3,3'-Methylenediphenol

Base Information

• Chemical Name: 3,3'-Methylenediphenol
• CAS No.: 10193-50-7
• Molecular Formula: C13H12O2
• Molecular Weight: 200.237
• Hs Code.: 2907299090
• European Community (EC) Number: 965-980-2
• DSSTox Substance ID: DTXSID10594965
• Nikkaji Number: J81.468G
• Wikidata: Q82489897
• Mol file: 10193-50-7.mol

Synonyms:10193-50-7;3,3/'-Methylenebisphenol;3-[(3-hydroxyphenyl)methyl]phenol;3,3'-Methylenediphenol;SCHEMBL70267;3,3'-dihydroxydiphenylmethane;DTXSID10594965;NS00007259

Chemical Property of 3,3'-Methylenediphenol

Chemical Property:

• Melting Point: 102.5°C
• Refractive Index: 1.6110 (estimate)
• Boiling Point: 297.96°C (rough estimate)
• PSA: 40.46000
• Density: 1.0907 (rough estimate)
• LogP: 2.68860
• XLogP3: 3.2
• 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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)O)CC2=CC(=CC=C2)O

Technology Process of 3,3'-Methylenediphenol

There total 9 articles about 3,3'-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:

→ bis-(4-hydroxyphenyl)methane (620-92-8) + 3,3'-dihydroxydiphenylmethane (10193-50-7) + 3,4'-dihydroxydiphenylmethane (78480-27-0)

Guidance literature:

With boric acid tributyl ester; lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; for 5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00050a023

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + phenol (108-95-2,27073-41-2) → bis-(4-hydroxyphenyl)methane (620-92-8) + 3,3'-dihydroxydiphenylmethane (10193-50-7) + 3,4'-dihydroxydiphenylmethane (78480-27-0)

Guidance literature:

With 30percent 12-phosphotungstic acid/palygorskite; at 69.84 ℃; for 0.666667h; Reagent/catalyst; Temperature; Overall yield = 87 %; Inert atmosphere; Green chemistry;

DOI:10.1039/c5ra10588a

Reference yield:

3-methoxy-benzaldehyde (591-31-1) → 3,3'-dihydroxydiphenylmethane (10193-50-7)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 3 h / 20 °C

2: palladium on activated charcoal / ethanol

3: boron tribromide / dichloromethane

With palladium on activated charcoal; boron tribromide; In tetrahydrofuran; ethanol; dichloromethane; 1: |Grignard Reaction;

DOI:10.1021/acsinfecdis.9b00190

upstream raw materials:

3,3'-methylenedianiline

formaldehyd

phenol

3-methoxy-benzaldehyde

Downstream raw materials:

4,4'-methylenebis(2-hydroxybenzaldehyde)

Refernces

• 1、 Ochoa, Cristian,Solinski, Amy E.,Nowlan, Marcus,Dekarske, Madeline M.,Wuest, William M.,Kozlowski, Marisa C.. "A Bisphenolic Honokiol Analog Outcompetes Oral Antimicrobial Agent Cetylpyridinium Chloride via a Membrane-Associated Mechanism". . p. 74 - 79. Retrieved 2019/11/20.
• 2、 -. "Carbonates of acetylenic alcohols". . . Retrieved 2008/06/13.