Tetrabromo-o-xylene

Tetrabromo-o-xylene
Names
Preferred IUPAC name
1,2-Bis(dibromomethyl)benzene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.032.873 Edit this at Wikidata
EC Number
  • 236-176-2
UNII
  • InChI=1S/C8H6Br4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4,7-8H
    Key: LNAOKZKISWEZNY-UHFFFAOYSA-N
  • C1=CC=C(C(=C1)C(Br)Br)C(Br)Br
Properties
C8H6Br4
Molar mass 421.752 g·mol−1
Appearance off white solid
Melting point 115–116 °C (239–241 °F; 388–389 K)
Hazards
GHS labelling:
GHS05: CorrosiveGHS07: Exclamation markGHS09: Environmental hazard
Danger
H314, H335, H400
P260, P261, P264, P271, P273, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P363, P391, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

α,α,α',α'-Tetrabromo-o-xylene is an organobromine compound with the formula C6H4(CHBr2)2. Three isomers of α,α,α',α'-Tetrabromoxylene exist, but the ortho derivative is most widely studied. It is an off-white solid. The compound is prepared by the photochemical reaction of o-xylene with elemental bromine:[1]

C6H4(CH3)2 + 4 Br2 → C6H4(CHBr2)2 + 4 HBr

Reaction of α,α,α',α'-tetrabromo-o-xylene with sodium iodide affords α,α'-dibromo-o-xylylene, which can be trapped with dienophiles to give naphthylene. In the absence of trapping agents, the xylylene relaxes to α,α'-dibromobenzocyclobutane:[2]

C6H4(CHBr2)2 + 2 NaI → C6H4(=CHBr)2 + 2 NaBr + I2
C6H4(=CHBr)2 → C6H4(CHBr)2

Cycloadditions of these xylylenes provides a pathway to acenes.[3]

References

  1. ^ Bill, J. C.; Tarbell, D. S. (1954). "o-Phthalaldehyde". Organic Syntheses. 34: 82. doi:10.15227/orgsyn.034.0082.
  2. ^ Cava, M. P.; Deana, A. A.; Muth, K. (1959). "Condensed Cyclobutane Aromatic Compounds. VIII. The Mechanism of Formation of 1,2-Dibromobenzocyclobutene; A New Diels-Alder Synthesis". Journal of the American Chemical Society. 81 (24): 6458–6460. doi:10.1021/ja01533a032.
  3. ^ Paddon-Row, Michael N.; Patney, Harish K. (1986). "An Efficient Synthetic Strategy for Naphthalene Annellation of Norbornenylogous Systems". Synthesis. 1986 (4): 328–330. doi:10.1055/s-1986-31603. S2CID 94212857.

Read other articles:

Claudio Bravo

Claudio Bravo Bravo bermain untuk Chili pada 2013Informasi pribadiNama lengkap Claudio Andrés Bravo MuñozTanggal lahir 13 April 1983 (umur 40)Tempat lahir Viluco, ChiliTinggi 1,85 m (6 ft 1 in)[1][2][3]Posisi bermain Penjaga gawangInformasi klubKlub saat ini Real BetisNomor 1Karier junior Colo-ColoKarier senior*Tahun Tim Tampil (Gol)2002–2006 Colo-Colo 113 (0)2006–2014 Real Sociedad 229 (1)2014–2016 Barcelona 70 (0)2016–2020 Manchester City 25...

 

John Jewel

Uskup Jewel John Jewel (alias Jewell) (24 Mei 1522 – 23 September 1571) asal Devon, Inggris adalah Uskup Salisbury dari 1559 sampai 1571. Ia adalah putra bungsu dari pasangan John Jewel asal Bowden, paroki Berry Narbor, Devon, dan istrinya Alice Bellamye, putri dari Richard Bellamye.[1] Referensi ^ Vivian, Lt.Col. J.L., (Ed.) The Visitations of the County of Devon: Comprising the Heralds' Visitations of 1531, 1564 & 1620, Exeter, 1895, p.505, pedigree of Jewell ...

 

KSEN

Radio station in Shelby, MontanaKSENShelby, MontanaFrequency1150 kHzBrandingKSEN AM 1150ProgrammingFormatOldiesOwnershipOwnerTownsquare Media(Townsquare License, LLC)Sister stationsKZIN-FMHistoryFirst air dateAugust 11, 1947 (1947-08-11)Former call signsKIYI (1947–1959)Technical informationFacility ID67655ClassBPower10,000 watts day5,000 watts nightTransmitter coordinates48°28′52″N 111°53′02″W / 48.48111°N 111.88389°W / 48.48111; -111.8838...

