550426
4-(Methylmercapto)phenol
98%
Synonym(s):
4-Hydroxythioanisole
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About This Item
Linear Formula:
CH3SC6H4OH
CAS Number:
Molecular Weight:
140.20
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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.[1] The presence of hydroxyl group in the para position enhances the rate of hydrodesulfurization (HDS) of 4MP.[2]
Application
4-(Methylmercapto)phenol [4-(Methylthio)phenol] may be used in the preparation of phosphoramidodithioate intermediates for the synthesis of sulprofos amidate.[3]
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
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
Acceptors in the removal of protecting groups.
Bodanszky M and Bodanszky A.
International Journal of Peptide and Protein Research, 23(3), 287-291 (1984)
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
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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