Triphenylsilylamine

Base Information

• Chemical Name: Triphenylsilylamine
• CAS No.: 4215-80-9
• Molecular Formula: C18H17NSi
• Molecular Weight: 275.425
• Hs Code.: 2931900090
• European Community (EC) Number: 224-147-7
• DSSTox Substance ID: DTXSID50194983
• Nikkaji Number: J225.003I
• Wikidata: Q83067856
• Mol file: 4215-80-9.mol

Synonyms:4215-80-9;Triphenylsilylamine;Triphenylsilanamine;Aminotriphenylsilane;1,1,1-Triphenylsilylamine;[amino(diphenyl)silyl]benzene;TPSA;Silanamine, 1,1,1-triphenyl-;Triphenylaminosilane;1,1,1-triphenylsilanamine;C18H17NSi;EINECS 224-147-7;Triphenylsilylamine, 97%;SCHEMBL49539;Silanamine,1,1,1-triphenyl-;C18-H17-N-Si;DTXSID50194983;MFCD00042816;AKOS015889232;CS-0452426;FT-0758480;F18160

Chemical Property of Triphenylsilylamine

Chemical Property:

• Vapor Pressure: 1.45E-05mmHg at 25°C
• Melting Point: 60-62 °C
• Refractive Index: 1.627
• Boiling Point: 366.5 °C at 760 mmHg
• PKA: 6.31±0.70(Predicted)
• Flash Point: 175.5 °C
• PSA: 26.02000
• Density: 1.1 g/cm³
• LogP: 2.31250
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 275.113026081
• Heavy Atom Count: 20
• Complexity: 240

Purity/Quality:

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

Triphenylaminosilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[Si](C2=CC=CC=C2)(C3=CC=CC=C3)N
• Uses: Triphenylsilylamine is used as a reagent to produce 2-Amino-3-hydroxy-indoles with potent in vivo antimalarial activity. Triphenylsilylamine is also used to modify Mo/HZSM-5 catalysts and is predicted to have effects on selectivity in the methane-to-benzene (MTB) reaction. Triphenylsilylamine may be used in the following studies:Preparation of dimers of the type [Ti(μ-NR)(NMe2)2]2 (R = 1-adamantyl, (t)Bu, SiPh3). Silylation during the pretreatment of fused silica capillary surface to achieve a homogeneous film.Preparation of triphenylsilylsulfinylamine, via reaction with thionylchloride.To investigate the molecular tuning effect of silanation treatment for HZSM-5 crystals.Synthesis of 9-aminopyrido[3′,3′:4,5]pyrrolo[1,2-c]pyrimidine (9-aminosubstituted derivative).

Technology Process of Triphenylsilylamine

There total 7 articles about Triphenylsilylamine 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: 80.0%

Triphenylsilyl chloride (76-86-8) → 1,1,1-triphenylsilylamine (4215-80-9)

Guidance literature:

With lithium amide; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/ic101485a

Reference yield:

triphenylhydroxysilane (791-31-1) → 1,1,1-triphenylsilylamine (4215-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether; hydrogen chloride

2: ammonia

With hydrogenchloride; diethyl ether; ammonia;

Reference yield:

triphenylsilyl bromide (6990-64-3) → 1,1,1-triphenylsilylamine (4215-80-9)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether

2: further solvent(s)

3: NH₃ / ammonia

With NH₃; In diethyl ether; ammonia;

upstream raw materials:

Triphenylsilyl chloride

ammonia

triphenylhydroxysilane

triphenylsilyl bromide

Downstream raw materials:

C₆H₅B{NHSi(C₆H₅)3}2

bis(tert-butylamino)dimethylsilane

2,4,6-t-Bu₃Al(N(H)SiPh₃)2

μ(3)-(triphenylsilylimido)tris(triisopropylphosphane)gold(I) tetrafluoroborate

Refernces

• 1、 Al-Rafia, S. M. Ibrahim,Lummis, Paul A.,Ferguson, Michael J.,McDonald, Robert,Rivard, Eric. "Low-coordinate germylene and stannylene heterocycles featuring sterically tunable bis(amido)silyl ligands". experimental part. p. 9709 - 9717. Retrieved 2011/01/12.