Bis[4-(hydroxymethyl)phenyl] disulfide

Base Information

• Chemical Name: Bis[4-(hydroxymethyl)phenyl] disulfide
• CAS No.: 7748-20-1
• Molecular Formula: C14H14 O2 S2
• Molecular Weight: 278.396
• DSSTox Substance ID: DTXSID10524202
• Wikidata: Q72469952
• Mol file: 7748-20-1.mol

Synonyms:7748-20-1;(Disulfanediylbis(4,1-phenylene))dimethanol;4,4'-disulfanediylbis(4,1-phenylene)dimethanol;Bis[4-(hydroxymethyl)phenyl] disulfide;[4-[[4-(hydroxymethyl)phenyl]disulfanyl]phenyl]methanol;(4-{[4-(hydroxymethyl)phenyl]disulfanyl}phenyl)methanol;Benzenemethanol, 4,4'-dithiobis-;Bis[4-(hydroxymethyl)phenyl]disulfide;4,4'-Dithiobisbenzenemethanol;4,4'-Dithiobisbenzyl alcohol;SCHEMBL8793301;DTXSID10524202;AKOS016008690;[Disulfanediyldi(4,1-phenylene)]dimethanol;A9805;CS-0216913;EN300-6475248;J-519900;4,4'-Disulfanediylbis(4,1-phenylene)dimethanol;4-Mercaptobenzyl alcohol dimmer

Chemical Property of Bis[4-(hydroxymethyl)phenyl] disulfide

Chemical Property:

• Melting Point: 128-130°C
• PSA: 91.06000
• LogP: 3.47060
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 278.04352203
• Heavy Atom Count: 18
• Complexity: 198

Purity/Quality:

97% ^*data from raw suppliers

4,4''-DithiobisbenzylAlcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CO)SSC2=CC=C(C=C2)CO
• Uses: One of the sulfonimidamide analogs of the oncolytic diarylsulfonylureas evaluated for in vitro cytotoxicity against CEM cells, in vivo antitumor activity against subaxillary implanted 6C3HED lymphosarcoma, and metabolic breakdown to the o-sulfate of p-chloroaniline.

Technology Process of Bis[4-(hydroxymethyl)phenyl] disulfide

There total 7 articles about Bis[4-(hydroxymethyl)phenyl] disulfide 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: 66.0%

4-mercaptobenzyl alcohol (53339-53-0) → 4-(hydroxymethyl)phenyl disulfide (7748-20-1)

Guidance literature:

With iodine; triethylamine; In methanol; at 20 ℃; for 1h;

DOI:10.1039/c6cc03336a

Reference yield:

→ 4-mercaptobenzyl alcohol (53339-53-0) + 4-(hydroxymethyl)phenyl disulfide (7748-20-1)

Guidance literature:

Reference yield:

4,4'-Dithiobisbenzoic acid (1155-51-7) → 4-(hydroxymethyl)phenyl disulfide (7748-20-1)

Guidance literature:

Multi-step reaction with 3 steps

2: LiAlH₄; diethyl ether

3: iodine

With lithium aluminium tetrahydride; diethyl ether; iodine;

DOI:10.1002/pol.1955.120178407

upstream raw materials:

4-mercaptobenzyl alcohol

4,4'-Dithiobisbenzoic acid

diethyl 4,4'-dithiobis

methyl 4-mercaptobenzoate

Downstream raw materials:

4,4'-dithiobis(benzyl chloride)

4-(Acetoxymethyl)phenyl disulfide

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