Staudinger Reduction
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Staudinger Reduction
The Staudinger reaction is a chemical reaction of an organic azide with a phosphine or phosphite produces an iminophosphorane. The reaction was discovered by and named after Hermann Staudinger. The reaction follows this stoichiometry: :R3P + R'N3 → R3P=NR' + N2 Staudinger reduction The Staudinger reduction is conducted in two steps. First phosphine imine-forming reaction is conducted involving treatment of the azide with the phosphine. The intermediate, e.g. triphenylphosphine phenylimide, is then subjected to hydrolysis to produce a phosphine oxide and an amine: :R3P=NR' + H2O → R3P=O + R'NH2 The overall conversion is a mild method of organic reduction, reducing an azide to an amine. Triphenylphosphine or tributylphosphine are most commonly used, yielding tributylphosphine oxide or triphenylphosphine oxide as a side product in addition to the desired amine. An example of a Staudinger reduction is the organic synthesis of the pinwheel compound 1,3,5-tris(aminomethyl)-2,4,6- ...
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Hermann Staudinger
Hermann Staudinger (; 23 March 1881 – 8 September 1965) was a German organic chemist who demonstrated the existence of macromolecules, which he characterized as polymers. For this work he received the 1953 Nobel Prize in Chemistry. He is also known for his discovery of ketenes and of the Staudinger reaction. Staudinger, together with Leopold Ružička, also elucidated the molecular structures of pyrethrin I and II in the 1920s, enabling the development of pyrethroid insecticides in the 1960s and 1970s. Early work Staudinger was born in 1881 in Worms. Staudinger, who initially wanted to become a botanist, studied chemistry at the University of Halle, at the TH Darmstadt and at the LMU Munich. He received his "Verbandsexamen" (comparable to Master's degree) from TH Darmstadt. After receiving his Ph.D. from the University of Halle in 1903, Staudinger qualified as an academic lecturer at the University of Strasbourg in 1907. He was supported in his work by his new wife Dora ...
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Triphenylphosphine Oxide
Triphenylphosphine oxide (often abbreviated TPPO) is the organophosphorus compound with the formula , also written as or (Ph = ). It is one of the more common phosphine oxides. This colourless crystalline compound is a common but potentially useful waste product in reactions involving triphenylphosphine. It is a popular reagent to induce the crystallizing of chemical compounds. Structure and properties is structurally related to . As established by X-ray crystallography, the geometry around P is tetrahedral, and the P-O distance is 1.48 Å. Other modifications of have been found: For example, a monoclinic form crystalizes in the space group ''P''21/''c'' with Z = 4 and a = 15.066(1) Å, b = 9.037(2) Å, c = 11.296(3) Å, and β = 98.47(1)°.The orthorhombic modification crystallizes in the space group ''Pbca'' with Z = 4 and 29.089(3) Å, b = 9.1347(9), c = 11.261(1) Å. The oxygen center is relatively basic. The rigidity of the backbone and the basicity of the oxygen ce ...
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Organic Redox Reactions
Organic may refer to: * Organic, of or relating to an organism, a living entity * Organic, of or relating to an anatomical organ Chemistry * Organic matter, matter that has come from a once-living organism, is capable of decay or is the product of decay, or is composed of organic compounds * Organic compound, a compound that contains carbon ** Organic chemistry, chemistry involving organic compounds Farming, certification and products * Organic farming, agriculture conducted according to certain standards, especially the use of stated methods of fertilization and pest control * Organic certification, accreditation process for producers of organically-farmed products * Organic horticulture, the science and art of growing fruits, vegetables, flowers, or ornamental plants by following the essential principles of organic agriculture * Organic products, "organics": ** Organic food, food produced from organic farming methods and often certified organic according to organic farming ...
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Traceless StaudingerLigation
In linear algebra, the trace of a square matrix , denoted , is the sum of the elements on its main diagonal, a_ + a_ + \dots + a_. It is only defined for a square matrix (). The trace of a matrix is the sum of its eigenvalues (counted with multiplicities). Also, for any matrices and of the same size. Thus, similar matrices have the same trace. As a consequence, one can define the trace of a linear operator mapping a finite-dimensional vector space into itself, since all matrices describing such an operator with respect to a basis are similar. The trace is related to the derivative of the determinant (see Jacobi's formula). Definition The trace of an square matrix is defined as \operatorname(\mathbf) = \sum_^n a_ = a_ + a_ + \dots + a_ where denotes the entry on the row and column of . The entries of can be real numbers, complex numbers, or more generally elements of a field . The trace is not defined for non-square matrices. Example Let be a matrix, with \mathbf ...
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Organophosphorus Compound
Organophosphorus chemistry is the scientific study of the synthesis and properties of organophosphorus compounds, which are organic compounds containing phosphorus. They are used primarily in pest control as an alternative to chlorinated hydrocarbons that persist in the environment. Some organophosphorus compounds are highly effective insecticides, although some are extremely toxic to humans, including sarin and VX (nerve agent), VX nerve agents. Phosphorus, like nitrogen, is in pnictogen, group 15 of the periodic table, and thus phosphorus compounds and nitrogen compounds have many similar properties. The definition of organophosphorus compounds is variable, which can lead to confusion. In industrial and environmental chemistry, an organophosphorus compound need contain only an organic substituent, but need not have a direct phosphorus-carbon (P-C) bond. Thus a large proportion of pesticides (e.g., malathion), are often included in this class of compounds. Phosphorus can adopt a v ...
