Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

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

Select a Size

50 ML
$315.00

$315.00

Check Cart for Availability
Request a Bulk Order
All Photos(1)

Select a Size

Change View
50 ML
$315.00

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

$315.00

Check Cart for Availability
Request a Bulk Order

reaction suitability

reaction type: Grignard Reaction

Quality Level

100

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.[1]
  • 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.[2]
  • Thienylene oligomers, which are used as conducting polymers and as potential OLEDs.[3][4]

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

-6.0 °F - closed cup

flash_point_c

-21.1 °C - closed cup

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBM6662
SHBF8386V
SHBD1420V
43196TM
09304CJ

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

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)
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)
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)

Questions

Reviews

No rating value

Active Filters

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