2,2'-Methylenebis[6-(2-hydroxy-5-methylbenzyl)-p-cresol]

Base Information

• Chemical Name: 2,2'-Methylenebis[6-(2-hydroxy-5-methylbenzyl)-p-cresol]
• CAS No.: 20837-68-7
• Molecular Formula: C31H32O4
• Molecular Weight: 468.58300
• Hs Code.: 2907299090
• European Community (EC) Number: 677-454-7
• DSSTox Substance ID: DTXSID20452845
• Nikkaji Number: J372.440I
• Wikidata: Q82273700
• Mol file: 20837-68-7.mol

Synonyms:20837-68-7;2,2'-Methylenebis[6-(2-hydroxy-5-methylbenzyl)-p-cresol];2-[[2-hydroxy-3-[(2-hydroxy-5-methylphenyl)methyl]-5-methylphenyl]methyl]-6-[(2-hydroxy-5-methylphenyl)methyl]-4-methylphenol;Phenol, 2,2'-methylenebis[6-[(2-hydroxy-5-methylphenyl)methyl]-4-methyl-;SCHEMBL218957;DTXSID20452845;AKOS015839115;CS-0435407;M1683;6,6''-Methylenebis[2,2'-methylenebis(4-methylphenol)];2,2'-Methylenebis[6-(2-hydroxy-5-methylbenzyl)-p-cresol], 85%;6,6'-Methylenebis(2-(2-hydroxy-5-methylbenzyl)-4-methylphenol);Bis[2-hydroxy-3-(2-hydroxy-5-methylbenzyl)-5-methylphenyl]methane;6,6'-Bis(2-hydroxy-5-methylbenzyl)-4,4'-dimethyl-2,2'-methylenediphenol;2,2'-{Methylenebis[(2-hydroxy-5-methyl-3,1-phenylene)methylene]}bis(4-methylphenol)

Chemical Property of 2,2'-Methylenebis[6-(2-hydroxy-5-methylbenzyl)-p-cresol]

Chemical Property:

• Melting Point: 185-188 °C
• Boiling Point: 656.379oC at 760 mmHg
• PKA: 9.92±0.50(Predicted)
• Flash Point: 280.696oC
• PSA: 80.92000
• Density: 1.212g/cm3
• LogP: 6.51500
• XLogP3: 7.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 468.23005950
• Heavy Atom Count: 35
• Complexity: 600

Purity/Quality:

98% ^*data from raw suppliers

2,2'-METHYLENEBIS[6-(2-HYDROXY-5-METHYLBENZYL)-P-CRESOL] 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)O)CC2=C(C(=CC(=C2)C)CC3=CC(=CC(=C3O)CC4=C(C=CC(=C4)C)O)C)O

Technology Process of 2,2'-Methylenebis[6-(2-hydroxy-5-methylbenzyl)-p-cresol]

There total 13 articles about 2,2'-Methylenebis[6-(2-hydroxy-5-methylbenzyl)-p-cresol] 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: 42.0%

p-cresol (106-44-5) + 2-(3-hydroxymethyl-2-hydroxy-5-methylbenzyl)-6-hydroxymethyl-4-methylphenol (22247-58-1) → 6,6′-methylenebis(2-(2-hydroxy-5-methylbenzyl)-4-methylphenol) (20837-68-7)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; at 100 ℃; for 0.5h;

Reference yield:

p-cresol (106-44-5) → 6,6′-methylenebis(2-(2-hydroxy-5-methylbenzyl)-4-methylphenol) (20837-68-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 15 percent / hydrochloric acid / H₂O / 2 h / 50 °C

2: 46 percent / sodium hydroxide / H₂O; methanol / 24 h / 50 °C

3: 42 percent / p-toluenesulfonic acid / benzene / 0.5 h / 100 °C

With hydrogenchloride; sodium hydroxide; toluene-4-sulfonic acid; In methanol; water; benzene; 1: Alkylation / 2: Alkylation / 3: Alkylation;

Reference yield:

2,2'-methylenebis(4-methylphenol) (3236-63-3) → 6,6′-methylenebis(2-(2-hydroxy-5-methylbenzyl)-4-methylphenol) (20837-68-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 46 percent / sodium hydroxide / H₂O; methanol / 24 h / 50 °C

2: 42 percent / p-toluenesulfonic acid / benzene / 0.5 h / 100 °C

With sodium hydroxide; toluene-4-sulfonic acid; In methanol; water; benzene; 1: Alkylation / 2: Alkylation;

upstream raw materials:

p-cresol

2-(3-hydroxymethyl-2-hydroxy-5-methylbenzyl)-6-hydroxymethyl-4-methylphenol

[3-(3-bromo-2-hydroxy-5-methyl-benzyl)-2-hydroxy-5-methyl-phenyl]-[2-hydroxy-3-(2-hydroxy-5-methyl-benzyl)-5-methyl-phenyl]-methane

bis-[3-(3-bromo-2-hydroxy-5-methyl-benzyl)-2-hydroxy-5-methyl-phenyl]-methane

Downstream raw materials:

bis{3-[2-(4-methyl-1,3,2-dioxaphosphorinan-2-yloxy)-5-methylbenzyl]-2-(4-methyl-1,3,2-dioxaphosphorinan-2-yloxy)-5-methylphenyl}methane

[2-[2-ethoxycarbonylmethoxy-3-(2-ethoxycarbonylmethoxy-5-methyl-benzyl)-5-methyl-benzyl]-6-(2-ethoxycarbonylmethoxy-5-methyl-benzyl)-4-methyl-phenoxy]-acetic acid ethyl ester

4,4′-[6,6′-methylenebis(2-(2-(3,4-dicyanophenoxy)-5-methylbenzyl)-4-methyl-6,1-phenylene)]bis(oxy)diphthalonitrile

bis-(2-hydroxy-3-{2-hydroxy-3-[2-hydroxy-3-(2-hydroxy-5-methyl-benzyl)-5-methyl-benzyl]-5-methyl-benzyl}-5-methyl-phenyl)-methane