widespread error originated because of Beilstein's ''Handbuch der Organischen Chemie'' (''Handbook of Organic Chemistry''). This work cites a false solubility of 12.5&nbsp;g/100&nbsp;g water. Many other sources used this solubility, which has snowballed into a widespread error in the industrial world. The correct data (35.0&nbsp;g/100&nbsp;g at 20&nbsp;°C, 29&nbsp;g/100&nbsp;g at 25&nbsp;°C, and 22&nbsp;g/100&nbsp;g at 30&nbsp;°C) were first published in 1886 by Alexejew and then similar data was reported by other scientists including Dolgolenko and Dryer in 1907 and 1913, respectively.{{citation needed|date=May 2018}}
 
==PrecautionsKelarutan==
The listed solubility ofKelarutan 2-butanol isyang oftendicantumkan incorrectseringkali tidak tepat,<ref name = "Journal of Chemical Education"/> includingtermasuk somebeberapa of the most well-knownreferensi referencesyang suchsangat asterkenal theseperti ''[[Merck Index]]'', the ''[[CRC Handbook of Chemistry and Physics]]'', anddan ''Lange's Handbook of Chemistry''. Even theBahkan [[International Programme on Chemical Safety]] listsmencantumkan thejuga wrongkelarutan solubilityyang salah. Kesalahan Thisberjamaah widespreaddisebabkan error originated because ofoleh Beilstein's ''Handbuch der Organischen Chemie'' (''Handbook of Organic Chemistry''). Karya Thisini workmenyantumkan citeskelarutan ayang falsesalah solubility ofyaitu 12.,5&nbsp;g/100&nbsp;g waterair. ManyBanyak othersumber sourceslain usedmenggunakan thiskelarutan solubilityini, whichyang hastelah snowballedmenggelinding intobagaikan abola widespreadsalju errormenjadi inkesalahan themassal industrialdi worlddunia industri. Data Theyang correct databenar (35.,0&nbsp;g/100&nbsp;g atpada 20&nbsp;°C, 29&nbsp;g/100&nbsp;g atpada 25&nbsp;°C, anddan 22&nbsp;g/100&nbsp;g atpada 30&nbsp;°C) werepertama firstkali publisheddipublikasikan inpada tahun 1886 byoleh Alexejew anddan thendata similaryang dataserupa wasdilaporkan reportedoleh byilmuwan otherlain scientists includingtermasuk Dolgolenko anddan Dryer inberturut-turut pada tahun 1907 anddan 1913, respectively.<!--{{citation needed|date=May 2018}}-->
Like other butanols, 2-butanol has low acute toxicity. The {{LD50}} is 4400 mg/kg (rat, oral).<ref name=Ull/>
 
==Pencegahan==
Several explosions have been reported<ref>{{cite journal | author=Doyle, R. R. | title=2-Butanol safety warning
LikeSeperti otherbutanol butanolslainnya, 2-butanol hasmemiliki lowtoksisitas acuteaku toxicity.yang Therendah. {{LD50}}nya isadalah 4400 mg/kg (rattikus, oral).<ref name=Ull/>
| year = 1986 | volume = 63 | issue = 2 | pages = 186 | journal = Journal of Chemical Education | doi=10.1021/ed063p186.2| doi-access = free }}</ref><ref>{{cite journal |last1=Peterson |first1=Donald |title=Letters: Explosion of 2-butanol |journal=Chemical & Engineering News |date=11 May 1981 |volume=59 |issue=19 |pages=3 |doi=10.1021/cen-v059n019.p002|doi-access=free }}</ref><ref>{{cite journal |last1=Watkins |first1=Kenneth W. |title=Demonstration hazard |journal=Journal of Chemical Education |date=May 1984 |volume=61 |issue=5 |pages=476 |doi=10.1021/ed061p476.3|doi-access=free }}</ref> during the conventional [[distillation]] of 2-butanol, apparently due to the buildup of [[Peroxide#Organic_peroxides|peroxides]] with the boiling point higher than that of pure alcohol (and therefore concentrating in the still pot during distillation). As alcohols, unlike ethers, are not widely known to be capable of forming peroxide impurities, the danger is likely to be overlooked. 2-Butanol is in Class B Peroxide Forming Chemicals<ref>{{cite web |title=Classification List of Peroxide Forming Chemicals |url=https://ehs.ucsc.edu/lab-safety-manual/specialty-chemicals/peroxide-formers-list.html |website=ehs.ucsc.edu}}</ref>-->
 
SeveralBeberapa explosionskejadian haveledakan beentelah reporteddilaporkan<ref>{{cite journal | author=Doyle, R. R. | title=2-Butanol safety warning
| year = 1986 | volume = 63 | issue = 2 | pages = 186 | journal = Journal of Chemical Education | doi=10.1021/ed063p186.2| doi-access = free }}</ref><ref>{{cite journal |last1=Peterson |first1=Donald |title=Letters: Explosion of 2-butanol |journal=Chemical & Engineering News |date=11 May 1981 |volume=59 |issue=19 |pages=3 |doi=10.1021/cen-v059n019.p002|doi-access=free }}</ref><ref>{{cite journal |last1=Watkins |first1=Kenneth W. |title=Demonstration hazard |journal=Journal of Chemical Education |date=May 1984 |volume=61 |issue=5 |pages=476 |doi=10.1021/ed061p476.3|doi-access=free }}</ref> during the conventionalselama [[distillationdistilasi]] ofkonvensional 2-butanol, apparentlynampaknya dueakibat todari the buildup ofpenumpukan [[Peroxide#Organic_peroxides|peroxidesperoksida]] withdengan thetitik boilingdidih pointyang higherlebih thantinggi thatdari ofpada purealkohol alcoholmurni (andsehingga thereforeterkonsentrasi concentratingpot in the still potpenampung duringselama distillationdistilasi). AsOleh alcohols, unlikekarena ethersalkohol, aretidak notseperti widelyeter, knowntidak todiketahui bemampu capablemembentuk ofperoksida formingrenik, peroxidebahayanya impurities,menjadi theterabaikan. danger2-Butanol isadalah likelyBahan toKimia bePembentuk overlooked.Peroksida 2-ButanolKelas is inB (''Class B Peroxide Forming Chemicals'').<ref>{{cite web |title=Classification List of Peroxide Forming Chemicals |url=https://ehs.ucsc.edu/lab-safety-manual/specialty-chemicals/peroxide-formers-list.html |website=ehs.ucsc.edu}}</ref>-->
 
==Referensi==
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*{{HSG|id=004|number=4|name=2-Butanol|date=1987|isbn=92-4-154465-1}}
 
{{AlcoholsAlkohol}}
 
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[[Kategori:Alkanol]]
[[Kategori:Pelarut alkohol]]