(Bromoethynyl)triisopropylsilane

Base Information

• Chemical Name: (Bromoethynyl)triisopropylsilane
• CAS No.: 111409-79-1
• Molecular Formula: C11H21BrSi
• Molecular Weight: 261.277
• Hs Code.: 2931900090
• European Community (EC) Number: 836-090-0
• DSSTox Substance ID: DTXSID60458427
• Nikkaji Number: J1.660.834C
• Wikidata: Q82281694
• Mol file: 111409-79-1.mol

Synonyms:(Bromoethynyl)triisopropylsilane;111409-79-1;(2-BROMOETHYNYL)TRIISOPROPYLSILANE;(2-bromoethynyl)tris(propan-2-yl)silane;2-bromoethynyl-tri(propan-2-yl)silane;Bromoethynyl triisopropylsilane;bromoethynyl-triisopropyl-silane;MFCD11036302;C11H21BrSi;Bromoethynyltriisopropylsilane;SCHEMBL2172073;triisopropylsilyl ethynyl bromide;(Bromoethynyl) triisopropylsilane;DTXSID60458427;HNNUBQWDWJNURV-UHFFFAOYSA-N;(2-triisopropylsilyl)ethynyl bromide;SB30684;SY139936;B5412;BB 0262247;CS-0148889;10.14272/HNNUBQWDWJNURV-UHFFFAOYSA-N;EN300-110306;T70089;doi:10.14272/HNNUBQWDWJNURV-UHFFFAOYSA-N

Chemical Property of (Bromoethynyl)triisopropylsilane

Chemical Property:

• Refractive Index: 1.49
• Boiling Point: 240.5±9.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.073±0.06 g/cm3(Predicted)
• LogP: 4.56020
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 260.05959
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

98%, ^*data from raw suppliers

(2-Bromoethynyl)tris(propan-2-yl)silane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)[Si](C#CBr)(C(C)C)C(C)C

Technology Process of (Bromoethynyl)triisopropylsilane

There total 1 articles about (Bromoethynyl)triisopropylsilane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

tris-iso-propylsilyl acetylene (89343-06-6) → 1-bromo-2-(triisopropylsilyl)acetylene (111409-79-1)

Guidance literature:

With N-Bromosuccinimide; silver nitrate; In acetone;

DOI:10.1016/j.tet.2016.09.001

Reference yield: 89.0%

1,3-dioxoisoindolin-2-yl 4,4-difluoro-1-methylcyclohexane-1-carboxylate + 1-bromo-2-(triisopropylsilyl)acetylene (111409-79-1) + 4-ethoxyphenylacetylene (79887-14-2) → (E)-(4-(4,4-difluoro-1-methylcyclohexyl)-3-(4-ethoxyphenyl)but-3-en-1-yn-1-yl)triisopropylsilane

Guidance literature:

With manganese; nickel(II) bromide diethylene glycol dimethyl ether; 4,4'-Dimethoxy-2,2'-bipyridin; lithium bromide; In N,N-dimethyl acetamide; at 20 ℃; for 24h; stereoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1016/j.chempr.2020.12.024

Reference yield: 78.0%

1-methyl-2-pyrrolyl chloride (56454-26-3) + o-iodo-methyl-benzoic acid (610-97-9) + 1-bromo-2-(triisopropylsilyl)acetylene (111409-79-1) → C24H32ClNO2Si

Guidance literature:

With triphenyl-arsane; silver(I) acetate; palladium diacetate; C₁₀H₁₂F₃NO; acetic acid; In tert-butyl methyl ether; at 65 ℃; for 72h; Reagent/catalyst; regioselective reaction; Catalytic behavior; Sealed tube;

DOI:10.1002/anie.202110971

upstream raw materials:

tris-iso-propylsilyl acetylene

Downstream raw materials:

triisopropyl-(4-phenyl-buta-1,3-diynyl)-silane

(R)-4-Benzyl-3-[(triisopropylsilanyl)-ethynyl]-oxazolidin-2-one

(R)-4-phenyl-3-(2-triisopropylsilylethynyl)oxazolidin-2-one

(R)-4-Benzhydryl-3-[(triisopropylsilanyl)-ethynyl]-oxazolidin-2-one

Refernces

• 1、 Gong, Tian-Jun,Yu, Shang-Hai,Li, Kuan,Su, Wei,Lu, Xi,Xiao, Bin,Fu, Yao. "Copper-Catalyzed Alkynylboration of Alkenes with Diboron Reagents and Bromoalkynes". . p. 2884 - 2888. Retrieved 2017.
• 2、 Greenwood, Phillip D. G.,Waser, Jerome. "Palladium-Catalyzed Carboxy-Alkynylation of Propargylic Amines Using Carbonate Salts as Carbon Dioxide Source". . p. 5183 - 5186. Retrieved 2019.
• 3、 Tsai, Meng-Han,Wang, Cheng-Yu,Kulandai Raj, Antony Sekar,Liu, Rai-Shung. "Gold-catalyzed annulations of: N -aryl ynamides with benzisoxazoles to construct 6 H -indolo[2,3- b] quinoline cores". . p. 10866 - 10869. Retrieved 2018.
• 4、 de Robichon, Morgane,Branquet, David,Uziel, Jacques,Lubin-Germain, Nadège,Ferry, Angélique. "Directed Nickel-Catalyzed pseudo-Anomeric C?H Alkynylation of Glycals as an Approach towards C-Glycoconjugate Synthesis". . p. 5138 - 5148. Retrieved 2021.
• 5、 Listunov, Dymytrii,Saffon-Merceron, Nathalie,Joly, Etienne,Fabing, Isabelle,Génisson, Yves,Maraval, Valérie,Chauvin, Remi. "Ethynylogation approach in pharmacophore design: from alkynyl-to butadiynyl-carbinols vs antitumoral cytotoxicity". . p. 6697 - 6704. Retrieved 2016.
• 6、 Rana, Rahul,Gómez-Biagi, Rodolfo F.,Bassan, Jay,Nitz, Mark. "Signal Amplification for Imaging Mass Cytometry". . p. 2805 - 2810. Retrieved 2019.
• 7、 Chai, Xin-Yue,Xu, Hui-Bei,Dong, Lin. "Cascade Reaction to Selectively Synthesize Multifunctional Indole Derivatives by IrIII-Catalyzed C?H Activation". supporting information. p. 13123 - 13127. Retrieved 2021/08/13.
• 8、 Hu, Weican,Zhang, Feiyang,Chen, Chen,Qi, Tianhang,Shen, Yanlong,Qian, Guoying,Rong, Zhouting. "Metal-free C8-H functionalization of quinolineN-oxides with ynamides". supporting information. p. 6995 - 6998. Retrieved 2021/07/21.