2,2'-[Trimethylenebis(iminomethylene)]bis(6-methoxyphenol)

Base Information

• Chemical Name: 2,2'-[Trimethylenebis(iminomethylene)]bis(6-methoxyphenol)
• CAS No.: 5767-55-5
• Molecular Formula: C27H28ClNO5
• Molecular Weight: 346.426
• NSC Number: 86286
• DSSTox Substance ID: DTXSID40973269
• Nikkaji Number: J2.829.868D
• Wikidata: Q82957153
• Mol file: 5767-55-5.mol

Synonyms:5767-55-5;NSC86286;DTXSID40973269;NSC-86286;2,2'-[Propane-1,3-diylbis(azanediylmethylene)]bis(6-methoxyphenol);6,6'-Dimethoxy-2,2'-(propane-1,3-diyldiiminodimethylene)diphenol

Chemical Property of 2,2'-[Trimethylenebis(iminomethylene)]bis(6-methoxyphenol)

Chemical Property:

• Boiling Point: 519.8°Cat760mmHg
• Flash Point: 268.1°C
• Density: 1.174g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 346.18925731
• Heavy Atom Count: 25
• Complexity: 326

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1O)CNCCCNCC2=C(C(=CC=C2)OC)O

Technology Process of 2,2'-[Trimethylenebis(iminomethylene)]bis(6-methoxyphenol)

There total 3 articles about 2,2'-[Trimethylenebis(iminomethylene)]bis(6-methoxyphenol) 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%

6,6'-{(1E,1'E)-[propane-1,3-diylbis(azanylylidene)]bis(methanylylidene)}bis(2-methoxyphenol) → 2,2'-[propane-1,3-diylbis(iminomethylene)]bis(6-methoxyphenol) (5767-55-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 5h;

DOI:10.1016/j.saa.2012.11.100

Reference yield:

N,N'-bis(3-methoxysalicylidene)-1,3-propanediamine (5767-53-3) → 2,2'-[propane-1,3-diylbis(iminomethylene)]bis(6-methoxyphenol) (5767-55-5)

Guidance literature:

With sodium tetrahydroborate;

DOI:10.1080/00958972.2013.850496

Reference yield:

3-methoxy-2-hydroxybenzaldehyde (148-53-8) → 2,2'-[propane-1,3-diylbis(iminomethylene)]bis(6-methoxyphenol) (5767-55-5)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 2 h / Reflux

2: sodium tetrahydroborate; acetic acid / methanol / 0 - 60 °C

With sodium tetrahydroborate; acetic acid; In methanol;

DOI:10.1016/j.poly.2020.114374

upstream raw materials:

N,N'-bis(3-methoxysalicylidene)-1,3-propanediamine

3-methoxy-2-hydroxybenzaldehyde

Downstream raw materials:

diethyl-2,2'-(propane-1,3-diylbis((2-hydroxy-3-methoxybenzyl)azanediyl))diacetate