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Merck

550426

Sigma-Aldrich

4-(Methylmercapto)phenol

98%

Sinónimos:

4-Hydroxythioanisole

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About This Item

Fórmula lineal:
CH3SC6H4OH
Número de CAS:
Peso molecular:
140.20
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

bp

153-156 °C/20 mmHg (lit.)

mp

84-86 (lit.)

functional group

thioether

SMILES string

CSc1ccc(O)cc1

InChI

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

Inchi Key

QASBCTGZKABPKX-UHFFFAOYSA-N

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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.

Application

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Resolution and stereoselective action of sulprofos and related S-propyl phosphorothiolates.
Hirashima A, et al.
Journal of Agricultural and Food Chemistry, 32(6), 1302-1307 (1984)
Hua Zhang et al.
Molecules (Basel, Switzerland), 15(1), 83-92 (2010-01-30)
A highly efficient transition-metal-free catalytic system Br2/NaNO2/H2O has been developed for a robust and economic acid-free aerobic oxidation of sulfides. It is noteworthy that the sulfide function reacts under mild conditions without over-oxidation to sulfone. The role of NaNO2as an
Lianming Wu et al.
Journal of mass spectrometry : JMS, 44(9), 1389-1394 (2009-08-22)
A novel ion/molecule reaction was observed to occur under electrospray ionization (ESI), atmospheric pressure chemical ionization (APCI), and atmospheric pressure photo ionization (APPI) conditions, leading to dimerization of ionized 4-(methyl mercapto)-phenol followed by fast H(*) loss. The reaction is particularly
Acceptors in the removal of protecting groups.
Bodanszky M and Bodanszky A.
International Journal of Peptide and Protein Research, 23(3), 287-291 (1984)
I C Mac Rae et al.
Applied and environmental microbiology, 49(1), 236-237 (1985-01-01)
Oxygen-limited cultures of Klebsiella pneumoniae reduced 4-methylsulfinyl phenol to 4-methylthiophenol. A study of the effect of 4-methylthiophenol on the growth of K. pneumoniae revealed that the specific growth rate was retarded by 40% in the presence of 200 micrograms of

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