4-(Methylthio)phenol Chemical Properties

Melting point:

84-86 (lit.)

Boiling point:

153-156 °C/20 mmHg (lit.)

Density 

1.1182 (rough estimate)

refractive index 

1.5530 (estimate)

Flash point:

153-156°C/20mm

storage temp. 

Inert atmosphere,Room Temperature

solubility 

soluble in Chloroform, Methanol

form 

Powder or Crystalline Powder

pka

9.53(at 25℃)

color 

White to pale brown

Water Solubility 

Soluble in water 9.59 g/ l.

InChI

1S/C7H8OS/c1-9-7-4-2-6(8)3-5-7/h2-5,8H,1H3

InChIKey

QASBCTGZKABPKX-UHFFFAOYSA-N

SMILES

CSc1ccc(O)cc1

LogP

1.780

CAS DataBase Reference

1073-72-9(CAS DataBase Reference)

NIST Chemistry Reference

Phenol, 4-(methylthio)-(1073-72-9)

EPA Substance Registry System

Phenol, 4-(methylthio)- (1073-72-9)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37

RIDADR 

UN 3335

WGK Germany 

3

RTECS 

SM1578500

TSCA 

TSCA listed

HazardClass 

STENCH

HS Code 

29309090

Storage Class

11 - Combustible Solids

4-(Methylthio)phenol Usage And Synthesis

Chemical Properties

White solid

Uses

4-(Methylmercapto)phenol [4-(Methylthio)phenol] may be used in the preparation of phosphoramidodithioate intermediates for the synthesis of sulprofos amidate.

Definition

ChEBI: 4-(methylsulfanyl)phenol is an aryl sulfide and a member of phenols.

General Description

4-(Methylmercapto)phenol (4MP) mediates the removal of benzyloxycarbonyl and O-benzyl protecting groups by accepting the benzyl groups during the acidolytic cleavage with trifluoroacetic acid. The presence of hydroxyl group in the para position enhances the rate of hydrodesulfurization (HDS) of 4MP.

Synthesis

4-Methylthiobenzeneboronic acid (0.3 mmol,1.0equiv) was added to a dried 20 mL quartz test tube and the quartz test tube was evacuated while backfilled with oxygen three times. Under oxygen conditions, Et3N (62.5 L,0.45 mmol,1.5equiv) and 2-methyltetrahydrofuran (4 ml) were added sequentially via syringe. The resulting mixture was stirred for 5 min and then the quartz test tube was transferred to a photoreactor. The test tube was placed about 2 cm from a 15 W UV lamp. The reaction mixture was stirred and photoreacted for 24 h. After the indicated time, the crude product was diluted with ethyl acetate, filtered through a pad of silica gel and concentrated under reduced pressure. The desired product was then obtained by direct silica gel rapid chromatography using silica gel (EtOAc/PE = 1/10).

4-(Methylthio)phenol(1073-72-9)Related Product Information

• Cresol
• Phenol Red
• 4-Methoxyphenol
• Thioridazine
• ISOMETHIOZIN
• Nonylphenol
• p-Cresol
• o-Cresol
• Phenol
• 3-Aminophenol
• Guaiacol
• 2-Aminophenol
• 3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone
• 4,4'-Thiobis-phenol
• Tioxolone
• 4-METHOXYPHENYLMETHYLSULFONE
• 1-METHOXY-4-(METHYLTHIO)BENZENE
• 4,4'-Thiobis(6-tert-butyl-m-cresol)