550442

2-Thienylmagnesium bromide solution

1.0 M in THF

• Synonym(s): (Thiophen-2-yl)magnesium bromide, Bromo-2-thienylmagnesium
• 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

Properties

• 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

Description

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.

Safety Information

• pictograms: GHS02,GHS08,GHS07
• signalword: Danger
• hcodes: H225,H302,H319,H335,H351
• pcodes: P210 - P280 - P301 + P312 + P330 - P305 + P351 + P338 - P370 + P378 - P403 + P235
• 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