159013-60-2

Basic information

• Product Name: 3-(5-BROMO-2-THIENYL)-1-PROPENE
• Synonyms: 3-(5-BROMO-2-THIENYL)-1-PROPENE
• CAS NO: 159013-60-2
• Molecular Formula: C7H7BrS
• Molecular Weight: 203.11
• Mol File: 159013-60-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 218.035°C at 760 mmHg
• Flash Point: 85.665°C
• Appearance: /
• Density: 1.456g/cm³
• Vapor Pressure: 0.189mmHg at 25°C
• Refractive Index: 1.577
• CAS DataBase Reference: 3-(5-BROMO-2-THIENYL)-1-PROPENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(5-BROMO-2-THIENYL)-1-PROPENE(159013-60-2)
• EPA Substance Registry System: 3-(5-BROMO-2-THIENYL)-1-PROPENE(159013-60-2)

Safety Data

• Hazardous Substances Data: 159013-60-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 24, p. 2379, 1994 DOI: 10.1080/00397919408019062

InChI:InChI=1/C7H7BrS/c1-2-3-6-4-5-7(8)9-6/h2,4-5H,1,3H2

Upstream product

• 3141-27-3 2,5-dibromothiophen 
• 106-95-6 allyl bromide 

Relevant articles and documents

Chemo- and regioselective reductive transposition of allylic alcohol derivatives via iridium or rhodium catalysis

We report highly chemo- and regioselective reductive transpositions of methyl carbonates to furnish olefin products with complementary regioselectivity to that of established Pd-catalysis. These Rh- and Ir-catalysed transformations proceed under mild conditions and enable selective deoxygenation in the presence of functional groups that are susceptible to reduction by metal hydrides.

Preparation of new polyfunctional magnesiated heterocycles using a chlorine-, bromine-, or iodine-magnesium exchange

The reaction of heteroaryl iodides with i-PrMgBr (ca. 1.0 equiv) in THF provides the corresponding magnesiated heterocycles. Functional groups such as an ester, cyano, or chloride functions are tolerated in these new Grignard reagents if the exchange can be performed below -20 °C. This is the case for all heterocycles bearing electron-withdrawing groups or chelating functions facilitating the iodine-magnesium exchange. In many cases, the exchange can be extended to heteroaryl bromides, and a case of a chlorine-magnesium exchange is described with tetrachlorothiophene. This new preparation of functionalized heteroarylmagnesium compounds provides after reaction with various electrophiles a new entry to a broad range of polyfunctional pyridines, imidazoles, furanes, thiophenes, pyrroles, antipyrines, and uracil derivatives. The application of the halogenmagnesium exchange in the solid phase allows the performance of solid-phase synthesis, with potential applications for combinatorial chemistry.