Share to: share facebook share twitter share wa share telegram print page

Graham reaction

In organic chemistry, the Graham reaction is an oxidation reaction that converts an amidine into a diazirine using a hypohalite reagent. The halide of the hypohalite oxidant, or another similar anionic additive to the reaction, is retained as a substituent on the diazirine product. The reaction was first reported in 1965.[1] Various reaction mechanisms have been proposed.[2][3]

Amidine substrates for the reaction can easily be formed from the corresponding nitriles via the Pinner reaction. The halide substituent in the diazirine product can be displaced by a various nucleophiles.[4]

References

  1. ^ Graham, W. H. (1965-10-01). "The Halogenation of Amidines. I. Synthesis of 3-Halo- and Other Negatively Substituted Diazirines". Journal of the American Chemical Society. 87 (19): 4396–4397. doi:10.1021/ja00947a040. ISSN 0002-7863.
  2. ^ Rzepa, Henry (February 18, 2019). "The Graham reaction: Deciding upon a reasonable mechanism and curly arrow representation".
  3. ^ Moss, Robert A.; Wlostowska, Joanna; Guo, Wenjeng; Fedorynski, Michal; Springer, James P.; Hirshfield, Jordan M. (1981). "Mechanism of Graham's reaction". J. Org. Chem. 46 (24): 5048–5050. doi:10.1021/jo00337a061.
  4. ^ Moss, Robert A. (2006-02-09). "Diazirines: Carbene Precursors Par Excellence". Accounts of Chemical Research. 39 (4): 267–272. doi:10.1021/ar050155h. ISSN 0001-4842. PMID 16618094.
Stub icon

This organic chemistry article is a stub. You can help Wikipedia by expanding it.

Read other articles:

笑い飯

テレビ番組・中継内での各種情報（終了した番組・中継を含みます）は、DVDやBlu-rayなどでの販売や公式なネット配信、または信頼できる紙媒体またはウェブ媒体が紹介するまで、出典として用いないで下さい。検証可能性に基づき除去される場合があります。 この記事には、百科事典には本来必要のないファンサイト的な内容の記述が含まれています。特定の人物およ...

 

Festival de la isla de Wight de 1970

Festival de la isla de Wight de 1970 Isle of Wight Festival 1970 LocalizaciónPaís Reino Unido Reino UnidoCoordenadas 50°40′34″N 1°29′20″O / 50.676, -1.489Datos generalesEstado Suspendido hasta 2002Tipo MusicalSede Isla de WightAsistencia + 800.000 asistentesHistóricoFecha de inicio 26 de agosto de 1970 - 31 de agosto de 1970Fecha de fin 31 de agosto de 1970Duración 4 díasFrecuencia Anual (hasta 1970)[editar datos en Wikidata] El Festival de la isl...

 

Colonia California, Coahuila

Den här artikeln har skapats av Lsjbot, ett program (en robot) för automatisk redigering. (2016-11)Artikeln kan innehålla fakta- eller språkfel, eller ett märkligt urval av fakta, källor eller bilder. Mallen kan avlägsnas efter en kontroll av innehållet (vidare information) För andra betydelser, se Colonia California. Colonia California Ort Land  Mexiko Delstat Coahuila Kommun Nadadores Höjdläge 507 m ö.h. Koordinater 27°02′46″N 101°33′11″V / þ...

Koo Kien Keat

Malaysian badminton player In this Chinese name, the family name is Koo (古). Badminton playerKoo Kien Keat古健杰Koo Kien KeatPersonal informationCountryMalaysiaBorn (1985-09-18) 18 September 1985 (age 38)Ipoh, Perak, MalaysiaHeight1.79 m (5 ft 10 in)[1]Weight75 kg (165 lb; 11.8 st)[1]Years active2003–2016RetiredNovember 2016HandednessRight[1]Men's doublesHighest ranking1 (11 October 2007) Medal record Men's badminton Repre...

 

Asia-Pacific Partnership on Clean Development and Climate

Asia Pacific Partnership redirects here. For the US-led humanitarian deployment, see Pacific Partnership. This article uses bare URLs, which are uninformative and vulnerable to link rot. Please consider converting them to full citations to ensure the article remains verifiable and maintains a consistent citation style. Several templates and tools are available to assist in formatting, such as reFill (documentation) and Citation bot (documentation). (September 2022) (Learn how and when to remo...

