Home Bromides 6999-03-7
6999-03-7,MFCD00094165
Catalog No.:AA003E1W

6999-03-7 | 1-Bromo-4-(trimethylsilyl)benzene

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Purity
Availability
Price(USD)
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1g
97%
in stock  
$7.00   $5.00
- +
5g
97%
in stock  
$15.00   $11.00
- +
25g
97%
in stock  
$56.00   $39.00
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100g
97%
in stock  
$220.00   $154.00
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003E1W
Chemical Name:
1-Bromo-4-(trimethylsilyl)benzene
CAS Number:
6999-03-7
Molecular Formula:
C9H13BrSi
Molecular Weight:
229.1890
MDL Number:
MFCD00094165
SMILES:
Brc1ccc(cc1)[Si](C)(C)C
Properties
Properties
 
BP:
230.7°C at 760 mmHg  
Form:
Liquid  
Refractive Index:
n20/D 1.529(lit.)  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
120  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Rotatable Bond Count:
1  

Upstream Synthesis Route

[1]JournalofOrganicChemistry,2002,vol.67,#15,p.5327-5332

[1]NipponKagakuZasshi,1958,vol.79,p.1307

[2]Chem.Abstr.,1960,p.5525

[3]NipponKagakuZasshi,1958,vol.79,p.1307

[4]Chem.Abstr.,1960,p.5525

[1]Science(Washington,DC,UnitedStates),2012,vol.337,#6102,p.1644-1648,5

[1]JournaloftheAmericanChemicalSociety,2003,vol.125,#20,p.6058-6059

[2]BulletinoftheChemicalSocietyofJapan,2004,vol.77,#11,p.2071-2080

[3]AngewandteChemie-InternationalEdition,2018,vol.57,#36,p.11688-11691

[4]Angew.Chem.,2018,vol.130,#36,p.11862-11865,4

[5]EuropeanJournalofOrganicChemistry,1999,#9,p.2079-2085

[6]Patent:WO2016/29439,2016,A1,.Locationinpatent:Page/Pagecolumn11

[7]Patent:WO2007/105917,2007,A1,.Locationinpatent:Page/Pagecolumn18

[8]Patent:WO2007/108666,2007,A1,.Locationinpatent:Page/Pagecolumn34

[9]Patent:WO2007/123339,2007,A1,.Locationinpatent:Page/Pagecolumn20

[10]JournalofHeterocyclicChemistry,2003,vol.40,#5,p.845-850

[11]Patent:KR101791161,2017,B1,.Locationinpatent:Paragraph0372-0378

[12]Tetrahedron,2003,vol.59,#20,p.3593-3601

[13]JournaloftheAmericanChemicalSociety,2017,vol.139,#36,p.12386-12389

[14]Chemistry-AEuropeanJournal,2015,vol.21,#50,p.18128-18137

[15]MolecularCrystalsandLiquidCrystals,2009,vol.513,p.163-178

[16]DokladyChemistry,1966,vol.168,p.541-542

[17]DokladyAkademiiNaukSSSR,1966,vol.168,#3,p.613-614

[18]JournalofOrganicChemistry,1990,vol.55,#4,p.1311-1321

[19]JournalofOrganicChemistry,1981,vol.46,#7,p.1243-1247

[20]JournaloftheChemicalSociety,PerkinTransactions2:PhysicalOrganicChemistry(1972-1999),1988,p.697-700

