2,2-Bis(4-hydroxy-3,5-dimethylphenyl)propane

Base Information

• Chemical Name: 2,2-Bis(4-hydroxy-3,5-dimethylphenyl)propane
• CAS No.: 5613-46-7
• Deprecated CAS: 50984-82-2,56345-14-3,790150-84-4,790150-84-4
• Molecular Formula: C19H24O2
• Molecular Weight: 284.398
• Hs Code.: 29072990
• European Community (EC) Number: 227-033-5
• NSC Number: 73730
• DSSTox Substance ID: DTXSID8047973
• Nikkaji Number: J225.054C
• Wikidata: Q81976505
• ChEMBL ID: CHEMBL480406
• Mol file: 5613-46-7.mol

Synonyms:5613-46-7;2,2-Bis(4-hydroxy-3,5-dimethylphenyl)propane;4,4'-(propane-2,2-diyl)bis(2,6-dimethylphenol);Tetramethylbisphenol A;2,2-Bis(3,5-dimethyl-4-hydroxyphenyl)propane;4,4'-propane-2,2-diylbis(2,6-dimethylphenol);4-[2-(4-hydroxy-3,5-dimethylphenyl)propan-2-yl]-2,6-dimethylphenol;tetramethyl bisphenol A;4,4'-Isopropylidenebis(2,6-dimethylphenol);4-[1-(4-Hydroxy-3,5-dimethylphenyl)-1-methylethyl]-2,6-dimethylphenol;DTXSID8047973;4,4'-Isopropylidenedi-2,6-xylol;EINECS 227-033-5;MFCD00068238;NSC 73730;Phenol, 4,4'-(1-methylethylidene)bis[2,6-dimethyl-;4,4'-Isopropylidenedi-2,6-xylenol-d6;4-[2-(4-hydroxy-3,5-dimethyl-phenyl)propan-2-yl]-2,6-dimethyl-phenol;2,2-bis-(3,5-dimethyl-4-hydroxyphenyl)-propane;Phenol, 4,4'-(1-methylethylidene)bis(2,6-dimethyl-;Bisxylenol A;NSC73730;TetramethylbisphenolA;Bisphenol A, tetramethyl;SCHEMBL69586;bis(2,6-dimethylphenol), 2;CHEMBL480406;DTXCID4027949;BDBM34126;Tox21_201210;NSC-73730;AKOS015842420;CS-W012237;NCGC00248958-01;NCGC00258762-01;AS-19578;SY051043;CAS-5613-46-7;B1464;FT-0675091;FT-0675092;2,2-di(4-hydroxy-3,5-dimethylphenyl)propane;2,2-bis-(3,5-dimethyl-4-hydroxyphenyl)propane;4,4'-(2,2-Propanediyl)bis(2,6-dimethylphenol);Phenol,4'-(1-methylethylidene)bis[2,6-dimethyl-;4,4'-Isopropylidenebis(2,6-dimethylphenol), 98%;97700-62-4

Chemical Property of 2,2-Bis(4-hydroxy-3,5-dimethylphenyl)propane

Chemical Property:

• Vapor Pressure: 0Pa at 20℃
• Melting Point: 162-165 °C(lit.)
• Boiling Point: 420.6 °C at 760mmHg
• PKA: 10.60±0.10(Predicted)
• Flash Point: 190.2 °C
• PSA: 40.46000
• Density: 1.074 g/cm³
• LogP: 4.65730
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 3.17mg/L at 20℃
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 284.177630004
• Heavy Atom Count: 21
• Complexity: 296

Purity/Quality:

98% ^*data from raw suppliers

Tetramethyl Bisphenol A ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1O)C)C(C)(C)C2=CC(=C(C(=C2)C)O)C
• Uses: Tetramethylbisphenol A is a methylated congener of Bisphenol A. Tetramethylbisphenol A is a flame retardant with anti-thyroid hormonal activity. Tetramethylbisphenol A inhibits growth and interferes with microtubules in human fibroblasts in vitro.

Technology Process of 2,2-Bis(4-hydroxy-3,5-dimethylphenyl)propane

There total 4 articles about 2,2-Bis(4-hydroxy-3,5-dimethylphenyl)propane 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: 94.0%

2.6-dimethylphenol (576-26-1,25134-01-4) + acetone (67-64-1) → tetramethylbisphenol A (5613-46-7)

Guidance literature:

With sulfuric acid; In Petroleum ether; at 27 ℃; for 3.75h;

DOI:10.1016/j.tet.2014.05.020

Reference yield:

2.6-dimethylphenol (576-26-1,25134-01-4) + 2-tert.-Butyl-4-isopropenyl-phenol (32565-67-6) → 2-tert-Butylphenol (88-18-6) + tetramethylbisphenol A (5613-46-7) + 2-tert.-Butyl-2',6'-dimethyl-4,4'-isopropyliden-bisphenol (19546-24-8)

Guidance literature:

With hydrogenchloride; In toluene;

Reference yield:

2,6-xylenol sulfate (92545-08-9) → tetramethylbisphenol A (5613-46-7)

Guidance literature:

With acetone; 1-dodecylthiol; at 30 ℃; for 1h;

upstream raw materials:

2.6-dimethylphenol

2-tert.-Butyl-4-isopropenyl-phenol

acetone

2,6-xylenol sulfate

Downstream raw materials:

C₃₅H₃₆O₆

4-[1-(4-acetoxy-3,5-dimethylphenyl)-1-methylethyl]-2,6-dimethylphenyl ester

C₂₃H₂₈O₆

C₂₁H₂₆O₄

Refernces

• 1、 Liu, Qiang,Shaver, Andrew T.,Chen, Yu,Miller, Gregory,Paul, Donald R.,Riffle,McGrath, James E.,Freeman, Benny D.. "Effect of UV irradiation and physical aging on O2 and N2 transport properties of thin glassy poly(arylene ether ketone) copolymer films based on tetramethyl bisphenol A and 4,4′-difluorobenzophenone". . p. 202 - 214. Retrieved 2016.
• 2、 Deota, Pradeep T.,Singh, Deepak. "Eco-friendly Solvent-free Route to Alkyl- and Aryl-Bisphenols Catalyzed by Perchloric Acid-Silica". . p. 1 - 7. Retrieved 2020/07/21.
• 3、 -. "Preparation method of high-purity tetramethyl bisphenol A". Paragraph 0051-0054. . Retrieved 2020/01/12.