 

Едвард Еван Еванс-Прітчард

Едвард Еван Еванс-Прітчардангл. Edward Evan Evans-Pritchard Народився 21 вересня 1902(1902-09-21)[1][2][…]Сассекс, Південно-Східна Англія, Англія, Сполучене Королівство[4] або Кроуборо, Сполучене КоролівствоПомер 11 вересня 1973(1973-09-11)[1][2][…] (70 років)Оксфорд, Велика Британі

Cité des Sciences et de l'Industrie

Cité des Sciences et de l'Industrie Cité des Sciences et de l'Industrie adalah museum sains terbesar di Eropa. Terletak di Parc de la Villette di Paris, Prancis, ini adalah salah satu dari tiga lusin Pusat Kebudayaan Prancis untuk Sains, Teknologi, dan Industri, yang mempromosikan sains dan budaya sains.[1] Sekitar lima juta orang mengunjungi Cité setiap tahun. Atraksi termasuk planetarium, kapal selam (Argonaute), teater IMAX (La Géode) dan area khusus untuk anak-anak dan remaja....

 

Revolución francesa de 1848

Revolución francesa de 1848 Parte de Revolución de 1848 Alphonse de Lamartine defiende el uso de la bandera tricolor delante del ayuntamiento de París, el 26 de febrero de 1848.Contexto del acontecimientoTambién conocido como Revolución de febreroFecha 22 de febrero de 1848 - 2 de diciembre de 1848Sitio París, Reino de FranciaGobierno previoGobernante Luis Felipe I de FranciaForma de gobierno Monarquía constitucionalGobierno resultanteGobernante Jacques-Charles Dupont de l'EureForma de...

 

Unit Citation for Gallantry

AwardUnit Citation for Gallantry insignia worn if a member of the unit when earned (left)and if joined after (right)TypeUnit CitationAwarded forExtraordinary gallantry in actionPresented byAustraliaEligibilityAustralian military unitsStatusCurrently awardedEstablished15 January 1991First awarded27 November 2004Last awarded1 June 2018Total6Total awarded posthumously1Award streamer RelatedCommendation for Gallantry The Unit Citation for Gallantry is a collective group decoration awarded to memb...

All in One Voice

1998 studio album by Bonnie TylerAll in One VoiceStudio album by Bonnie TylerReleased1998GenrePop rock[1]Length53:03LabelEastWest RecordsProducer Mike Batt Harold Faltermeyer Jimmy Smyth Bonnie Tyler chronology Free Spirit(1995) All in One Voice(1998) Heart Strings(2003) Singles from All in One Voice He's the KingReleased: December 1997 HeavenReleased: 1998 Professional ratingsReview scoresSourceRatingAllmusic[1] All in One Voice is the twelfth studio album by Welsh si...

 

Allied Maritime Command

The central command for all NATO maritime forces Maritime Command redirects here. For the navy of Canada, see Royal Canadian Navy. Allied Maritime CommandFounded1 December 2012TypeTactical level commandRoleCommand and control of maritime forcesPart ofAllied Command OperationsHeadquartersNorthwood Headquarters, Hertfordshire, United KingdomWebsitemc.nato.intCommandersCommanderVice Admiral Mike Utley (Royal Navy)Deputy CommanderVice Admiral Didier Piaton (French Navy)Chief of StaffRear Adm...

 

Crofelemer

Pharmaceutical drug CrofelemerClinical dataTrade namesMytesiOther namesSP-303AHFS/Drugs.comMonographMedlinePlusa613016License data US DailyMed: Crofelemer US FDA: Crofelemer Routes ofadministrationBy mouth (oral tablets)ATC codeA07XA06 (WHO) Legal statusLegal status AU: S4 (Prescription only) US: ℞-only Pharmacokinetic dataBioavailabilityLittle or no absorption from the gutIdentifiersCAS Number148465-45-6PubChem SID17397714DrugBankDB04941ChemSpid...