العلاقات السيراليونية الفرنسية

العلاقات السيراليونية الفرنسية سيراليون فرنسا   سيراليون   فرنسا تعديل مصدري - تعديل   العلاقات السيراليونية الفرنسية هي العلاقات الثنائية التي تجمع بين سيراليون وفرنسا.[1][2][3][4][5] مقارنة بين البلدين هذه مقارنة عامة ومرجعية للدولتين: وجه ا...

 

Téphigramme

Téphigramme vierge avec les courbes adiabiatiques sèches, les adiabatiques humides et les courbes iso-rw (rapport de mélange à saturation) Le téphigramme, l’un des quatre diagrammes thermodynamiques utilisés pour analyser la structure thermique de l’atmosphère, est caractérisé par ses axes, soit T pour la température et ϕ {\displaystyle \phi } pour l’entropie, dans un repère semi-logarithmique, qui lui donnent son nom. Ce diagramme est utilisé pour pointer la tempéra...

 

Castle Shikigami 2

2003 video gameCastle Shikigami 2North American PS2 cover artDeveloper(s)Alfa SystemCosmo Machia (Steam, Switch)Publisher(s)Taito (Arcade)Kids Station (GC, Xbox) XS Games (PS2)Alfa System (DC)MediaQuest (Win)Degica Games (Steam, Switch)Platform(s)ArcadeDreamcastGameCubePlayStation 2XboxWindowsNintendo SwitchReleaseArcadeJP: 2003 GameCubeJP: October 24, 2003[1] PlayStation 2JP: January 29, 2004[3]NA: November 17, 2004[2]PAL: October 7, 2005[4] DreamcastJP: March...

Paterson Museum

Museum in Passaic County, New Jersey Paterson MuseumAn aerial-view drawing of the Rogers Locomotive Works plant in 1906Established1925Location2 Market StreetPaterson, NJ 07501Coordinates40°54′49″N 74°10′44″W / 40.91354°N 74.17895°W / 40.91354; -74.17895TypeIndustry museumPublic transit accessPaterson station (rail)NJ Transit 365, 366, 704, 712 (bus) Fenian Ram submarine Paterson Museum is a museum in Paterson, in Passaic County, New Jersey, in the United S...

 

فرانك مكارثي (سياسي)

فرانك مكارثي معلومات شخصية الميلاد 8 يونيو 1912   ريتشموند  الوفاة 1 ديسمبر 1986 (74 سنة)   وودلاند هيلز  سبب الوفاة سرطان  مواطنة الولايات المتحدة  الحياة العملية المدرسة الأم الكلية العسكرية في فرجينيا  [لغات أخرى]‏  المهنة منتج أفلام،  وسياسي،  وم�...

 

1869 Wisconsin gubernatorial election

1869 Wisconsin gubernatorial election ← 1867 November 2, 1869 1871 →   Nominee Lucius Fairchild Charles D. Robinson Party Republican Democratic Popular vote 69,502 61,239 Percentage 53.14% 46.83% County resultsFairchild :      50–60%      60–70%      70–80%      80–90%      >90%Robinson :     ...

2004 Qamishli riots

Kurdish uprising in Syria 2004 Qamishli riotsDate12 March 2004[1]LocationQamishli, al-Hasakah Governorate, SyriaCaused byClashes between rival football fansResulted inMassacre by the Syrian Army Thousands of Kurds flee to Iraqi Kurdistan Parties Syrian Government Syrian Army Syrian Police Supported by:Arab tribes[2] Kurdish protesters Democratic Union Party (PYD)[3] Lead figures Bashar al-Assad Mashouq al-Khaznawi CasualtiesDeath(s)30+Injuries100+Arrested2,000+ The 200...

 

Jake Woodford

American baseball player (born 1996) Baseball player Jake WoodfordWoodford with the Memphis Redbirds in 2023Chicago White Sox PitcherBorn: (1996-10-28) October 28, 1996 (age 27)St. Petersburg, Florida, U.S.Bats: RightThrows: RightMLB debutAugust 15, 2020, for the St. Louis CardinalsMLB statistics (through 2023 season)Win–loss record10–7Earned run average4.29Strikeouts119 Teams St. Louis Cardinals (2020–2023) Jacob Robert Woodford (born October 28, 1996) is an America...

