Tris(allyloxy)methane

Base Information

• Chemical Name: Tris(allyloxy)methane
• CAS No.: 16754-50-0
• Molecular Formula: C10H16 O3
• Molecular Weight: 184.235
• European Community (EC) Number: 240-817-1
• NSC Number: 70105
• DSSTox Substance ID: DTXSID60937343
• Nikkaji Number: J113.666F
• Wikidata: Q82913549
• Mol file: 16754-50-0.mol

Synonyms:Tris(allyloxy)methane;16754-50-0;ALLYL ORTHOFORMATE;Triallyl orthoformate;3-[bis(prop-2-enoxy)methoxy]prop-1-ene;Orthoformic acid, triallyl ester;1-Propene, 3,3',3''-[methylidynetris(oxy)]tris-;1-Propene, 3,3',3''-(methylidynetris(oxy))tris-;triallylorthoformate;NCIOpen2_000417;SCHEMBL1243413;DTXSID60937343;NSC70105;EINECS 240-817-1;MFCD00048185;NSC 70105;NSC-70105;AKOS006274336;3-[Bis(allyloxy)methoxy]-1-propene #;AI3-26917;FT-0694022;3,3',3''-(Methylidynetris(oxy))trispropene;1-Propene,3',3''-[methylidynetris(oxy)]tris-;3-{Bis[(prop-2-en-1-yl)oxy]methoxy}prop-1-ene

Chemical Property of Tris(allyloxy)methane

Chemical Property:

• Vapor Pressure: 0.255mmHg at 25°C
• Boiling Point: 212.2°Cat760mmHg
• Flash Point: 73.7°C
• PSA: 27.69000
• Density: 0.928g/cm³
• LogP: 1.87780
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 184.109944368
• Heavy Atom Count: 13
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

Allyl orthoformate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CCOC(OCC=C)OCC=C

Technology Process of Tris(allyloxy)methane

There total 6 articles about Tris(allyloxy)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: 64.67%

hydrogen cyanide (74-90-8) + allyl alcohol (107-18-6) → triallyl orthoformate (16754-50-0)

Guidance literature:

hydrogen cyanide; With hydrogenchloride; In mineral oil; at -3 - 30 ℃; for 2.33333h;

allyl alcohol; In mineral oil; at 35 - 53 ℃; for 4h;

Reference yield: 60.0%

trifluoromethan (75-46-7) + allyl alcohol (107-18-6) → triallyl orthoformate (16754-50-0)

Guidance literature:

With sodium hydride; In mineral oil; at 120 ℃; for 24h; under 2585.81 Torr;

DOI:10.1016/j.jfluchem.2014.06.006

Reference yield: 45.0%

allyl alcohol (107-18-6) + trimethyl orthoformate (149-73-5) → triallyl orthoformate (16754-50-0)

Guidance literature:

With camphor-10-sulfonic acid; at 90 - 100 ℃; for 5h;

DOI:10.3987/COM-99-S43

upstream raw materials:

chloroform

allyl alcohol

trimethyl orthoformate

trifluoromethan

Downstream raw materials:

allyl D-glucopyranoside

allyl D-galactopyranoside

α,β-O-allyl-D-mannopyranoside

2,2-dichlorocyclopropanecarboxylic acid

Refernces

• 1、 Miloserdov, Fedor M.,Grushin, Vladimir V.. "Alcoholysis of fluoroform". . p. 105 - 109. Retrieved 2015/03/03.
• 2、 Molchanov, A. P.,Kostikov, R. R.. "REACTION OF DICHLOROCARBENE WITH ALLYL AND CINNAMYL ALCOHOLS". . p. 60 - 62. Retrieved 2007/10/02.