4,5-Bis(benzyloxy)phthalonitrile

Base Information

• Chemical Name: 4,5-Bis(benzyloxy)phthalonitrile
• CAS No.: 206995-45-1
• Molecular Formula: C22H16N2O2
• Molecular Weight: 340.381
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID30445223
• Nikkaji Number: J1.365.297J
• Wikidata: Q82263576
• Mol file: 206995-45-1.mol

Synonyms:4,5-BIS(BENZYLOXY)PHTHALONITRILE;206995-45-1;4,5-bis(phenylmethoxy)benzene-1,2-dicarbonitrile;4,5-dibenzyloxyphthalonitrile;1,2-Benzenedicarbonitrile,4,5-bis(phenylmethoxy)-;4,5-Di(benzyloxy)phthalonitrile;DTXSID30445223;AKOS015918331;FT-0742082

Chemical Property of 4,5-Bis(benzyloxy)phthalonitrile

Chemical Property:

• Vapor Pressure: 1.66E-08mmHg at 25°C
• Melting Point: 183.5-184.5 °C
• Refractive Index: 1.657
• Boiling Point: 561.808 °C at 760 mmHg
• Flash Point: 215.225 °C
• PSA: 66.04000
• Density: 1.244 g/cm³
• LogP: 4.58796
• Storage Temp.: 2-8°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 340.121177757
• Heavy Atom Count: 26
• Complexity: 471

Purity/Quality:

98%min ^*data from raw suppliers

4,5-Bis(benzyloxy)phthalonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=C(C=C(C(=C2)C#N)C#N)OCC3=CC=CC=C3

Technology Process of 4,5-Bis(benzyloxy)phthalonitrile

There total 7 articles about 4,5-Bis(benzyloxy)phthalonitrile 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: 60.0%

copper(I) cyanide (544-92-3) + 1,2-bis(benzyloxy)-4,5-dibromobenzene (206995-42-8) → 1,2-dibenzyloxy-4,5-dicyanobenzene (206995-45-1)

Guidance literature:

In N,N-dimethyl-formamide; at 150 ℃; for 8h;

DOI:10.1021/jm970336s

Reference yield:

4,5-dibromobenzene-1,2-diol (2563-26-0) → 1,2-dibenzyloxy-4,5-dicyanobenzene (206995-45-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / KOH / dimethylsulfoxide / 8 h / -20 °C

2: dimethylformamide / 8 h / Heating

With potassium hydroxide; In dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1007/s11172-006-0082-9

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 1,2-dibenzyloxy-4,5-dicyanobenzene (206995-45-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / 84percent aq. KOH, Aliquate 336 / dimethylformamide / 4 h / 120 °C

2: 92 percent / Br₂ / CH₂Cl₂ / 3 h / 0 - 20 °C

3: 60 percent / dimethylformamide / 8 h / 150 °C

With potassium hydroxide; bromine; Aliquat 336; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970336s

upstream raw materials:

copper(I) cyanide

1,2-bis(benzyloxy)-4,5-dibromobenzene

4,5-dibromobenzene-1,2-diol

benzyl bromide

Downstream raw materials:

4,5-dihydroxyphthalonitrile

Refernces

• 1、 Cabezón, Beatriz,Quesada, Ernesto,Esperanza, Sagrario,Torres, Tomás. "Synthesis of crowned triazolephthalocyanines". . p. 2767 - 2775. Retrieved 2007/10/03.