2,2-Bis(hydroxymethyl)propane-1,3-diyl dimyristate

Base Information

• Chemical Name: 2,2-Bis(hydroxymethyl)propane-1,3-diyl dimyristate
• CAS No.: 54381-53-2
• Molecular Formula: C33H64 O6
• Molecular Weight: 556.868
• European Community (EC) Number: 259-135-0
• DSSTox Substance ID: DTXSID30202757
• Nikkaji Number: J122.532D
• Wikidata: Q83076071
• Mol file: 54381-53-2.mol

Synonyms:54381-53-2;EINECS 259-135-0;2,2-Bis(hydroxymethyl)propane-1,3-diyl dimyristate;pentaerythritol dimyristate;SCHEMBL2703795;DTXSID30202757;C33H64O6;C33-H64-O6

Chemical Property of 2,2-Bis(hydroxymethyl)propane-1,3-diyl dimyristate

Chemical Property:

• Vapor Pressure: 9.11E-17mmHg at 25°C
• Boiling Point: 597.5°C at 760 mmHg
• Flash Point: 169.1°C
• PSA: 93.06000
• Density: 0.967g/cm³
• LogP: 8.44600
• XLogP3: 11.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 32
• Exact Mass: 556.47028976
• Heavy Atom Count: 39
• Complexity: 502

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC(=O)OCC(CO)(CO)COC(=O)CCCCCCCCCCCCC

Technology Process of 2,2-Bis(hydroxymethyl)propane-1,3-diyl dimyristate

There total 9 articles about 2,2-Bis(hydroxymethyl)propane-1,3-diyl dimyristate 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: 96.0%

2,2-Di(benzyloxymethyl)-1,3-propandiyl tetradecanoate (251566-15-1) → 2,2-Di(hydroxymethyl)-1,3-propandiyl tetradecanoate (54381-53-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 24h;

DOI:10.1080/00304949909355735

Reference yield: 62.0%

tetradecanoic acid 3-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-2-tetradecanoyloxymethyl-propyl ester (256341-03-4) → 2,2-Di(hydroxymethyl)-1,3-propandiyl tetradecanoate (54381-53-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 24h;

DOI:10.1016/S0040-4039(99)01934-6

Reference yield:

3,9-di(4-methoxyphenyl)-2,4,8,10-tetraoxaspiro<5,5>undecane (1130782-84-1,1130782-85-2) → 2,2-Di(hydroxymethyl)-1,3-propandiyl tetradecanoate (54381-53-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / DIBAL-H / hexane; CH₂Cl₂ / 22 h / 0 - 20 °C

2: 86 percent / Et₃N; DMAP / CH₂Cl₂ / 4 h / 0 - 20 °C

3: 62 percent / H₂ / 10 percent Pd/C / ethyl acetate / 24 h

With dmap; hydrogen; diisobutylaluminium hydride; triethylamine; palladium on activated charcoal; In hexane; dichloromethane; ethyl acetate; 1: Hydrogenation / 2: Esterification / 3: Hydrogenation;

DOI:10.1016/S0040-4039(99)01934-6

upstream raw materials:

2,2-Di(benzyloxymethyl)-1,3-propandiyl tetradecanoate

tetradecanoic acid 3-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-2-tetradecanoyloxymethyl-propyl ester

Pentaerythritol

2,2-bis{(benzyloxy)methyl}propane-1,3-diol

Refernces

• 1、 Lizarzaburu, Mike E.,Kurth, Mark J.,Nantz, Michael H.. "A versatile synthesis of tetraester polyamine lipids for gene transfection". . p. 8985 - 8988. Retrieved 2007/10/03.