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Chemical Biology
Chemical biology is a scientific discipline between the fields of chemistry and biology. The discipline involves the application of chemical techniques, analysis, and often small molecules produced through synthetic chemistry, to the study and manipulation of biological systems. Although often confused with biochemistry, which studies the chemistry of biomolecules and regulation of biochemical pathways within and between cells, chemical biology remains distinct by focusing on the application of chemical tools to address biological questions. History Although considered a relatively new scientific field, the term "chemical biology" has been in use since the early 20th century, and has roots in scientific discovery from the early 19th century. The term 'chemical biology' can be traced back to an early appearance in a book published by Alonzo E. Taylor in 1907 titled "On Fermentation", and was subsequently used in John B. Leathes' 1930 article titled "The Harveian Oration on The ...
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Staudinger Mechanism2
Staudinger is a German surname. Notable people with the surname include: * Alma Staudinger (1921–2017), Austrian diver * Christina Staudinger (born 1987), Austrian freestyle skier * Conny Staudinger (born 1927), Austrian ice hockey player * Hannes Staudinger (1907–1974), Austrian cinematographer * Hans Staudinger (1889–1980), German politician *Hermann Staudinger (1881–1965), German chemist who demonstrated the existence of macromolecules and was the winner of the 1953 Nobel Prize in Chemistry * Josef Staudinger (1906–1998), Austrian diver who competed in the 1928 and 1932 Summer Olympics * Magda Staudinger (1902–1997), Latvian biologist and botanist * Magdalene Epply-Staudinger (1907–2005), Austrian diver *Otto Staudinger (1830–1900), German entomologist * Rupert Staudinger (born 1997), British-German luger * Stella Staudinger (born 1972), Austrian basketball player * Ursula Staudinger (born 1959), German psychologist * Wolfgang Staudinger (born 1963), West German lu ...
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Nitrogen
Nitrogen is a chemical element; it has Symbol (chemistry), symbol N and atomic number 7. Nitrogen is a Nonmetal (chemistry), nonmetal and the lightest member of pnictogen, group 15 of the periodic table, often called the Pnictogen, pnictogens. It is a common element in the universe, estimated at Abundance of the chemical elements, seventh in total abundance in the Milky Way and the Solar System. At standard temperature and pressure, two atoms of the element chemical bond, bond to form N2, a colourless and odourless diatomic molecule, diatomic gas. N2 forms about 78% of Atmosphere of Earth, Earth's atmosphere, making it the most abundant chemical species in air. Because of the volatility of nitrogen compounds, nitrogen is relatively rare in the solid parts of the Earth. It was first discovered and isolated by Scottish physician Daniel Rutherford in 1772 and independently by Carl Wilhelm Scheele and Henry Cavendish at about the same time. The name was suggested by French chemist ...
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Diatomic
Diatomic molecules () are molecules composed of only two atoms, of the same or different chemical elements. If a diatomic molecule consists of two atoms of the same element, such as hydrogen () or oxygen (), then it is said to be homonuclear molecule, homonuclear. Otherwise, if a diatomic molecule consists of two different atoms, such as carbon monoxide () or nitric oxide (), the molecule is said to be heteronuclear molecule, heteronuclear. The bond in a homonuclear diatomic molecule is non-polar. The only chemical elements that form stable homonuclear diatomic molecules at standard temperature and pressure (STP) (or at typical laboratory conditions of 1 bar (pressure), bar and 25 °C) are the gases hydrogen (), nitrogen (), oxygen (), fluorine (), and chlorine (), and the liquid bromine (). The noble gases (helium, neon, argon, krypton, xenon, and radon) are also gases at STP, but they are monatomic. The homonuclear diatomic gases and noble gases together are called "ele ...
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Nucleophilic Addition
In organic chemistry, a nucleophilic addition (AN) reaction is an addition reaction where a chemical compound with an electrophilic double or triple bond reacts with a nucleophile, such that the double or triple bond is broken. Nucleophilic additions differ from electrophilic additions in that the former reactions involve the group to which atoms are added accepting electron pairs, whereas the latter reactions involve the group donating electron pairs. Addition to carbon–heteroatom double bonds Nucleophilic addition reactions of nucleophiles with electrophilic double or triple bond (π bonds) create a new carbon center with two additional single, or σ, bonds.March Jerry; (1985). Advanced Organic Chemistry reactions, mechanisms and structure (3rd ed.). New York: John Wiley & Sons, inc. Addition of a nucleophile to carbon–heteroatom double or triple bonds such as >C=O or -C≡N show great variety. These types of bonds are polar (have a large difference in electronegativit ...
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Reaction Mechanism
In chemistry, a reaction mechanism is the step by step sequence of elementary reactions by which overall chemical reaction occurs. A chemical mechanism is a theoretical conjecture that tries to describe in detail what takes place at each stage of an overall chemical reaction. The detailed steps of a reaction are not observable in most cases. The conjectured mechanism is chosen because it is thermodynamically feasible and has experimental support in isolated intermediates (see next section) or other quantitative and qualitative characteristics of the reaction. It also describes each reactive intermediate, activated complex, and transition state, which bonds are broken (and in what order), and which bonds are formed (and in what order). A complete mechanism must also explain the reason for the reactants and catalyst used, the stereochemistry observed in reactants and products, all products formed and the amount of each. The electron or arrow pushing method is often used in ...
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