2,2'-Methylenediphenol

Base Information

• Chemical Name: 2,2'-Methylenediphenol
• CAS No.: 2467-02-9
• Molecular Formula: C13H12O2
• Molecular Weight: 200.237
• Hs Code.: 2907299090
• European Community (EC) Number: 908-912-9,219-578-2,689-816-1
• NSC Number: 402103
• UNII: 04D0A23747
• DSSTox Substance ID: DTXSID4022446
• Nikkaji Number: J80.494K
• Wikidata: Q27115904
• ChEMBL ID: CHEMBL148831
• Mol file: 2467-02-9.mol

Synonyms:(2,2'-dihydroxydiphenyl)methane;2,2'-bisphenol F;bis(2-hydroxyphenyl)methane;ortho, ortho-bisphenol F

Chemical Property of 2,2'-Methylenediphenol

Chemical Property:

• Melting Point: 113-118 °C(lit.)
• Boiling Point: 362.5 °C at 760 mmHg
• PKA: 9.81±0.30(Predicted)
• Flash Point: 177.1 °C
• PSA: 40.46000
• Density: 1.208 g/cm³
• LogP: 2.68860
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 200.083729621
• Heavy Atom Count: 15
• Complexity: 173

Purity/Quality:

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

2,2''-Bis(hydroxyphenyl)methane ^*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

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CC2=CC=CC=C2O)O
• Uses: 2,2'-Bis(hydroxyphenyl)methane is a dihydroxydiphenyl methane and the ortho analogue of Bisphenol F (B519555). 2,2'-Bis(hydroxyphenyl)methane is a contact sensitizer found in resins and products based on phenol-formaldehyde.

Technology Process of 2,2'-Methylenediphenol

There total 34 articles about 2,2'-Methylenediphenol 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: 80.0%

5,5'-dibromo-2,2'-dihydroxy-diphenyl-methane (78563-03-8) → Bis(2-hydroxyphenyl)methane (2467-02-9)

Guidance literature:

With potassium hydroxide; zinc;

DOI:10.1002/hlca.19820650411

Reference yield: 56.1%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + phenol (108-95-2,27073-41-2) → Bis(2-hydroxyphenyl)methane (2467-02-9)

Guidance literature:

phenol; With calcium silicate composite catalyst; at 90 ℃; for 0.0833333h; Inert atmosphere;

formaldehyd; In water; at 110 ℃; for 2h; Concentration; Reagent/catalyst; Temperature; Inert atmosphere;

Reference yield: 51.19%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + phenol (108-95-2,27073-41-2) → Bis(2-hydroxyphenyl)methane (2467-02-9) + 2-[(4-hydroxyphenyl)methyl]phenol (2467-03-0) + bis-(4-hydroxyphenyl)methane (620-92-8)

Guidance literature:

phenol; With catalyst with modified organic framework formed from chromium trioxide and phosphotungstic acid; at 80 ℃; for 0.25h;

formaldehyd; In water; at 80 ℃; for 0.5h; Concentration; Time; Temperature; Reagent/catalyst;

upstream raw materials:

xanthene

pentan-1-ol

3-chloro-2',6-dihydroxydiphenylmethane

5,5'-dibromo-2,2'-dihydroxy-diphenyl-methane

Downstream raw materials:

bis-(2-hydroxy-3,5-bis-hydroxymethyl-phenyl)-methane

2-(4-Hydroxy-benzyl)-6-salicyl-phenol

4-(4-Hydroxy-benzyl)-2-salicyl-phenol

2,6-Bis-(2-hydroxy-benzyl)-phenol

Refernces

• 1、 Tan, Ying,Li, Yongfei,Wei, Yuanfeng,Wu, Zhimin,Yan, Jiaqi,Pan, Langsheng,Liu, Yuejin. "The hydroxyalkylation of phenol with formaldehyde over mesoporous M(Al, Zr, Al-Zr)-SBA-15 catalysts: The effect on the isomer distribution of bisphenol F". . p. 21 - 25. Retrieved 2015.
• 2、 van Veen,R.,Bickelhaupt,F.. "-". . p. 589 - 594. Retrieved 1970.
• 3、 -. "Method for preparing bisphenol F with high 2,2'-isomer content". Paragraph 0019; 0024; 0029; 0034; 0036; 0038; 0040; 0042. . Retrieved 2018/12/14.