4-(2-Isothiocyanatoethyl)phenol

Base Information

• Chemical Name: 4-(2-Isothiocyanatoethyl)phenol
• CAS No.: 60114-04-7
• Molecular Formula: C9H9NOS
• Molecular Weight: 179.243
• DSSTox Substance ID: DTXSID20439919
• Nikkaji Number: J873.652I
• ChEMBL ID: CHEMBL3409218
• Mol file: 60114-04-7.mol

Synonyms:4-(2-isothiocyanatoethyl)phenol;CHEMBL3409218;60114-04-7;Phenol, 4-(2-isothiocyanatoethyl)-;2-(4-hydroxyphenyl)ethyl isothiocyanate;SCHEMBL2947970;4-Hydroxyphenethyl isothiocyanate;DTXSID20439919;DDWUOCNNMSTNMY-UHFFFAOYSA-N;BDBM50073657;AKOS006313213;PD138982;BB 0260330

Chemical Property of 4-(2-Isothiocyanatoethyl)phenol

Chemical Property:

• PSA: 64.68000
• LogP: 2.03750
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 179.04048508
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCN=C=S)O

Technology Process of 4-(2-Isothiocyanatoethyl)phenol

There total 5 articles about 4-(2-Isothiocyanatoethyl)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: 79.0%

carbon disulfide (75-15-0,12122-00-8) + tyrosamine (51-67-2) → 2-(4-hydroxyphenyl)ethyl isothiocyanate (60114-04-7)

Guidance literature:

carbon disulfide; tyrosamine; With triethylamine; In ethanol; at 20 ℃; for 1h;

With dmap; di-tert-butyl dicarbonate; at 0 - 20 ℃; for 4h;

DOI:10.1016/j.bmcl.2014.11.014

Reference yield: 62.0%

tyrosamine (51-67-2) + 1,1'-Thiocarbonyldiimidazole (6160-65-2) → 2-(4-hydroxyphenyl)ethyl isothiocyanate (60114-04-7)

Guidance literature:

In N,N-dimethyl-formamide; for 0.5h;

DOI:10.1021/ac980018g

Reference yield: 24.0%

thiophosgene (463-71-8) + tyramine hydrochloride (60-19-5) → 2-(4-hydroxyphenyl)ethyl isothiocyanate (60114-04-7)

Guidance literature:

tyramine hydrochloride; In dichloromethane; at 0 ℃; for 0.0833333h; Alkaline conditions;

thiophosgene; In dichloromethane; at 0 - 20 ℃; for 2.33333h;

DOI:10.1016/j.ejmech.2015.02.012

upstream raw materials:

carbon disulfide

tyrosamine

1,1'-Thiocarbonyldiimidazole

thiophosgene

Downstream raw materials:

C₁₈H₁₈Cl₂N₂O₃S