6,6'-Methylenedi-2,4-xylenol

Base Information

• Chemical Name: 6,6'-Methylenedi-2,4-xylenol
• CAS No.: 6538-35-8
• Molecular Formula: C17H20 O2
• Molecular Weight: 256.345
• Hs Code.: 2907299090
• European Community (EC) Number: 229-451-3
• UNII: 9X7XHT5AML
• DSSTox Substance ID: DTXSID90215702
• Nikkaji Number: J225.174D
• Wikidata: Q83091775
• Mol file: 6538-35-8.mol

Synonyms:6,6'-Methylenedi-2,4-xylenol;6538-35-8;2-[(2-hydroxy-3,5-dimethylphenyl)methyl]-4,6-dimethylphenol;EINECS 229-451-3;9X7XHT5AML;2,4-Xylenol, 6,6'-methylenedi-;2-((2-Hydroxy-3,5-dimethylphenyl)methyl)-4,6-dimethylphenol;Phenol,2-[(2-hydroxy-3,5-dimethylphenyl)methyl]-4,6-dimethyl-;Phenol, 2,2'-methylenebis(4,6-dimethyl-;Phenol, 2,2'-methylenebis[4,6-dimethyl-;UNII-9X7XHT5AML;SCHEMBL69707;DTXSID90215702;2,2'-methylenebis(4,6-dimethylphenol);2,2'-Dioxy-3,5,3',5'-tetramethyl-diphenylmethan;PHENOL, 2-((2-HYDROXY-3,5-DIMETHYLPHENYL)METHYL)-4,6-DIMETHYL-

Chemical Property of 6,6'-Methylenedi-2,4-xylenol

Chemical Property:

• Melting Point: 145-146 °C
• Boiling Point: 170-220 °C(Press: 1.5 Torr)
• PKA: 10.30±0.48(Predicted)
• Flash Point: 186.4oC
• PSA: 40.46000
• Density: 1 +-.0.06 g/cm3(Predicted)
• LogP: 3.92220
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 256.146329876
• Heavy Atom Count: 19
• Complexity: 263

Purity/Quality:

99.3% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)CC2=CC(=CC(=C2O)C)C)O)C

Technology Process of 6,6'-Methylenedi-2,4-xylenol

There total 38 articles about 6,6'-Methylenedi-2,4-xylenol 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%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2,4-Xylenol (105-67-9) → 6,6'-methylenebis(2,4-dimethylphenol) (6538-35-8)

Guidance literature:

With sulfonatedreduced graphene oxide nanosheet; In neat (no solvent); at 100 ℃; for 0.166667h; Catalytic behavior; Green chemistry;

DOI:10.1039/c4ra10177d

Reference yield: 62.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + methylmagnesium bromide (75-16-1) + 2,4-Xylenol (105-67-9) → 6,6'-methylenebis(2,4-dimethylphenol) (6538-35-8)

Guidance literature:

methylmagnesium bromide; 2,4-Xylenol; In diethyl ether; at 0 ℃;

formaldehyd; In toluene; for 12h; Further stages.; Heating;

DOI:10.1021/ol016003d

Reference yield:

2-hydroxymethyl-4,6-dimethylphenol (4397-13-1) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + 6,6'-methylenebis(2,4-dimethylphenol) (6538-35-8) + bis-(2-hydroxy-3,5-dimethyl-benzyl)-ether (14010-03-8) + water (7732-18-5)

Guidance literature:

at 140 ℃;

DOI:10.1080/096708700415571

upstream raw materials:

2,6-bis(hydroxymethyl)-4-methylphenol

formaldehyd

hexamethylenetetramine

2,4-Xylenol

Downstream raw materials:

3,3',5,5'-Tetramethyl-diphenylmethan-2,2'-bis-(2,4-dinitro-phenyl)-ether

formaldehyd

2,4-Dimethyl-6-(4-nitro-phenylazo)-phenol

methylene bis(4,6-dimethylphenyl)phenylphosphonite

Refernces

• 1、 Dong, Guangbin,Ratchford, Benjamin L.,Xue, Yibin,Zhang, Rui,Zhu, Jun. "Catalytic Activation of Unstrained C(Aryl)-C(Alkyl) Bonds in 2,2′-Methylenediphenols". . p. 3242 - 3249. Retrieved 2022/02/23.
• 2、 Naeimi, Hossein,Golestanzadeh, Mohsen. "Microwave-assisted synthesis of 6,6′-(aryl(alkyl)methylene)bis(2,4-dialkylphenol) antioxidants catalyzed by multi-sulfonated reduced graphene oxide nanosheets in water". . p. 2697 - 2710. Retrieved 2015/04/14.