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Reductions With Samarium(II) Iodide
Reductions with samarium(II) iodide involve the conversion of various classes of organic compounds into reduced products through the action of samarium(II) iodide, a mild one-electron reducing agent. History In 1979, Kagan observed the reduction of a variety of organic functional groups by samarium iodide under mild conditions. Since that time, samarium iodide has been employed in a variety of contexts in organic synthesis for both functional group manipulation and carbon-carbon bond formation. Samarium iodide is a one-electron reductant, and typically effects reduction through a series of electron transfer and proton transfer (from protic solvent) steps. Reducible functional groups include: *α-Functionalized carbonyl compounds *Ketones and aldehydes *Carboxylic acids (under strongly acidic or basic conditions) *Organic halides *Nitro compounds Some examples of functionality reduced by SmI2 are provided below. The reactivity of SmI2 is significantly affected by the choice of sol ...
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Samarium(II) Iodide
Samarium(II) iodide is an inorganic compound with the formula SmI2. When employed as a solution for organic synthesis, it is known as Kagan's reagent. SmI2 is a green solid and solutions are green as well. It is a strong one-electron reducing agent that is used in organic synthesis. Structure In samarium(II) iodide, the metal centers are seven-coordinate with a face-capped octahedral geometry. In its ether adducts, samarium remains heptacoordinate with five ether and two terminal iodide ligands. Preparation Samarium iodide is easily prepared in nearly quantitative yields from samarium metal and either diiodomethane or 1,2-diiodoethane. When prepared in this way, its solutions is most often used without purification of the inorganic reagent. Solid, solvent-free SmI2 forms by high temperature decomposition of samarium(III) iodide (SmI3).G. Jantsch, N. Skalla: "Zur Kenntnis der Halogenide der seltenen Erden. IV. – Über Samarium(II)jodid und den thermischen Abbau des Samari ...
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SmI2Mech4
SMI may refer to: Business * Service Measurement Index, for IT services * Swiss Market Index, of the stock market Companies *SensoMotoric Instruments, provider of eye tracking hard- and software *Shepardson Microsystems, Atari 8-bit and Apple II software company *SMI, brand of Silicon Motion ICs *Speedway Motorsports (formerly Speedway Motorsports, Inc.), owner and operator of auto racing racetracks and related companies *Shanghai Municipal Investment Group, China *Sony Music India, Hindi music and film production company owned by Sony Music Entertainment Computing * .smi, file extension for SAMI files * Xeon#E7-V3, Scalable Memory Interconnect interface in Intel Xeon E7 processors * .smi, self mounting image file extension * Structure of Management Information, in SNMP * .smi, file extension for Synchronized Multimedia Integration Language * SMI, system management interrupt for System Management Mode#Entering SMM, System Management Mode * Management Data Input/Output ...
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SmI2Scope5
SMI may refer to: Business * Service Measurement Index, for IT services * Swiss Market Index, of the stock market Companies *SensoMotoric Instruments, provider of eye tracking hard- and software *Shepardson Microsystems, Atari 8-bit and Apple II software company *SMI, brand of Silicon Motion ICs *Speedway Motorsports (formerly Speedway Motorsports, Inc.), owner and operator of auto racing racetracks and related companies *Shanghai Municipal Investment Group, China *Sony Music India, Hindi music and film production company owned by Sony Music Entertainment Computing * .smi, file extension for SAMI files * Scalable Memory Interconnect interface in Intel Xeon E7 processors * .smi, self mounting image file extension * Structure of Management Information, in SNMP * .smi, file extension for Synchronized Multimedia Integration Language * SMI, system management interrupt for System Management Mode * Serial Management Interface, to configure an Ethernet PHY Physics * Vert ...
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SmI2Scope4
SMI may refer to: Business * Service Measurement Index, for IT services * Swiss Market Index, of the stock market Companies *SensoMotoric Instruments, provider of eye tracking hard- and software *Shepardson Microsystems, Atari 8-bit and Apple II software company *SMI, brand of Silicon Motion ICs *Speedway Motorsports (formerly Speedway Motorsports, Inc.), owner and operator of auto racing racetracks and related companies *Shanghai Municipal Investment Group, China *Sony Music India, Hindi music and film production company owned by Sony Music Entertainment Computing * .smi, file extension for SAMI files * Scalable Memory Interconnect interface in Intel Xeon E7 processors * .smi, self mounting image file extension * Structure of Management Information, in SNMP * .smi, file extension for Synchronized Multimedia Integration Language * SMI, system management interrupt for System Management Mode * Serial Management Interface, to configure an Ethernet PHY Physics * Vert ...
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SmI2Scope3
SMI may refer to: Business * Service Measurement Index, for IT services * Swiss Market Index, of the stock market Companies *SensoMotoric Instruments, provider of eye tracking hard- and software *Shepardson Microsystems, Atari 8-bit and Apple II software company *SMI, brand of Silicon Motion ICs *Speedway Motorsports (formerly Speedway Motorsports, Inc.), owner and operator of auto racing racetracks and related companies *Shanghai Municipal Investment Group, China *Sony Music India, Hindi music and film production company owned by Sony Music Entertainment Computing * .smi, file extension for SAMI files * Scalable Memory Interconnect interface in Intel Xeon E7 processors * .smi, self mounting image file extension * Structure of Management Information, in SNMP * .smi, file extension for Synchronized Multimedia Integration Language * SMI, system management interrupt for System Management Mode * Serial Management Interface, to configure an Ethernet PHY Physics * Vert ...
