4-(4-ALPHA-CUMYLPHENOXY)PHTHALONITRILE

Base Information

• Chemical Name: 4-(4-ALPHA-CUMYLPHENOXY)PHTHALONITRILE
• CAS No.: 83482-57-9
• Molecular Formula: C23H18 N2 O
• Molecular Weight: 338.409
• Mol file: 83482-57-9.mol

Synonyms:4-(4-Cumylphenoxy)phthalonitrile; 4-(p-Cumylphenoxy)phthalonitrile; NSC 646243

Chemical Property of 4-(4-ALPHA-CUMYLPHENOXY)PHTHALONITRILE

Chemical Property:

• Vapor Pressure: 1.81E-10mmHg at 25°C
• Melting Point: 91 °C
• Refractive Index: 1.628
• Boiling Point: 508.7°C at 760 mmHg
• Flash Point: 189.9°C
• Density: 1.19g/cm³

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(4-α-Cumylphenoxy)phthalonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(4-ALPHA-CUMYLPHENOXY)PHTHALONITRILE

There total 2 articles about 4-(4-ALPHA-CUMYLPHENOXY)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: 95.0%

p-cumylphenol (599-64-4) + 4-Nitrophthalonitrile (31643-49-9) → 4-[4-(1-methyl-1-phenylethyl)phenoxy]-1,2-dicyanobenzene (83482-57-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 2.5h; Inert atmosphere;

DOI:10.1039/c2jm32284f

Reference yield:

4-nitrophthalic amide (13138-53-9) → 4-[4-(1-methyl-1-phenylethyl)phenoxy]-1,2-dicyanobenzene (83482-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂, DMF / 1) 5 deg C, 10min. 2a) 45min, 5 deg C 2b) 2h, RT

2: LiOH / dimethylsulfoxide / 72 h / 25 °C

With lithium hydroxide; thionyl chloride; N,N-dimethyl-formamide; In dimethyl sulfoxide;

DOI:10.1021/jo00294a032

Reference yield: 77.0%

4-[4-(1-methyl-1-phenylethyl)phenoxy]-1,2-dicyanobenzene (83482-57-9) + copper dichloride → tetrakis(2,9,16,23-cumylphenoxy) copper phthalocyanine (91083-47-5)

Guidance literature:

With catalyst: 1,8-diazabicyclo [5.4.0] undec-7-ene; In neat (no solvent); Irradiation (UV/VIS); 4-cumylphenoxy-4-phthalonitrile (2.96 mmol) and CuCl2 (1.49 mmol) in thepresence of DBU were irradiated in a quartz vessel by a microwave oven at 440 W for 10 min; the complex was washed with a methanol/water soln.; column chromy. (silica gel, tetrahydrofuran/ethyl acetate/methanol = 4/1/1, wt./wt./wt.); the complex was dried; elem. anal.;

DOI:10.1016/j.jorganchem.2004.01.017

upstream raw materials:

p-cumylphenol

4-Nitrophthalonitrile

4-nitrophthalic amide

Downstream raw materials:

6-(p-cumylphenoxy)-1,3-dihydro-1,3-diiminoisoindole

tetrakis(cumylphenoxy)phthalocyanine

tetrakis(2,9,16,23-cumylphenoxy) copper phthalocyanine

Refernces

• 1、 Tikhomirova, Tatyana,Nalimova, Kseniya,Kerner, Anastasiya,Vashurin, Artur,Znoyko, Serafima. "Er(III) and Lu(III) complexes of 2(3),9(10),16(17),23(24)-tetrakis- and 2,3,9,10,16,17,23,24-octakis-[4-(1-methyl-1-phenylethyl)phenoxy]phthalocyaninato. Synthesis and spectroscopic properties". . p. 575 - 583. Retrieved 2019/03/13.
• 2、 Liu, Mark O.,Tai, Chia-Hon,Wang, Wei-Ya,Chen, Jun-Rong,Hu, Andrew Teh,Wei, Tai-Huei. "Microwave-assisted synthesis and reverse saturable absorption of phthalocyanines and porphyrins". . p. 1078 - 1084. Retrieved 2007/10/03.