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144886

Sigma-Aldrich

3-(Methylthio)aniline

97%

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Synonym(s):
3-(Methylmercapto)aniline, 3-Aminothioanisole
Linear Formula:
CH3SC6H4NH2
CAS Number:
Molecular Weight:
139.22
Beilstein:
2078599
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

refractive index

n20/D 1.637 (lit.)

bp

163-165 °C/16 mmHg (lit.)

density

1.13 g/mL at 25 °C (lit.)

SMILES string

CSc1cccc(N)c1

InChI

1S/C7H9NS/c1-9-7-4-2-3-6(8)5-7/h2-5H,8H2,1H3

InChI key

KCHLDNLIJVSRPK-UHFFFAOYSA-N

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1 of 4

This Item
250406M54201M54503
3-(Methylthio)aniline 97%

Sigma-Aldrich

144886

3-(Methylthio)aniline

2-(Methylthio)aniline 97%

Sigma-Aldrich

M54201

2-(Methylthio)aniline

4-(Methylthio)aniline 97%

Sigma-Aldrich

M54503

4-(Methylthio)aniline

refractive index

n20/D 1.637 (lit.)

refractive index

n20/D 1.592 (lit.)

refractive index

n20/D 1.624 (lit.)

refractive index

n20/D 1.639 (lit.)

bp

163-165 °C/16 mmHg (lit.)

bp

216-217 °C (lit.)

bp

234 °C (lit.)

bp

272-273 °C (lit.)

density

1.13 g/mL at 25 °C (lit.)

density

1.226 g/mL at 25 °C (lit.)

density

1.111 g/mL at 25 °C (lit.)

density

1.119 g/mL at 25 °C (lit.)

Application

3-(Methylthio)aniline was used in the synthesis of phenyl azobenzene sulfonamide derivatives.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Turan Gul et al.
Drug metabolism and disposition: the biological fate of chemicals, 44(8), 1270-1276 (2016-03-18)
Mammalian flavin-containing monooxygenases, which are difficult to obtain and study, play a major role in detoxifying various xenobiotics. To provide alternative biocatalytic tools to generate flavin-containing monooxygenases (FMO)-derived drug metabolites, a collection of microbial flavoprotein monooxygenases, sequence-related to human FMOs
Takashi Ikawa et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(19), 4320-4332 (2020-01-03)
Benzynes were selectively generated in situ from phenols and trapped regioselectively with potassium hexamethyldisilazide to form primary anilines following acidic workup. The direct conversion of a phenolic hydroxyl group into a free amino group is a useful method for the
Wei-Jern Tsai et al.
Bioorganic & medicinal chemistry letters, 16(17), 4440-4443 (2006-07-04)
A series of phenylazobenzenesulfonamide derivatives were designed and synthesized for the evaluation as selective cyclooxygenase-2 (COX-2) inhibitors in a cellular assay using human whole blood (HWB) and an enzymatic assay using purified ovine enzymes. Extensive structure-activity relationships (SAR) were studied

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