4-(1,3-Dithiolan-2-yl)-2-methoxyphenol

Base Information

• Chemical Name: 4-(1,3-Dithiolan-2-yl)-2-methoxyphenol
• CAS No.: 22068-62-8
• Molecular Formula: C10H12O2S2
• Molecular Weight: 228.336
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50368783
• Nikkaji Number: J1.629.831J
• Wikidata: Q82155596
• Mol file: 22068-62-8.mol

Synonyms:4-(1,3-dithiolan-2-yl)-2-methoxyphenol;22068-62-8;2-(4-Hydroxy-3-methoxyphenyl)-1,3-dithiolane;Phenol,4-(1,3-dithiolan-2-yl)-2-methoxy-;SCHEMBL16597325;DTXSID50368783;AKOS027248783;2-Methoxy-4-(1,3-dithiolane-2-yl)phenol;CS-0224860;FT-0669765;EN300-12149;10.14272/QMTIOHSDTHZCIL-UHFFFAOYSA-N;doi:10.14272/QMTIOHSDTHZCIL-UHFFFAOYSA-N;Z57991029

Chemical Property of 4-(1,3-Dithiolan-2-yl)-2-methoxyphenol

Chemical Property:

• Vapor Pressure: 8.35E-07mmHg at 25°C
• Refractive Index: 1.644
• Boiling Point: 395 °C at 760 mmHg
• Flash Point: 192.7 °C
• PSA: 80.06000
• Density: 1.31 g/cm³
• LogP: 2.87940
• Solubility.: Chloroform, Dichlormethane, Dimethyl Formamide, Ethyl Acetate
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 228.02787197
• Heavy Atom Count: 14
• Complexity: 183

Purity/Quality:

95% ^*data from raw suppliers

2-(4-Hydroxy-3-methoxyphenyl)-1,3-dithiolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C2SCCS2)O
• Uses: Insecticidal activity.

Technology Process of 4-(1,3-Dithiolan-2-yl)-2-methoxyphenol

There total 3 articles about 4-(1,3-Dithiolan-2-yl)-2-methoxyphenol 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: 100.0%

vanillin (121-33-5,8014-42-4) + ethane-1,2-dithiol (540-63-6) → 2-(4'-hydroxy-3-methoxyphenyl)-1,3-dithiolane (22068-62-8)

Guidance literature:

With silica gel; toluene-4-sulfonic acid; In dichloromethane; for 1.5h; Heating;

DOI:10.1055/s-2005-865303

Reference yield: 81.0%

vanillin (121-33-5,8014-42-4) → 2-(4'-hydroxy-3-methoxyphenyl)-1,3-dithiolane (22068-62-8)

Guidance literature:

In chloroform; at 80 ℃; for 8h; chemoselective reaction;

DOI:10.1021/ol403313h

Reference yield: 38.0%

2-ethoxy-[1,3]dithiolane (65225-59-4) + 2-methoxy-phenol (90-05-1) → 2-(4'-hydroxy-3-methoxyphenyl)-1,3-dithiolane (22068-62-8)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 14h; Ambient temperature;

DOI:10.1246/bcsj.54.2120

upstream raw materials:

2-ethoxy-[1,3]dithiolane

2-methoxy-phenol

vanillin

ethane-1,2-dithiol

Downstream raw materials:

vanillin

Refernces

• 1、 Du, Yunfei,Ouyang, Yaxin,Wang, Xi,Wang, Xiaofan,Yu, Zhenyang,Zhao, Bingyue,Zhao, Kang. "PhIO-Mediated oxidative dethioacetalization/dethioketalization under water-free conditions". . p. 48 - 65. Retrieved 2021/06/16.
• 2、 Shaterian, Hamid Reza,Azizi, Kobra,Fahimi, Nafiseh. "Silica-supported phosphorus pentoxide: A reusable catalyst for S,S-acetalization of carbonyl groups under ambient conditions". experimental part. p. 85 - 91. Retrieved 2012/01/06.