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4-(Methylthio)phenol

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CAS:1073-72-9
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4-(Methylthio)phenol Basic information
Product Name:4-(Methylthio)phenol
Synonyms:4-(Methylmercapto)phenol 98%;Phenol, 4-(methylthio)-;4-(Methylsulfanyl)phenol;4-(methylthio)-pheno;4-Hydroxyphenyl methyl sulfide;MethylMercapto)pheno;Methyl 4-hydroxyphenyl sulfide;FEXI-003
CAS:1073-72-9
MF:C7H8OS
MW:140.2
EINECS:214-031-4
Product Categories:Protection & Derivatization Reagents (for Synthesis);Synthetic Organic Chemistry;Phenoles and thiophenoles;1073-72-9
Mol File:1073-72-9.mol
4-(Methylthio)phenol Structure
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)
Fp 153-156°C/20mm
storage temp. Inert atmosphere,Room Temperature
solubility soluble in Chloroform, Methanol
pka9.53(at 25℃)
form Powder or Crystalline Powder
color White to pale brown
Water Solubility Soluble in water 9.59 g/ l.
InChI1S/C7H8OS/c1-9-7-4-2-6(8)3-5-7/h2-5,8H,1H3
InChIKeyQASBCTGZKABPKX-UHFFFAOYSA-N
SMILESCSc1ccc(O)cc1
LogP1.780
CAS DataBase Reference1073-72-9(CAS DataBase Reference)
NIST Chemistry ReferencePhenol, 4-(methylthio)-(1073-72-9)
EPA Substance Registry SystemPhenol, 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 Class11 - Combustible Solids
MSDS Information
4-(Methylthio)phenol Usage And Synthesis
Chemical PropertiesWhite solid
Uses4-(Methylmercapto)phenol [4-(Methylthio)phenol] may be used in the preparation of phosphoramidodithioate intermediates for the synthesis of sulprofos amidate.
DefinitionChEBI: 4-(methylsulfanyl)phenol is an aryl sulfide and a member of phenols.
General Description4-(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.
Synthesis4-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).
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