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:
reaction suitability
reaction type: Grignard Reaction
Quality Segment
packaging
Sure/Seal™ of
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
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.
Legal Information
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
signalword
Danger
supp_hazards
Storage Class
3 - Flammable liquids
flash_point_f
-6.0 °F - closed cup
flash_point_c
-21.1 °C - closed cup
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - STOT SE 3
target_organs
Central nervous system, Respiratory system
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