3,4-Dihydroxyphenyl thiocyanate

Base Information

• Chemical Name: 3,4-Dihydroxyphenyl thiocyanate
• CAS No.: 5393-22-6
• Molecular Formula: C7H5NO2S
• Molecular Weight: 167.188
• NSC Number: 4669
• UNII: CU6YCM5UT0
• DSSTox Substance ID: DTXSID60202220
• Nikkaji Number: J1.984.663F
• Wikidata: Q83075496
• Mol file: 5393-22-6.mol

Synonyms:3,4-Dihydroxyphenyl thiocyanate;4-Thiocyanatopyrocatechol;5393-22-6;Thiocyanic acid, 3,4-dihydroxyphenyl ester;NSC 4669;CU6YCM5UT0;BRN 2444947;NSC-4669;C7H5NO2S;3-06-00-06296 (Beilstein Handbook Reference);4-thiocyanatobenzene-1,2-diol;UNII-CU6YCM5UT0;4-Thiocyano-1,2-benzenediol;DTXSID60202220;NSC4669;LS-152666

Chemical Property of 3,4-Dihydroxyphenyl thiocyanate

Chemical Property:

• Vapor Pressure: 8.72E-06mmHg at 25°C
• Boiling Point: 363.3°C at 760 mmHg
• Flash Point: 173.5°C
• Density: 1.53g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 167.00409958
• Heavy Atom Count: 11
• Complexity: 177

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1SC#N)O)O

Technology Process of 3,4-Dihydroxyphenyl thiocyanate

There total 7 articles about 3,4-Dihydroxyphenyl thiocyanate 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: 82.0%

ammonium thiocyanate + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 4-thiocyanatobenzene-1,2-diol (5393-22-6)

Guidance literature:

With dipotassium peroxodisulfate; In dichloromethane; at 20 ℃; for 4h; regioselective reaction;

DOI:10.1016/j.tetlet.2016.12.043

Reference yield: 79.0%

potassium thioacyanate (333-20-0) + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 4-thiocyanatobenzene-1,2-diol (5393-22-6)

Guidance literature:

With (Dichloroiodo)benzene; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1081/SCC-120026343

Reference yield: 62.0%

ammonium thiocyanate + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 4-thiocyanatobenzene-1,2-diol (5393-22-6)

Guidance literature:

With sodium perchlorate; In acetonitrile; at 20 - 25 ℃; Electrolysis;

DOI:10.1007/s11172-019-2681-2

upstream raw materials:

methanol

thiocyanogen

benzene-1,2-diol

dichloromethane

Refernces

• 1、 Mete, Trimbak B.,Khopade, Tushar M.,Bhat, Ramakrishna G.. "Transition-metal-free regioselective thiocyanation of phenols, anilines and heterocycles". supporting information. p. 415 - 418. Retrieved 2017/01/10.