[21]JournalofLabelledCompoundsandRadiopharmaceuticals,1994,vol.34,#3,p.213-220

[22]JournalofOrganometallicChemistry,1987,vol.319,p.29-40

[23]JournaloftheAmericanChemicalSociety,1994,vol.116,#26,p.11723-11736

[24]SyntheticCommunications,1995,vol.25,#17,p.2599-2612

[25]JournalofOrganicChemistry,1996,vol.61,#20,p.6906-6921

[26]Macromolecules,2005,vol.38,#20,p.8327-8332

[27]JournaloftheAmericanChemicalSociety,2006,vol.128,#46,p.14845-14853

[28]JournalofOrganometallicChemistry,2010,vol.695,#21,p.2329-2337

[29]JournalofOrganometallicChemistry,2013,vol.735,p.58-64

[30]EuropeanJournalofInorganicChemistry,2013,#13,p.2368-2381

[31]JournalofPorphyrinsandPhthalocyanines,2014,vol.18,#3,p.209-220

[32]JournalofOrganometallicChemistry,2014,vol.772,p.79-83

[1]JournalofOrganicChemistry,2000,vol.65,#13,p.3885-3893

[2]JournalofOrganicChemistry,1986,vol.51,#21,p.3996-4000

[3]JournalofOrganometallicChemistry,1985,vol.284,p.C33-C35

[4]AppliedOrganometallicChemistry,2016,vol.30,#11,p.905-910

Downstream Synthesis Route

[1]NipponKagakuZasshi,1958,vol.79,p.1307    Chem.Abstr.,1960,p.5525

[2]NipponKagakuZasshi,1958,vol.79,p.1307    Chem.Abstr.,1960,p.5525

[1]ZhurnalObshcheiKhimii,1959,vol.29,p.2042,2044;engl.Ausg.S.2011

[1]Itami,Kenichiro;Terakawa,Koji;Yoshida,Jun-ichi;Kajimoto,Okitsugu[JournaloftheAmericanChemicalSociety,2003,vol.125,#20,p.6058-6059]Itami,Kenichiro;Terakawa,Koji;Yoshida,Jun-Ichi;Kajimoto,Okitsugu[BulletinoftheChemicalSocietyofJapan,2004,vol.77,#11,p.2071-2080]

[2]Schmidt,HaukeC.;Guo,Xingwei;Richard,PascalU.;Neuburger,Markus;Palivan,CorneliaG.;Wenger,OliverS.[AngewandteChemie-InternationalEdition,2018,vol.57,#36,p.11688-11691][Angew.Chem.,2018,vol.130,#36,p.11862-11865,4]

[3]Barth,EvaR.;Längle,Daniel;Wesseler,Fabian;Golz,Christopher;Krupp,Anna;Schade,Dennis;Strohmann,Carsten[EuropeanJournalofInorganicChemistry,2020,vol.2020,#2,p.176-181]

[4]Rehm,J.D.Daniel;Ziemer,Burghard;Szeimies,Guenter[EuropeanJournalofOrganicChemistry,1999,#9,p.2079-2085]

[5]CurrentPatentAssignee:HENKELAG&CO.KGAA-WO2016/29439,2016,A1Locationinpatent:Page/Pagecolumn11

[6]CurrentPatentAssignee:IMPACTCOATINGSAB;ABBLTD-WO2007/105917,2007,A1Locationinpatent:Page/Pagecolumn18

[7]CurrentPatentAssignee:LGCHEMCO.,LTD.-WO2007/108666,2007,A1Locationinpatent:Page/Pagecolumn34

[8]CurrentPatentAssignee:LGCHEMCO.,LTD.-WO2007/123339,2007,A1Locationinpatent:Page/Pagecolumn20

[9]Shu,Hotta;Katagiri,Toshifumi[JournalofHeterocyclicChemistry,2003,vol.40,#5,p.845-850]

[10]CurrentPatentAssignee:HODOGAYACHEMICALCOLTD-KR101791161,2017,B1Locationinpatent:Paragraph0372-0378

[11]Ye,Bao-Hui;Naruta,Yosinori[Tetrahedron,2003,vol.59,#20,p.3593-3601]

[12]Harper,MatthewJ.;Emmett,EdwardJ.;Bower,JohnF.;Russell,ChristopherA.[JournaloftheAmericanChemicalSociety,2017,vol.139,#36,p.12386-12389]

[13]CurrentPatentAssignee:EASTCHINAUNIVERSITYOFSCIENCEANDTECHNOLOGY-CN110551148,2019,ALocationinpatent:Paragraph0192-0195

[14]Sakai,Atsushi;Ohta,Eisuke;Yoshimoto,Yuichi;Tanaka,Mirai;Matsui,Yasunori;Mizuno,Kazuhiko;Ikeda,Hiroshi[Chemistry-AEuropeanJournal,2015,vol.21,#50,p.18128-18137]

[15]Beadle,Ryan;Cheng,Jiagao;Earley,FergusG.;Li,Zhong;Maienfisch,Peter;Zhou,Cong[Bioorganicandmedicinalchemistry,2020,vol.28,#11]

[16]Locationinpatent:experimentalpartHan,YoonSoo;Jeong,Seonju;Ryu,SangChul;Park,EunJung;Lyu,EonJoo;Kwak,Giseop;Park,LeeSoon[MolecularCrystalsandLiquidCrystals,2009,vol.513,p.163-178]

[17]Timofeyuk,G.V.etal.[DokladyChemistry,1966,vol.168,p.541-542][DokladyAkademiiNaukSSSR,1966,vol.168,#3,p.613-614]

[18]Klusener;Hanekamp;Brandsma;VonRagueSchleyer[JournalofOrganicChemistry,1990,vol.55,#4,p.1311-1321]

[19]Bank,Shelton;Ehrlich,CliffordL.;Mazur,Mark;Zubieta,JonA.[JournalofOrganicChemistry,1981,vol.46,#7,p.1243-1247]

[20]Suzuki,Tsuyoshi;Takase,Kahei;Takahashi,Kazuko;Laws,AndrewP.;Taylor,Roger[JournaloftheChemicalSociety.PerkintransactionsII,1988,p.697-700]

