1,1-Dimethyl-1-silacyclo-3-pentene

Base Information

• Chemical Name: 1,1-Dimethyl-1-silacyclo-3-pentene
• CAS No.: 16054-12-9
• Molecular Formula: C6H12 Si
• Molecular Weight: 112.247
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50936340
• Nikkaji Number: J377.116D
• Mol file: 16054-12-9.mol

Synonyms:1,1-Dimethyl-1-silacyclo-3-pentene;16054-12-9;1,1-dimethyl-2,5-dihydrosilole;Silacyclopent-3-ene,1,1-dimethyl-;1,1-Dimethyl-2,5-dihydro-1H-silole;1,1-dimethyl-3-silolene;DTXSID50936340;Silacyclopent-2-ene,1,1-dimethyl-;1,1-dimethyl-1-silacyclopent-3-ene;1,1-Dimethyl-2,5-dihydro-1H-silole #

Chemical Property of 1,1-Dimethyl-1-silacyclo-3-pentene

Chemical Property:

• Vapor Pressure: 37.2mmHg at 25°C
• Boiling Point: 103.5°Cat760mmHg
• Flash Point: 1.2°C
• PSA: 0.00000
• Density: 0.81g/cm³
• LogP: 2.26460
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 112.070826917
• Heavy Atom Count: 7
• Complexity: 82.4

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si]1(CC=CC1)C

Technology Process of 1,1-Dimethyl-1-silacyclo-3-pentene

There total 14 articles about 1,1-Dimethyl-1-silacyclo-3-pentene 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: 96.0%

(CH3)2Si(CH2CHSFe(CO)3)2 + nitric acid (7697-37-2,78989-43-2) → 1,1-Dimethylsilacyclopent-3-en (16054-12-9) + ferric nitrate (7782-61-8)

Guidance literature:

In nitric acid; byproducts: H2SO4, NO, CO; stirring for 0.5 h at 25°C; condensing silane in a trap cooled with solid CO2, treating aq. layer with NaOH, evapn. to dryness, IR;

Reference yield: 42.0%

(1-methoxyethenyl)pentamethyldisilane (113403-33-1) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → 1,1-Dimethylsilacyclopent-3-en (16054-12-9) + Trimethylmethoxysilane (1825-61-2)

Guidance literature:

at 450 ℃;

DOI:10.1021/ja00216a039

Reference yield: 27.0%

1,1-dimethylsilacyclobutane (2295-12-7) + 1,2-propanediene (463-49-0) → 1,1-Dimethylsilacyclopent-3-en (16054-12-9) + trimethyl(propargyl)silane (13361-64-3) + allenyltrimethylsilane (14657-22-8) + 2-methylene-1,1-dimethyl-1-silacyclobutane (94426-42-3)

Guidance literature:

at 600 ℃; Further byproducts given;

DOI:10.1021/ja00289a050

upstream raw materials:

1-methyl-1-silacyclobutane

buta-1,3-diene

1,1-dimethylsilacyclobutane

1,2-propanediene

Downstream raw materials:

1,1-dimethyl-2,3-dihydro-1H-silole-3-sulfinic acid benzenesulfonylamide

1-(1,1-dimethyl-2,3-dihydro-1H-silol-3-yl)-4-phenyl-[1,2,4]triazolidine-3,5-dione

1,1-dimethyl-3-phenyl-2,3-dihydro-1H-silole

2,2-Dimethyl-1-oxa-2-silacyclohexan

Refernces

• 1、 Leconte, Michel,Pagano, Salvatore,Mutch, Andrew,Lefebvre, Frederic,Basset, Jean Marie. "Metathetical cyclization of dienes: tolerance and behavior of a cyclometallated aryloxycarbene complex of tungsten towards diallylic compounds". . p. 1069 - 1072. Retrieved 2007/10/02.
• 2、 Chernyshev, E. A.,Kuz'min, O. V.,Lebedev, A. V.,Zaikin, V. G.,Mikaya, A. I.. "PYROLYSIS OF 8,8-DIMETHYL-8-SILA-2,3,4,5-TETRATHIABICYCLONONANE". . p. 821 - 824. Retrieved 2007/10/02.