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549053

Sigma-Aldrich

3-Bromothioanisole

97%

Synonym(s):

2-Bromophenyl methyl sulfide

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About This Item

Linear Formula:
BrC6H4SCH3
CAS Number:
33733-73-2
Molecular Weight:
203.10
MDL number:
MFCD00041395
UNSPSC Code:
12352100
PubChem Substance ID:
24878959
NACRES:
NA.22

Quality Level

100

Assay

97%

refractive index

n20/D 1.628 (lit.)

bp

124-125 °C/10 mmHg (lit.)

density

1.51 g/mL at 25 °C (lit.)

functional group

bromo
thioether

SMILES string

CSc1cccc(Br)c1

InChI

1S/C7H7BrS/c1-9-7-4-2-3-6(8)5-7/h2-5H,1H3

InChI key

NKYFJZAKUPSUSH-UHFFFAOYSA-N

Related Categories

General description

3-Bromothioanisole is a 3-halothioanisole derivative that is mainly used in the preparation of photoacids. It can be prepared from 3-bromobenzenethiol.

Application

3-Bromothioanisole may be used in the preparation of:
  • 3-methylthiotriphenylamine
  • 4-ethoxy-3′-methylthiostilbene
  • 3-bromophenyl phenyl sulfide
  • 9-substituted, 3,6-dithiomethylfluorenes
  • 4-methoxy-3′-(methylthio)-1,1′-biphenyl

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW9058
MKCT4077
MKBJ9547V
MKBH5430V
06205JH

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Efficient photoacids based upon triarylamine dialkylsulfonium salts.
Zhou W, et al.
Journal of the American Chemical Society, 124(9), 1897-1901 (2002)
A Preparatively Convenient Ligand-Free Catalytic PEG 2000 Suzuki- Miyaura Coupling.
Razler TM, et al.
The Journal of Organic Chemistry, 74(3), 1381-1384 (2008)
Enhancement of acid photogeneration through a para-to-meta substitution strategy in a sulfonium-based alkoxystilbene designed for two-photon polymerization.
Xia R, et al.
Chemistry of Materials, 24(2), 237-244 (2012)
Transition-Metal-Free Acid-Mediated Synthesis of Aryl Sulfides from Thiols and Thioethers.
Wagner AM and Sanford MS.
The Journal of Organic Chemistry, 79(5), 2263-2267 (2014)
Evaluating atomic components in fluorene wires.
Klausen RS, et al.
Chemical Science, 5(4), 1561-1564 (2014)

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