| 词条 | Beta-Nitrostyrene |
| 释义 |
| Name = β-Nitrostyrene | verifiedrevid = 401764526 | ImageFile = Beta-nitrostyrene.svg | ImageSize = 200 | ImageAlt1 = Beta-Nitrostyrene molecule | IUPACName = 2-Nitrovinylbenzene | OtherNames = β-Nitro-styrene, 2-Nitrovinylbenzene, 1-Nitro-2-phenylethylene, 2-Nitroethenylbenzene, ω-Nitrostyrene, γ-Nitrostyrene, trans-β-nitrostyrene, MFCD00007402 | Section1 = {{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 4447524 | InChIKey = AFUKNJHPZAVHGQ-UHFFFAOYAN | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C9H10O3/c1-11-8-3-4-9(12-2)7(5-8)6-10/h3-6H,1-2H3 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = PIAOLBVUVDXHHL-VOTSOKGWSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 102-96-5 | EINECS = 203-066-0 | PubChem = 5284459 | SMILES = C1=CC=C(C=C1)/C=C/[N+](=O)[O-] | InChI = InChI=1S/C8H7NO2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H/b7-6+ }} | Section2 = {{Chembox Properties | Formula = | C=8 | H=7 | N=1 | O=2 | Appearance = Yellow crystalline solid | MeltingPtC = 58 | BoilingPtC = 255 | Section3 = {{Chembox Hazards | ExternalSDS = MSDS at Sigma Aldrich }}β-Nitrostyrene is an aromatic compound and a nitroalkene used in the synthesis of indigo dye[1] and the slimicide bromo-nitrostyrene.[2] Applicationsβ-Nitrostyrene is a chemical precursor for slimicides and dyes. Specifically bromo-nitrostyrene is obtained upon treatment with bromine followed by partial dehydrohalogenation[2] while 2-nitrobenzaldehyde is obtained by treatment with ozone respectively.[1] Many of the syntheses of psychedelic substituted phenethylamines and substituted amphetamines described by Alexander Shulgin in his book PiHKAL use substituted nitrostyrenes as precursors. They are the final precursor, reduced with lithium aluminium hydride to the final product (an amine).[3] Chemical synthesisThe chemical is produced by either the Henry reaction of benzaldehyde and nitromethane[4][5] or by direct nitration of styrene using nitric oxide.[6] References1. ^1 {{cite book|author1=Wright, Elaine |author2=Brühne, Friedrich |lastauthoramp=yes |title=Benzaldehyde|journal=Ullmann's Encyclopedia of Industrial Chemistry|year=2000|page=8|doi=10.1002/14356007.a03_463|isbn=978-3527306732 }} {{DEFAULTSORT:Nitrostyrene, beta-}}2. ^1 {{cite book|last=Markofsky|first=Sheldon B.|title=Nitro Compounds, Aliphatic|journal=Ullmann's Encyclopedia of Industrial Chemistry|year=2000|page=6|doi=10.1002/14356007.a17_401|isbn=978-3527306732}} 3. ^{{cite book | last = Shulgin | first = Alexander | title = Pihkal : a chemical love story | publisher = Transform Press | location = Berkeley, CA | year = 1991 | isbn = 978-0-9630096-0-9 }} 4. ^{{cite book|author1=Furniss, Brian |author2=Hannaford, Antony |author3=Smith, Peter |author4=Tatchell, Austin |last-author-amp=yes |title=Vogel's Textbook of Practical Organic Chemistry 5th Ed.|year=1996|publisher=Longman Science & Technical|location=London|isbn=9780582462366|page=1035|url=https://archive.org/details/TextbookOfPracticalOrganicChemistry5thEd}} 5. ^{{cite journal|last=Worrall|first=David E.|title=Nitrostyrene|journal=Org. Synth.|year=1929|volume=9|pages=66|url=http://www.orgsyn.org/Content/pdfs/procedures/cv1p0413.pdf|accessdate=13 January 2014|doi=10.15227/orgsyn.009.0066}} 6. ^{{cite journal|author1=Mukaiyama, T. |author2=Hata E. |author3=Yamada, T. |last-author-amp=yes |title=Convenient and Simple Preparation of Nitroolefins Nitration of Olefins with Nitric Oxide|journal=Chemistry Letters|year=1995|volume=24|issue=7|pages=505–506|doi=10.1246/cl.1995.505|url=https://www.jstage.jst.go.jp/article/cl/24/7/24_7_505/_article|accessdate=5 January 2014}} 4 : Alkene derivatives|Nitro compounds|Phenyl compounds|Fungicides |
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