Skip to Content
Merck
All Photos(1)

Documents

550442

Sigma-Aldrich

2-Thienylmagnesium bromide solution

1.0 M in THF

Synonym(s):

(Thiophen-2-yl)magnesium bromide, Bromo-2-thienylmagnesium

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C4H3BrMgS
CAS Number:
5713-61-1
Molecular Weight:
187.34
MDL number:
MFCD03094046
UNSPSC Code:
12352103
PubChem Substance ID:
24879115
NACRES:
NA.22

reaction suitability

reaction type: Grignard Reaction

concentration

1.0 M in THF

bp

65 °C

density

1.011 g/mL at 25 °C

SMILES string

Br[Mg]c1cccs1

InChI

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

InChI key

GSHPYJFNTAMRJF-UHFFFAOYSA-M

Related Categories

Application

2-Thienylmagnesium bromide is a Grignard reagent that can be used as a reactant to synthesize:
  • 1-(2-thienyl)-carbinols by condensation reaction with aldehydes. Carbinols are further dehydrated to form 2-thienyl olefins.
  • Thiophene-functionalized polystyrene macromonomer (ThPStM), which is employed as a key intermediate to synthesize polystyrene-graft-polythiophene (PSt-g-PTh) via a combination of atom transfer radical polymerization (ATRP) and Grignard reaction.
  • Thienylene oligomers, which are used as conducting polymers and as potential OLEDs.

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)

-6.0 °F - closed cup

Flash Point(C)

-21.1 °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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis and characterization of 9, 9-dialkylfluorene capped benzo [c] thiophene/benzo [c] selenophene analogs as potential OLEDs
Mohanakrishnan AK, et al.
Tetrahedron Letters, 49(32), 4792-4795 (2008)
A convenient synthesis of 2, 5-thienylene oligomers; some of their spectroscopic and electrochemical properties
Van Pham C, et al.
Phosphorus, Sulfur, and Silicon and the Related Elements, 46(3-4), 153-168 (1989)
Condensations of aldehydes with 2-thienyllithium, 2-thienylsodium and 2-thienylmagnesium bromide
Van ZG, et al.
Journal of the American Chemical Society, 78(9), 1955-1958 (1956)
Atom transfer radical polymerization of MMA with a macromolecular ligand in a fluorinated solvent and in supercritical carbon dioxide.
Grignard B, et al.
European Polymer Journal, 44(3), 861-871 (2008)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service