N-Allyl-1,1,1-trimethyl-N-(trimethylsilyl)silylamine

Base Information

• Chemical Name: N-Allyl-1,1,1-trimethyl-N-(trimethylsilyl)silylamine
• CAS No.: 7688-51-9
• Molecular Formula: C9H23NSi2
• Molecular Weight: 201.459
• Hs Code.: 2931900090
• European Community (EC) Number: 231-699-2
• DSSTox Substance ID: DTXSID50227684
• Nikkaji Number: J125.864H
• Wikidata: Q83107501
• Mol file: 7688-51-9.mol

Synonyms:7688-51-9;N,N-Bis(trimethylsilyl)allylamine;N,N-bis(trimethylsilyl)prop-2-en-1-amine;N-Allyl-N,N-bis(trimethylsilyl)amine;N-Allyl-1,1,1-trimethyl-N-(trimethylsilyl)silylamine;EINECS 231-699-2;Allylbis(trimethylsilyl)amine;N-ALLYL-N N-BIS(TRIMETHYLSILYL)AMINE;Silanamine, 1,1,1-trimethyl-N-2-propenyl-N-(trimethylsilyl)-;C9H23NSi2;Allylamine, 2TMS derivative;N,N-bistrimethylsilylallylamine;SCHEMBL2030023;C9-H23-N-Si2;DTXSID50227684;n,n-bis(tri-methylsilyl)allylamine;N,N-bis(trimethylsilyl)allyl amine;N,N-bis(trimethylsilyl) allyl amine;MFCD00545193;BP-21138;(prop-2-en-1-yl)bis(trimethylsilyl)amine;N-Allyl-N,N-bis(trimethylsilyl)amine, 97%;N-Allyl(trimethyl)-N-(trimethylsilyl)silanamine #

Chemical Property of N-Allyl-1,1,1-trimethyl-N-(trimethylsilyl)silylamine

Chemical Property:

• Vapor Pressure: 0.573mmHg at 25°C
• Refractive Index: n20/D 1.440(lit.)
• Boiling Point: 72 °C15 mm Hg(lit.)
• Flash Point: 109 °F
• PSA: 3.24000
• Density: 0.816 g/mL at 25 °C(lit.)
• LogP: 3.14420
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 201.13690281
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

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

Prop-2-en-1-ylbis(trimethylsilyl)amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)N(CC=C)[Si](C)(C)C
• Uses: N-Allyl-N,N-bis(trimethylsilyl)amine or N,N-bis(trimethylsilyl)prop-2-en-1-amine (AHMDS) can be used as a nucleophilic reagent to prepare: Complex bicyclic scaffolds by reacting with aryl aldehydes via imine formation followed by efficient multicomponent reactions. Dithiasuccinoyl (Dts) heterocycle by reacting with bisthiocarbamoyl chloride. Allyl selenide by reacting with aryl selenium salt in the presence of a ruthenium catalyst; Allyl selenide is utilized as a key intermediate in organic synthesis.AHMDS can also be used as a reagent in hydrosilylation and hydroboration reaction. It may be also used as an electrolyte additive.

Technology Process of N-Allyl-1,1,1-trimethyl-N-(trimethylsilyl)silylamine

There total 20 articles about N-Allyl-1,1,1-trimethyl-N-(trimethylsilyl)silylamine 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: 87.56%

allyl bromide (106-95-6) + lithium hexamethyldisilazane (4039-32-1) → N,N-bis(trimethylsilyl)allylamine (7688-51-9)

Guidance literature:

allyl bromide; lithium hexamethyldisilazane; In tetrahydrofuran; water; at 10 - 15 ℃; for 1.5h; Inert atmosphere;

In water; at -8 ℃; for 0.166667h; Temperature; Solvent;

Reference yield: 77.0%

allylamino-trimethyl-silane (10519-97-8) → N,N-bis(trimethylsilyl)allylamine (7688-51-9)

Guidance literature:

With methyl iodide; In Petroleum ether; for 26h; Heating;

DOI:10.1016/0022-328X(95)05821-6

Reference yield: 75.0%

allyl bromide (106-95-6) + 3-Iodoaniline (626-01-7) + lithium hexamethyldisilazane (4039-32-1) → N,N-bis(trimethylsilyl)allylamine (7688-51-9) + N,N-diallyl-3-iodoaniline

Guidance literature:

allyl bromide; 3-Iodoaniline; lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; Inert atmosphere; Reflux;

at 56 - 63 ℃; under 15.0015 Torr;

DOI:10.1039/c7ob00006e

upstream raw materials:

allylamino-trimethyl-silane

1-amino-2-propene

1,1,1,3,3,3-hexamethyl-disilazane

1,1,1,3,3,3-hexamethyl-2-(prop-2-ynyl)disilazane

Downstream raw materials:

1,1,1,3,3,3-hexamethyl-2-(3-phenylsilanyl-propyl)-disilazane

hexan-1-amine

allyl phenyl selenide

Hexamethyldisiloxane

Refernces

• 1、 Quirk, Roderic P.,Kim, Hoon,Polce, Michael J.,Wesdemiotis, Chrys. "Anionic synthesis of primary amine functionalized polystyrenes via hydrosilation of allylamines with silyl hydride functionalized polystyrenes". . p. 7895 - 7906. Retrieved 2005.
• 2、 -. "Preparation of N, N-bis(trimethylsilyl)allylamine". Paragraph 0007. . Retrieved 2021/01/24.
• 3、 -. "[...] group-containing organosilicon compound". Paragraph 0059. . Retrieved 2018/11/02.