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

Base Information

• Chemical Name: 4-(1,3-Dithiolan-2-yl)phenol
• CAS No.: 22068-49-1
• Molecular Formula: C9H10 O S2
• Molecular Weight: 198.31
• Hs Code.: 2934999090
• NSC Number: 132849
• UNII: PIP8O1R36T
• DSSTox Substance ID: DTXSID40176556
• Nikkaji Number: J79.331K
• Wikidata: Q27286579
• Mol file: 22068-49-1.mol

Synonyms:4-(1,3-dithiolan-2-yl)phenol;22068-49-1;2-(4-Hydroxyphenyl)-1,3-dithiolane;PIP8O1R36T;p-(1,3-Dithiolan-2-yl)phenol;Phenol, p-(1,3-dithiolan-2-yl)-;NSC 132849;NSC-132849;BRN 0141157;1,3-Dithiolane, 2-(4-hydroxyphenyl)-;2-(4'-hydroxyphenyl)-1,3-dithiolane;Phenol,4-(1,3-dithiolan-2-yl)-;NSC132849;UNII-PIP8O1R36T;SCHEMBL12471594;DTXSID40176556;HMS1727F12;MFCD00068127;AKOS001067219;Phenol, 4-(1,3-dithiolan-2-yl)-;AS-9169;SDCCGMLS-0066250.P001;NCGC00324788-01;PHENOL, P-1,3-DITHIOLAN-2-YL-;LS-104602;CS-0318292;FT-0616456;AB01320124-02;4-19-00-00740 (Beilstein Handbook Reference);A815895;Q27286579;Z57992434

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

Chemical Property:

• Vapor Pressure: 3.35E-06mmHg at 25°C
• Melting Point: 114 °C
• Boiling Point: 376.4°Cat760mmHg
• Flash Point: 183°C
• PSA: 70.83000
• Density: 1.319g/cm³
• LogP: 2.87080
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 198.01730729
• Heavy Atom Count: 12
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

4-(1,3-Dithiolan-2-yl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Hazard Codes: Xn:Harmful
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSC(S1)C2=CC=C(C=C2)O

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

There total 9 articles about 4-(1,3-Dithiolan-2-yl)phenol 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: 98.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + ethane-1,2-dithiol (540-63-6) → 4-(1,3-dithiolan-2-yl)phenol (22068-49-1)

Guidance literature:

With P-benzyltriphenylphosphonium tribromide; at 20 ℃; for 0.0666667h;

DOI:10.1080/10426500601088739

Reference yield: 97.0%

4-(2,6-dioxacyclohexyl)phenol (6052-80-8) + ethane-1,2-dithiol (540-63-6) → 4-(1,3-dithiolan-2-yl)phenol (22068-49-1)

Guidance literature:

With tetra-N-butylammonium tribromide; In tetrahydrofuran; at 20 ℃; for 0.08h;

DOI:10.1039/b402648a

Reference yield: 97.0%

2-(4-tert-butyldimethylsilyloxyphenyl)-1,3-dithiolane → 4-(1,3-dithiolan-2-yl)phenol (22068-49-1)

Guidance literature:

With tetra-N-butylammonium tribromide; In tetrahydrofuran; at 20 ℃; for 0.08h;

DOI:10.1039/b402648a

upstream raw materials:

4-hydroxy-benzaldehyde

ethane-1,2-dithiol

2-<4-(acetoxy)phenyl>-1,3-dithiolane

4-(2,6-dioxacyclohexyl)phenol

Downstream raw materials:

4-nitro-phenol

4-hydroxy-3-nitrobenzaldehyde

4-hydroxy-benzaldehyde

C₁₄H₁₈O₃S₂

Refernces

• 1、 Kathe, Prasad M.,Berkefeld, Andreas,Fleischer, Ivana. "Nickel Hydride Catalyzed Cleavage of Allyl Ethers Induced by Isomerization". supporting information. p. 1629 - 1632. Retrieved 2021/02/09.
• 2、 Sedrpoushan, Alireza,Ghazizadeh, Habibollah. "Mesoporous sBa-15 silica catalyst functionalized with phenylsulfonic acid groups (SbA-15-ph-So3h) as efficient nanocatalyst for chemoselective thioacetalization of carbonyl compounds". . p. 112 - 118. Retrieved 2017/01/18.