Mephistopheles and Margaretta

19th-century double sculpture Mephistopheles and MargarettaMephistopheles and Margaretta, with the reverse visible in a mirrorCompletion datec. 1876[1]MediumSycamore woodSubjectCharacters from Goethe's FaustDimensions177.2 cm (69.8 in)LocationSalar Jung Museum, Hyderabad, India Mephistopheles and Margaretta is a 19th-century wooden double sculpture of two characters from Johann Wolfgang von Goethe's 1808 play Faust. The obverse depicts the demon Mephistopheles, and the r...

 

Lê Thụ, Kê Tây

Lê Thụ (梨树区) (chữ Hán giản thể: 梨树区, âm Hán Việt: Lê Thụ khu) là một quận thuộc địa cấp thị Kê Tây, tỉnh Hắc Long Giang, Cộng hòa Nhân dân Trung Hoa. Quận Lê Thụ có diện tích 396 km², dân số 90.000 người. Mã số bưu chính của quận Lê Thụ là 158160. Quận Lê Thụ được chia thành 5 nhai đạo. Nhai đạo biện sự xứ: Thạch Lân, Thiêm Trường, Bình Cương, Mục Lăng, Nhai Lý. xtsHắc...

 

Фурсенко Сергій Михайлович

У Вікіпедії є статті про інших людей із таким прізвищем: Фурсенко.Сергій Михайлович Фурсенко Народження 15 вересня 1937(1937-09-15)місто КиївСмерть 29 січня 2018(2018-01-29) (80 років)Національність українецьКраїна  СРСР→ УкраїнаНавчання Київський інженерно-будівельний інститутД...

Home Information Pack

Set of documents about a United Kingdom residential property for sale Under Part 5 of the Housing Act 2004 a Home Information Pack (HIP, on lowercase letters: hip), sometimes called a Seller's Pack, was to be provided before a property in England and Wales could be put on the open market for sale with vacant possession. There is separate legislation for Scotland that requires anyone selling a property to provide a Home Report.[1] The pack was a set of documents about the property: an ...

 

Denny's

Restaurant chain established in the United States This article is about the restaurant chain. For other uses, see Dennys (disambiguation). This article's lead section may be too short to adequately summarize the key points. Please consider expanding the lead to provide an accessible overview of all important aspects of the article. (July 2023) Denny's CorporationLogo since April 2, 2019Corporate headquarters in downtown Spartanburg, South Carolina, in July 2012Trade nameDenny'sFormerlyDanny's...

 

Road to Life (1955 film)

1955 film Road to Life(Педагогическая поэма)Directed byAleksei MaslyukovMechislava MayevskayaWritten byAleksandr MakarenkoIosif ManevichAleksei MaslyukovProduced byA. Bocharov V. BuzhilevichStarringVladimir YemelyanovGeorgi YumatovCinematographyIvan ShekkerEdited byI. KarpenkoMusic byAnatoly SvechnikovRelease date 1955 (1955) Running time111 minutesCountrySoviet UnionLanguageRussian Road to Life (Russian: Педагогическая поэма, translit. Pedagogi...

Vasily Zhukovsky

Vasily ZhukovskyPortrait by Karl Bryullov, 1837–38KelahiranVasily Andreyevich Zhukovsky9 Februari 1783desa MishenskoeKematian24 April 1852(1852-04-24) (umur 69)Baden-BadenPasanganElizabeth von ReuternAnakAlexandra ZhukovskayaPekerjaanPenyair Vasily Andreyevich Zhukovsky (bahasa Rusia: Василий Андреевич Жуковский, translit. Vasiliy Andreyevich Zhukovskiy; 9 Februari 1783 – 24 April 1852) adalah seorang penyair Rusia terkemuka tahun 1810-...

 

Climate change in Finland

Emissions, impacts and responses of Finland related to clime change Annual mean precipitation (%) in Finland in 2000–2085 compared to the average values in 1971–2000, under different Representative Concentration Pathways scenarios. Climate change has far reaching impacts on the natural environment and people of Finland. Finland was among the top five greenhouse gas emitters in 2001, on a per capita basis.[1] Emissions increased to 58.8 million tonnes in 2016.[2] Finland ne...

 
Kembali kehalaman sebelumnya