Allyltriphenylsilane

Base Information

• Chemical Name: Allyltriphenylsilane
• CAS No.: 18752-21-1
• Molecular Formula: C21H20Si
• Molecular Weight: 300.475
• NSC Number: 128375
• DSSTox Substance ID: DTXSID80299137
• Nikkaji Number: J444.415I
• Wikidata: Q82041354
• Mol file: 18752-21-1.mol

Synonyms:Allyltriphenylsilane;18752-21-1;triphenyl(prop-2-enyl)silane;allyl(triphenyl)silane;NSC128375;Allyltriphenylsilane, 98%;ALLYLTRIPHENYLSILANE?;C21H20Si;DTXSID80299137;DXJZZRSMGLGFPW-UHFFFAOYSA-N;MFCD00077644;NSC-128375;FT-0757614;Allyltriphenylsilane, purum, >=98.0% (HPLC);A813154;A813234

Chemical Property of Allyltriphenylsilane

Chemical Property:

• Vapor Pressure: 1.19E-05mmHg at 25°C
• Melting Point: 87-90 °C(lit.)
• Refractive Index: 1.595
• Boiling Point: 380.4 °C at 760 mmHg
• Flash Point: 170.2 °C
• PSA: 0.00000
• Density: 1.03 g/cm³
• LogP: 3.34280
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 300.133427172
• Heavy Atom Count: 22
• Complexity: 284

Purity/Quality:

98% ^*data from raw suppliers

Allyltriphenylsilane 98% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC[Si](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of Allyltriphenylsilane

There total 24 articles about Allyltriphenylsilane 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: 99.0%

Triphenylsilyl chloride (76-86-8) + allylmagnesium bromide (2622-05-1) → allyltriphenylsilane (18752-21-1)

Guidance literature:

In tetrahydrofuran; for 5h; Ambient temperature;

DOI:10.1002/chem.19970030409

Reference yield: 97.0%

Triphenylsilyl chloride (76-86-8) + allyl bromide (106-95-6) → allyltriphenylsilane (18752-21-1)

Guidance literature:

allyl bromide; With indium; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

Triphenylsilyl chloride; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1016/j.jorganchem.2008.08.028

Reference yield: 97.0%

Triphenylsilyl chloride (76-86-8) + allylsamarium bromide (346713-20-0) → allyltriphenylsilane (18752-21-1)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 2.5h;

DOI:10.1016/j.jorganchem.2006.07.023

upstream raw materials:

Triphenylsilyl chloride

allyllithium

triphenylsilyl-lithium

3-chloroprop-1-ene

Downstream raw materials:

1-methoxy-4-(1-phenylbut-3-en-1-yl)benzene

[2-Chloro-4-(4-methoxy-phenyl)-4-phenyl-butyl]-triphenyl-silane

3-hydroxypropyltriphenylsilane

triphenylsilyl fluoride

Refernces

• 1、 Basu, Debashis,Gilbert-Wilson, Ryan,Gray, Danielle L.,Rauchfuss, Thomas B.,Dash, Aswini K.. "Fe and Co Complexes of Rigidly Planar Phosphino-Quinoline-Pyridine Ligands for Catalytic Hydrosilylation and Dehydrogenative Silylation". . p. 2760 - 2768. Retrieved 2018/09/10.
• 2、 Ramesh, Remya,Reddy, D. Srinivasa. "Zinc mediated allylations of chlorosilanes promoted by ultrasound: Synthesis of novel constrained sila amino acids". supporting information. p. 4093 - 4097. Retrieved 2014/06/10.