 

Baliaggio di Bellinzona

Baliaggio di Bellinzona Informazioni generaliCapoluogoBellinzona Dipendente da Cantoni fondatori Suddiviso incomuni AmministrazioneForma amministrativaBaliaggio Balivolista sconosciuta Organi deliberativiConsiglio Evoluzione storicaInizio1501 CausaGuerra d'Italia di Luigi XII Fine1798 CausaGuerre napoleoniche Preceduto da Succeduto da Pieve di Bellinzona Distretto di Bellinzona Il Baliaggio di Bellinzona fu una dipendenza dei vecchi cantoni della Svizzera durante l'Antico Regime. Storia Per t...

Anwesh Sahoo

Indian artist, blogger This article has multiple issues. Please help improve it or discuss these issues on the talk page. (Learn how and when to remove these template messages) This biography of a living person needs additional citations for verification. Please help by adding reliable sources. Contentious material about living persons that is unsourced or poorly sourced must be removed immediately from the article and its talk page, especially if potentially libelous.Find sources: Anwes...

 

Whifflet railway station

Railway station in North Lanarkshire, Scotland WhiffletGeneral informationLocationCoatbridge, North LanarkshireScotlandCoordinates55°51′14″N 4°01′08″W / 55.8539°N 4.0188°W / 55.8539; -4.0188Managed byScotRailTransit authoritySPTPlatforms2Other informationStation codeWFFKey dates21 December 1992Opened by British RailPassengers2018/19 0.258 million Interchange  8,1282019/20 0.264 million Interchange  6,4742020/21 31,516 Interchange...

 

8 (New York City Subway service)

Former New York City Subway service For the former Brooklyn–Manhattan Transit Corporation 8 service, see BMT Astoria Line. This article includes a list of general references, but it lacks sufficient corresponding inline citations. Please help to improve this article by introducing more precise citations. (October 2015) (Learn how and when to remove this message) 8 was a designation given to two New York City Subway services. It was first used by the Brooklyn–Manhattan Transit Corporation ...

Marlon Stöckinger

Filipino racing driver Marlon StöckingerStöckinger in 2013Nationality FilipinoBornMarlon Alexander Stöckinger (1991-04-04) April 4, 1991 (age 33)Manila, PhilippinesGP2 Series careerDebut season2015Current teamStatus Grand PrixCar number22Starts21Wins0Poles0Fastest laps0Best finish26th in 2015Previous series2013–20152011–20122009–201020092008Formula Renault 3.5 SeriesGP3 SeriesFormula Renault 2.0 UKFormula Renault UK Winter SeriesFormula BMW Europe Marlon Alexander Stöckinger (b...

 

Mario Party

Artikel ini tidak memiliki referensi atau sumber tepercaya sehingga isinya tidak bisa dipastikan. Tolong bantu perbaiki artikel ini dengan menambahkan referensi yang layak. Tulisan tanpa sumber dapat dipertanyakan dan dihapus sewaktu-waktu.Cari sumber: Mario Party – berita · surat kabar · buku · cendekiawan · JSTOR Mario PartyPengembangHudson Soft (1998–2007)Capcom (Arcade)NDcube (2012–sekarang)PenerbitNintendoPembuatKenji KikuchiPelantarNintendo 6...

 

莎拉·阿什頓-西里洛

莎拉·阿什頓-西里洛2023年8月，阿什頓-西里洛穿著軍服出生 (1977-07-09) 1977年7月9日（46歲） 美國佛羅里達州国籍 美國别名莎拉·阿什頓（Sarah Ashton）莎拉·西里洛（Sarah Cirillo）金髮女郎（Blonde）职业記者、活動家、政治活動家和候選人、軍醫活跃时期2020年—雇主內華達州共和黨候選人（2020年）《Political.tips》（2020年—）《LGBTQ國度》（2022年3月—2022年10月）烏克蘭媒�...

Sant'Anna dei Palafrenieri

Parish church of Vatican City Church of Saint Anne in the VaticanSant'Anna de' ParafrenieriReligionAffiliationCatholic ChurchEcclesiastical or organizational statusParish churchLeadershipP. Bruno Silvestrini[1]Year consecrated1583LocationLocationVatican CityLocation on a map of Vatican CityGeographic coordinates41°54′15″N 012°27′27″E / 41.90417°N 12.45750°E / 41.90417; 12.45750ArchitectureArchitect(s)Borromini, Giacomo Barozzi da Vignola[2]T...

 

Roman conquest of the Iberian Peninsula

This article has multiple issues. Please help improve it or discuss these issues on the talk page. (Learn how and when to remove these template messages) This article may be too long to read and navigate comfortably. When this tag was added, its readable prose size was 26,000 words. Consider splitting content into sub-articles, condensing it, or adding subheadings. Please discuss this issue on the article's talk page. (January 2019) This article may need to be rewritten to comply with Wikipe...