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184055

Sigma-Aldrich

2-Methoxythiophenol

97%

Synonym(s):

2-Mercaptoanisole, 2-Methoxybenzenethiol, Thioguaiacol

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About This Item

Linear Formula:
CH3OC6H4SH
CAS Number:
7217-59-6
Molecular Weight:
140.20
Beilstein:
2042178
EC Number:
230-605-7
MDL number:
MFCD00004834
UNSPSC Code:
12352100
PubChem Substance ID:
24851089
NACRES:
NA.22

Quality Level

100

Assay

97%

form

liquid

refractive index

n20/D 1.591 (lit.)

bp

99 °C/8 mmHg (lit.)

density

1.152 g/mL at 25 °C (lit.)

SMILES string

COc1ccccc1S

InChI

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

InChI key

DSCJETUEDFKYGN-UHFFFAOYSA-N

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Application

2-Methoxythiophenol was used in the synthesis of:
  • (4S)-N-[(2S)-2-methy-3-(2-methoxyphenylthio)propanoyl]-4-phenyloxazolidin-2-one
  • 2-(4-fluorophenyl)-6-(2-methoxyphenylsulfanyl)imidazo[1,2-a]pyridine
  • 2-(2-methoxyphenylsulfanyl)benzoic acid

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

204.8 °F - closed cup

Flash Point(C)

96 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Asymmetric conjugate addition of thiols to chiral methacryloyloxazolidinones.
Tseng T-C and Wu M-J.
Tetrahedron Asymmetry, 6(7), 1633-1640 (1995)
A general and efficient method for the copper-catalyzed cross-coupling of amides and thiophenols with 6-halogenoimidazo [1, 2-a] pyridines.
Enguehard-Gueiffier C, et al.
Tetrahedron, 62(25), 6042-6049 (2006)
2-(2-Methoxyphenylsulfanyl) benzoic acid.
Li A-J, et al.
Acta Crystallographica Section E, Structure Reports Online, 62(3), o1176-o1177 (2006)
Acute toxicity of thioguaiacol and of versalide in rodents.
K R Butterworth et al.
Food and cosmetics toxicology, 19(6), 753-755 (1981-12-01)
Jennifer A Jacobsen et al.
Journal of medicinal chemistry, 54(2), 591-602 (2010-12-30)
Fragment-based lead design (FBLD) has been used to identify new metal-binding groups for metalloenzyme inhibitors. When screened at 1 mM, a chelator fragment library (CFL-1.1) of 96 compounds produced hit rates ranging from 29% to 43% for five matrix metalloproteases

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