550442
2-Thienylmagnesium bromide solution
1.0 M in THF
Synonym(s):
(Thiophen-2-yl)magnesium bromide, Bromo-2-thienylmagnesium
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About This Item
Empirical Formula (Hill Notation):
C4H3BrMgS
CAS Number:
Molecular Weight:
187.34
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Product Name
2-Thienylmagnesium bromide solution, 1.0 M in THF
InChI
1S/C4H3S.BrH.Mg/c1-2-4-5-3-1;;/h1-3H;1H;/q;;+1/p-1
SMILES string
Br[Mg]c1cccs1
InChI key
GSHPYJFNTAMRJF-UHFFFAOYSA-M
reaction suitability
reaction type: Grignard Reaction
concentration
1.0 M in THF
bp
65 °C
density
1.011 g/mL at 25 °C
Quality Level
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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
target_organs
Respiratory system
supp_hazards
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
-6.0 °F - closed cup
flash_point_c
-21.1 °C - closed cup
Regulatory Information
危险化学品
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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)
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)
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)
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