[21]Ekhato;Huang[Journaloflabelledcompoundsandradiopharmaceuticals,1994,vol.34,#3,p.213-220]

[22]Moerlein,S.M.[JournalofOrganometallicChemistry,1987,vol.319,p.29-40]

[23]Lamba,JaydeepJ.S.;Tour,JamesM.[JournaloftheAmericanChemicalSociety,1994,vol.116,#26,p.11723-11736]

[24]AmedioJr.;Lee;Prasad;Repic[SyntheticCommunications,1995,vol.25,#17,p.2599-2612]

[25]Wu,Ruilian;Schumm,JeffryS.;Pearson,DarrenL.;Tour,JamesM.[JournalofOrganicChemistry,1996,vol.61,#20,p.6906-6921]

[26]Sakaguchi,Toshikazu;Shiotsuki,Masashi;Sanda,Fumio;Freeman,BennyD.;Masuda,Toshio[Macromolecules,2005,vol.38,#20,p.8327-8332]

[27]Knorr,Rudolf;Pires,Claudio;Behringer,Claudia;Menke,Thomas;Freudenreich,Johannes;Rossmann,EvaC.;Boehrer,Petra[JournaloftheAmericanChemicalSociety,2006,vol.128,#46,p.14845-14853]

[28]Locationinpatent:experimentalpartWang,Dengxu;Niu,Yuzhong;Wang,Yike;Han,Jianjun;Feng,Shengyu[JournalofOrganometallicChemistry,2010,vol.695,#21,p.2329-2337]

[29]Wang,Dengxu;Wang,Linlin;Xue,Lei;Zhou,Debo;Feng,Shengyu;Zhao,Xian[JournalofOrganometallicChemistry,2013,vol.735,p.58-64]

[30]Ishtaiwi,Zakariyya;Rueffer,Tobias;Hildebrandt,Alexander;Awwadi,FirasF.;Hahn,Harald;Abylaikhan,Akerke;Taher,Deeb;Siegert,Uwe;Walfort,Bernhard;Lang,Heinrich[EuropeanJournalofInorganicChemistry,2013,#13,p.2368-2381]

[31]Caicedo,Carolina;Zaragoza-Galán,Gerardo;Crusats,Joaquim;El-Hachemi,Zoubir;Martínez,Ana;Rivera,Ernesto[JournalofPorphyrinsandPhthalocyanines,2014,vol.18,#3,p.209-220]

[32]Anisimov,AntonA.;Kononevich,YuriyN.;Korlyukov,AlexanderA.;Arkhipov,DmitryE.;Kononova,ElenaG.;Peregudov,AlexanderS.;Shchegolikhina,OlgaI.;Muzafarov,AzizM.[JournalofOrganometallicChemistry,2014,vol.772,p.79-83]

[33]Park,HeeSoo;Kim,TaeHee;Baek,JunWon;Lee,HyunJu;Kim,TaeJin;Ryu,JiYeon;Lee,Junseong;Lee,BunYeoul[ChemCatChem,2019,vol.11,#17,p.4351-4359]

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[1]Richter;DeWolf;VanKoten;Deelman[JournalofOrganicChemistry,2000,vol.65,#13,p.3885-3893]

[2]Yoshida,Jun-ichi;Muraki,Katsuhiko;Funahashi,Hirokatsu;Kawabata,Nariyoshi[JournalofOrganicChemistry,1986,vol.51,#21,p.3996-4000]

[3]Yoshida,Jun-Ichi;Muraki,Katsuhiko;Funanashi,Hirokatsu;Kawabata,Nariyoshi[JournalofOrganometallicChemistry,1985,vol.284,p.C33-C35]

[4]Li,Jiayun;Xue,Mei;Bai,Ying;Peng,Jiajian;Xiao,Wenjun[AppliedOrganometallicChemistry,2016,vol.30,#11,p.905-910]

[1]Ekhato;Huang[Journaloflabelledcompoundsandradiopharmaceuticals,1994,vol.34,#3,p.213-220]

[2]CurrentPatentAssignee:MERCK&COINC-WO2009/20589,2009,A1Locationinpatent:Page/Pagecolumn68

[3]CurrentPatentAssignee:ROCHEHOLDINGAG-WO2009/77334,2009,A1Locationinpatent:Page/Pagecolumn91

[4]Metzger,Albrecht;Bernhardt,Sebastian;Manolikakes,Georg;Knochel,Paul[AngewandteChemie-InternationalEdition,2010,vol.49,#27,p.4665-4668]

Literature

Title: Li+ -induced sigma-bond metathesis: aryl for methyl exchange on boron in a methylated monocarbadodecaborate anion.

Journal: Journal of the American Chemical Society 20040407

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SDS
Tags:6999-03-7 Molecular Formula|6999-03-7 MDL|6999-03-7 SMILES|6999-03-7 1-Bromo-4-(trimethylsilyl)benzene