2-(Phenylthio)ethanol

Base Information

• Chemical Name: 2-(Phenylthio)ethanol
• CAS No.: 699-12-7
• Molecular Formula: C8H10OS
• Molecular Weight: 154.233
• Hs Code.: 29309070
• European Community (EC) Number: 211-828-9
• NSC Number: 57851
• UNII: 9WA374O44P
• DSSTox Substance ID: DTXSID1046974
• Nikkaji Number: J31.165K
• Wikidata: Q27273316
• ChEMBL ID: CHEMBL3185032
• Mol file: 699-12-7.mol

Synonyms:2-phenylmercaptoethanol

Chemical Property of 2-(Phenylthio)ethanol

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 0.00205mmHg at 25°C
• Refractive Index: n20/D 1.592(lit.)
• Boiling Point: 278.4 °C at 760 mmHg
• PKA: 14.36±0.10(Predicted)
• Flash Point: 131.5 °C
• PSA: 45.53000
• Density: 1.14 g/cm³
• LogP: 1.77100
• Storage Temp.: Store below +30°C.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 154.04523611
• Heavy Atom Count: 10
• Complexity: 79.3

Purity/Quality:

99% ^*data from raw suppliers

2-(Phenylthio)ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SCCO
• Uses: 2-(Phenylthio)ethanol has been used:in the synthesis of indole, benzofuran and benzothiophenefor temporary masking of the thymine residue during the synthesis of sugar modified thymidine derivativesin the preparation of 4-[2-(phenylthio)ethoxy]phthalonitrile

Technology Process of 2-(Phenylthio)ethanol

There total 40 articles about 2-(Phenylthio)ethanol 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: 96.0%

O-trimethylsilyl-S-phenylethylene monothioglycol (16654-71-0) → 2-(phenylthio)ethanol (699-12-7)

Guidance literature:

With water; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; at 20 ℃; for 0.616667h;

DOI:10.1039/d1ra01185e

Reference yield: 95.0%

2-(phenylsulfinyl)ethanol (123299-91-2,22063-21-4) → 2-(phenylthio)ethanol (699-12-7)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; potassium iodide; In acetonitrile; at 20 ℃; for 0.133333h; chemoselective reaction;

DOI:10.1016/j.tetlet.2011.09.073

Reference yield: 95.0%

iodobenzene (591-50-4) + 2-hydroxyethanethiol (60-24-2) → 2-(phenylthio)ethanol (699-12-7)

Guidance literature:

With copper(l) iodide; potassium phosphate tribasic trihydrate; at 110 ℃; for 12h;

DOI:10.1016/j.tetlet.2008.11.082

upstream raw materials:

oxirane

thiophenol

2-chloro-ethanol

(phenylthio)acetic acid

Downstream raw materials:

Vinyl-(2-phenyl-thio-ethyl)-ether

2-Chloroethyl phenyl sulfide

(R)-2-(phenylsulfinyl)ethanol

2-(phenylthio)ethyl chloroformate

Refernces

• 1、 Yao, Hongyan,Wang, Yongsheng,Razi, Maryam Kargar. "An asymmetric Salamo-based Zn complex supported on Fe3O4MNPs: a novel heterogeneous nanocatalyst for the silyl protection and deprotection of alcohols under mild conditions". . p. 12614 - 12625. Retrieved 2021/04/14.
• 2、 Mohammadinezhad, Arezou,Akhlaghinia, Batool. "CoII immobilized on an aminated magnetic metal-organic framework catalyzed C-N and C-S bond forming reactions: A journey for the mild and efficient synthesis of arylamines and arylsulfides". . p. 15525 - 15538. Retrieved 2019/10/19.