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499412

Sigma-Aldrich

2-Thienylzinc bromide solution

0.5 M in THF

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About This Item

Empirical Formula (Hill Notation):
C4H3BrSZn
CAS Number:
45438-80-0
Molecular Weight:
228.43
MDL number:
MFCD01317002
UNSPSC Code:
12352103
PubChem Substance ID:
24873279
NACRES:
NA.22

concentration

0.5 M in THF

density

0.973 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

Br[Zn]c1cccs1

InChI

1S/C4H3S.BrH.Zn/c1-2-4-5-3-1;;/h1-3H;1H;/q;;+1/p-1

InChI key

KBBMRTYVFOYNIW-UHFFFAOYSA-M

Related Categories

Application

2-Thienylzinc bromide can be used as:
  • A starting material in the synthesis of heteroaryl sulfonamides by reacting with 2,4,6-trichlorophenyl chlorosulfate.
  • A substrate in the synthesis of naphthacenodithiophene derived polymers, which are used in transistor and solar cell devices.
  • An intermediate in the preparation of isoquinoline derived AICARFT inhibitors.

Legal Information

Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.

Signal Word

Danger

Hazard Statements

H225,H302,H319,H335,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

EUH019

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-0.0 °F - closed cup

Flash Point(C)

-17.78 °C - closed cup

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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Naphthacenodithiophene based polymers-new members of the acenodithiophene family exhibiting high mobility and power conversion efficiency
Knall A-C, et al.
Advances in Functional Materials, 26(38), 6961-6969 (2016)
Discovery of N-(6-Fluoro-1-oxo-1, 2-dihydroisoquinolin-7-yl)-5-[(3 R)-3-hydroxypyrrolidin-1-yl] thiophene-2-sulfonamide (LSN 3213128), a Potent and Selective Nonclassical Antifolate Aminoimidazole-4-carboxamide Ribonucleotide Formyltransferase (AICARFT) Inhibitor Effective at Tumor Suppression in a Cancer Xenograft Model
Fales KR, et al.
Journal of Medicinal Chemistry, 60(23), 9599-9616 (2017)
Synthesis of Heteroaryl Sulfonamides from Organozinc Reagents and 2, 4, 6-Trichlorophenyl Chlorosulfate
Colombe JR, et al.
Organic Letters, 17(12), 3170-3173 (2015)

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