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406-81-5 | 4-Bromo-1,1,1-trifluorobutane

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4-Bromo-1,1,1-trifluorobutane, commonly referred to as 4-BTFB, is an organobromine compound that is widely used in organic synthesis. It is a colorless liquid that is soluble in both organic and aqueous solvents. It is also a highly flammable compound, with a flash point of -4 °C. 4-BTFB is a versatile reagent, and can...

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CAS:406-81-5 | 4-Bromo-1,1,1-trifluorobutane ,Description

4-Bromo-1,1,1-trifluorobutane, commonly referred to as 4-BTFB, is an organobromine compound that is widely used in organic synthesis. It is a colorless liquid that is soluble in both organic and aqueous solvents. It is also a highly flammable compound, with a flash point of -4 °C. 4-BTFB is a versatile reagent, and can be used in a variety of reactions, including nucleophilic substitution, alkylation, and hydroboration. It is also used in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals.
 

Scientific Research Applications

 

Radical Addition to Unsaturated Systems

  • The photochemical reactions involving compounds similar to 4-Bromo-1,1,1-trifluorobutane, such as 1,1,1-trifluoro-2-iodo-3-trifluoromethylbutane, have been studied for their behavior in radical addition to unsaturated systems (Gregory, Haszeldine, & Tipping, 1971).

Synthesis and Copolymerization

  • 4-Bromo- and 4-chloroheptafluoro-1,2-epoxybutanes, which have structural similarities to 4-Bromo-1,1,1-trifluorobutane, have been synthesized and successfully copolymerized, demonstrating their potential in creating new polymeric materials (Ito et al., 1979).

NMR Investigations

  • Nuclear magnetic resonance (NMR) investigations of compounds like 1-bromo-3,4,4-trifluorobutene-4, related to 4-Bromo-1,1,1-trifluorobutane, provide valuable information about their structural and electronic properties (Hinton & Jaques, 1973).

Synthesis from Succinonitrile

  • Bromine trifluoride reacts with succinonitrile to form compounds including bromo-1,1,1,4,4,4-hexafluorobutane, demonstrating the reactivity of bromine in fluoroalkane synthesis (Baker, Ruzicka, & Tinker, 1999).

Chemical Shift Sensitivity in NMR Studies

  • The sensitivity of the 19F NMR chemical shift in compounds like 3-bromo-1,1,1-trifluoropropan-2-one to the local environment offers insights into the behavior of fluoroalkanes in different conditions, relevant to 4-Bromo-1,1,1-trifluorobutane (Ye et al., 2015).

Rotational Isomerism in Fluoroacetones

  • Investigations into compounds like 1,1,1-trifluoro-3-bromoacetone, similar to 4-Bromo-1,1,1-trifluorobutane, have revealed valuable information about rotational isomerism in fluoroacetones, which is crucial for understanding molecular dynamics (Shapiro, Lin, & Johnston, 1973).

Introduction of Tetrafluoroethylene Units

  • The reductive coupling of compounds like 4-bromo-3,3,4,4-tetrafluorobut-1-ene, structurally related to 4-Bromo-1,1,1-trifluorobutane, shows how these molecules can be used to introduce tetrafluoroethylene units into organic molecules (Konno et al., 2011).

Stereochemical Studies in Microbial Epoxidation

  • Stereochemical investigations using 4-bromo-1-butene, which is structurally similar to 4-Bromo-1,1,1-trifluorobutane, have been conducted to understand the variations in microbial epoxidation processes (Archelas, Hartmans, & Tramper, 1988).

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