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SmI2Scope2
SMI may refer to: Business * Service Measurement Index, for IT services * Swiss Market Index, of the stock market Companies *SensoMotoric Instruments, provider of eye tracking hard- and software *Shepardson Microsystems, Atari 8-bit and Apple II software company *SMI, brand of Silicon Motion ICs *Speedway Motorsports (formerly Speedway Motorsports, Inc.), owner and operator of auto racing racetracks and related companies *Shanghai Municipal Investment Group, China *Sony Music India, Hindi music and film production company owned by Sony Music Entertainment Computing * .smi, file extension for SAMI files * Scalable Memory Interconnect interface in Intel Xeon E7 processors * .smi, self mounting image file extension * Structure of Management Information, in SNMP * .smi, file extension for Synchronized Multimedia Integration Language * SMI, system management interrupt for System Management Mode * Serial Management Interface, to configure an Ethernet PHY Physics * Vert ...
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SmI2Scope1
SMI may refer to: Business * Service Measurement Index, for IT services * Swiss Market Index, of the stock market Companies *SensoMotoric Instruments, provider of eye tracking hard- and software *Shepardson Microsystems, Atari 8-bit and Apple II software company *SMI, brand of Silicon Motion ICs *Speedway Motorsports (formerly Speedway Motorsports, Inc.), owner and operator of auto racing racetracks and related companies *Shanghai Municipal Investment Group, China *Sony Music India, Hindi music and film production company owned by Sony Music Entertainment Computing * .smi, file extension for SAMI files * Scalable Memory Interconnect interface in Intel Xeon E7 processors * .smi, self mounting image file extension * Structure of Management Information, in SNMP * .smi, file extension for Synchronized Multimedia Integration Language * SMI, system management interrupt for System Management Mode * Serial Management Interface, to configure an Ethernet PHY Physics * Vert ...
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SmI2Mech5
SMI may refer to: Business * Service Measurement Index, for IT services * Swiss Market Index, of the stock market Companies *SensoMotoric Instruments, provider of eye tracking hard- and software *Shepardson Microsystems, Atari 8-bit and Apple II software company *SMI, brand of Silicon Motion ICs *Speedway Motorsports (formerly Speedway Motorsports, Inc.), owner and operator of auto racing racetracks and related companies *Shanghai Municipal Investment Group, China *Sony Music India, Hindi music and film production company owned by Sony Music Entertainment Computing * .smi, file extension for SAMI files * Scalable Memory Interconnect interface in Intel Xeon E7 processors * .smi, self mounting image file extension * Structure of Management Information, in SNMP * .smi, file extension for Synchronized Multimedia Integration Language * SMI, system management interrupt for System Management Mode * Serial Management Interface, to configure an Ethernet PHY Physics * Vert ...
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SmI2Mech3
SMI may refer to: Business * Service Measurement Index, for IT services * Swiss Market Index, of the stock market Companies *SensoMotoric Instruments, provider of eye tracking hard- and software *Shepardson Microsystems, Atari 8-bit and Apple II software company *SMI, brand of Silicon Motion ICs *Speedway Motorsports (formerly Speedway Motorsports, Inc.), owner and operator of auto racing racetracks and related companies *Shanghai Municipal Investment Group, China *Sony Music India, Hindi music and film production company owned by Sony Music Entertainment Computing * .smi, file extension for SAMI files * Scalable Memory Interconnect interface in Intel Xeon E7 processors * .smi, self mounting image file extension * Structure of Management Information, in SNMP * .smi, file extension for Synchronized Multimedia Integration Language * SMI, system management interrupt for System Management Mode * Serial Management Interface, to configure an Ethernet PHY Physics * Vert ...
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SmI2Mech2
SMI may refer to: Business * Service Measurement Index, for IT services * Swiss Market Index, of the stock market Companies *SensoMotoric Instruments, provider of eye tracking hard- and software *Shepardson Microsystems, Atari 8-bit and Apple II software company *SMI, brand of Silicon Motion ICs *Speedway Motorsports (formerly Speedway Motorsports, Inc.), owner and operator of auto racing racetracks and related companies *Shanghai Municipal Investment Group, China *Sony Music India, Hindi music and film production company owned by Sony Music Entertainment Computing * .smi, file extension for SAMI files * Scalable Memory Interconnect interface in Intel Xeon E7 processors * .smi, self mounting image file extension * Structure of Management Information, in SNMP * .smi, file extension for Synchronized Multimedia Integration Language * SMI, system management interrupt for System Management Mode * Serial Management Interface, to configure an Ethernet PHY Physics * Vert ...
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Tetrahydrofuran
Tetrahydrofuran (THF), or oxolane, is an organic compound with the formula (CH2)4O. The compound is classified as heterocyclic compound, specifically a cyclic ether. It is a colorless, water-miscible organic liquid with low viscosity. It is mainly used as a precursor to polymers. Being polar and having a wide liquid range, THF is a versatile solvent. Production About 200,000 tonnes of tetrahydrofuran are produced annually. The most widely used industrial process involves the acid-catalyzed dehydration of 1,4-butanediol. Ashland/ISP is one of the biggest producers of this chemical route. The method is similar to the production of diethyl ether from ethanol. The butanediol is derived from condensation of acetylene with formaldehyde followed by hydrogenation. DuPont developed a process for producing THF by oxidizing ''n''-butane to crude maleic anhydride, followed by catalytic hydrogenation. A third major industrial route entails hydroformylation of allyl alcohol followed by ...
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