Tetra(Cyanoethoxymethyl) Methane

Base Information

• Chemical Name: Tetra(Cyanoethoxymethyl) Methane
• CAS No.: 2465-91-0
• Molecular Formula: C17H24 N4 O4
• Molecular Weight: 348.402
• NSC Number: 87888
• DSSTox Substance ID: DTXSID00293218
• Nikkaji Number: J1.563.713G
• Wikidata: Q82031873
• Mol file: 2465-91-0.mol

Synonyms:Tetra(Cyanoethoxymethyl) Methane;2465-91-0;3-{3-(2-cyanoethoxy)-2,2-bis[(2-cyanoethoxy)methyl]propoxy}propanenitrile;6,6-BIS(4-CYANO-2-OXABUTYL)-4,8-DIOXAUNDECANE-1,11-DINITRILE;3,3'-((2,2-bis((2-cyanoethoxy)methyl)propane-1,3-diyl)bis(oxy))dipropanenitrile;tetracyano;NSC87888;3-[3-(2-cyanoethoxy)-2,2-bis(2-cyanoethoxymethyl)propoxy]propanenitrile;SCHEMBL1344130;DTXSID00293218;KSXHZOTTWSNEHY-UHFFFAOYSA-N;NSC-87888;TETRA(CYANOETHOXYMETHYL)METHANE;AKOS040742712;Tetrakis-[(2-cyanoethoxy)methyl]methane;BP-22900;HY-124531;CS-0086845;C70454

Chemical Property of Tetra(Cyanoethoxymethyl) Methane

Chemical Property:

• Vapor Pressure: 7.54E-15mmHg at 25°C
• Melting Point: 43.4-43.9 °C
• Boiling Point: 610.6°C at 760 mmHg
• Flash Point: 232°C
• PSA: 132.08000
• Density: 1.13g/cm³
• LogP: 1.69392
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 16
• Exact Mass: 348.17975526
• Heavy Atom Count: 25
• Complexity: 441

Purity/Quality:

99% ^*data from raw suppliers

Tetra(Cyanoethoxymethyl)Methane 92% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(COCC(COCCC#N)(COCCC#N)COCCC#N)C#N
• Description: Tetra(cyanoethoxymethyl) methane is an alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs. The nitrile groups can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.

Technology Process of Tetra(Cyanoethoxymethyl) Methane

There total 5 articles about Tetra(Cyanoethoxymethyl) Methane 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: 100.0%

Pentaerythritol (115-77-5) + acrylonitrile (107-13-1,25014-41-9) → tetrakis-[(2-cyanoethoxy)methyl]methane (2465-91-0)

Guidance literature:

In diethyl ether; dichloromethane; tetramethyl ammoniumhydroxide; water;

Reference yield: 97.0%

Pentaerythritol (115-77-5) + acrylonitrile (107-13-1,25014-41-9) → 2-cyanoethyl ether (1656-48-0) + tetrakis-[(2-cyanoethoxy)methyl]methane (2465-91-0)

Guidance literature:

With potassium hydroxide; In water; toluene; at 15 - 25 ℃; for 4.5h; Product distribution / selectivity;

Reference yield:

aqueous potassium hydroxide + Pentaerythritol (115-77-5) + acrylonitrile (107-13-1,25014-41-9) → tetrakis-[(2-cyanoethoxy)methyl]methane (2465-91-0)

Guidance literature:

In 1,4-dioxane; dichloromethane; water;

upstream raw materials:

Pentaerythritol

acrylonitrile

Downstream raw materials:

tetrakis(4-carboxy-2-oxabutyl)methane

tetra(2-pentachloro-phenoxycarbonyl-ethoxymethyl)methane

C₄₂H₃₉Cl₁₅N₂O₁₃

tetrakis[(carboxyethoxy)methyl]methane tetrachloride