Silane, 1,3-benzodioxol-5-yltriethoxy-

Base Information

• Chemical Name: Silane, 1,3-benzodioxol-5-yltriethoxy-
• CAS No.: 376353-50-3
• Molecular Formula: C13H20O5Si
• Molecular Weight: 284.384
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID20457037
• Nikkaji Number: J1.634.897J
• Wikidata: Q82279714
• Mol file: 376353-50-3.mol

Synonyms:376353-50-3;Silane, 1,3-benzodioxol-5-yltriethoxy-;3,4-METHYLENEDIOXYPHENYLTRIETHOXYSILANE;Benzo[d][1,3]dioxol-5-yltriethoxysilane;1,3-benzodioxol-5-yl(triethoxy)silane;DTXSID20457037;BQA35350;MFCD09953874;5-(Triethoxysilyl)-1,3-benzodioxole;(1,3-dioxaindan-5-yl)triethoxysilane;EN300-6486290

Chemical Property of Silane, 1,3-benzodioxol-5-yltriethoxy-

Chemical Property:

• Vapor Pressure: 0.00222mmHg at 25°C
• Boiling Point: 298.7oC at 760 mmHg
• Flash Point: 107.5oC
• PSA: 46.15000
• Density: 1.12g/cm3
• LogP: 1.67070
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 284.10800027
• Heavy Atom Count: 19
• Complexity: 259

Purity/Quality:

98%,99%, ^*data from raw suppliers

Benzo[d][1,3]dioxol-5-yltriethoxysilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCO[Si](C1=CC2=C(C=C1)OCO2)(OCC)OCC

Technology Process of Silane, 1,3-benzodioxol-5-yltriethoxy-

There total 4 articles about Silane, 1,3-benzodioxol-5-yltriethoxy- 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: 88.0%

Triethoxysilane (998-30-1) + benzo[d][1,3]dioxol-5-yl-diazonium tosylate (1228306-22-6) → 4-(triethoxysilyl)-1,2-(methylenedioxy)benzene (376353-50-3)

Guidance literature:

benzo[d][1,3]dioxol-5-yl-diazonium tosylate; With chloro(1,5-cyclooctadiene)rhodium(I) dimer; tetra-(n-butyl)ammonium iodide; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;

Triethoxysilane; In N,N-dimethyl-formamide; at 20 - 100 ℃; Inert atmosphere;

DOI:10.1055/s-0029-1219090

Reference yield: 70.0%

1,2-(methylenedioxy)-4-bromobenzene (2635-13-4) + tetraethoxy orthosilicate (78-10-4) → 4-(triethoxysilyl)-1,2-(methylenedioxy)benzene (376353-50-3)

Guidance literature:

With magnesium; In tetrahydrofuran; at 70 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1002/asia.201901155

Reference yield: 44.0%

1,2-(methylenedioxy)-4-bromobenzene (2635-13-4) + Triethoxysilane (998-30-1) → Methylenedioxybenzene (274-09-9) + 4-(triethoxysilyl)-1,2-(methylenedioxy)benzene (376353-50-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; johnphos; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; at 60 ℃; for 12h;

DOI:10.1021/jo010621q

upstream raw materials:

1,2-(methylenedioxy)-4-bromobenzene

Triethoxysilane

tetraethoxy orthosilicate

benzo[d][1,3]dioxol-5-yl-diazonium tosylate

Downstream raw materials:

piperonylonitrile

2-methoxy-5-(3',4'-methylenedioxyphenyl)cyclohepta-2,4,6-trien-1-one

Refernces

• 1、 Li, Xiaolan,Sun, Kai,Shen, Wenjuan,Zhang, Yong,Lu, Ming-Zhu,Luo, Xuzhong,Luo, Haiqing. "Rhodium(III)-Catalyzed Direct C-H Arylation of Various Acyclic Enamides with Arylsilanes". supporting information. p. 31 - 36. Retrieved 2021/01/09.
• 2、 Tang, Zhi Yong,Zhang, Yuan,Wang, Tao,Wang, Wei. "Rhodium(I)-catalyzed synthesis of aryltriethoxysilanes from arenediazonium tosylate salts with triethoxysilane". supporting information; experimental part. p. 804 - 808. Retrieved 2010/06/14.