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The general structure of a phosphite ester showing the lone pairs on the P. In organic chemistry, a phosphite ester or organophosphite usually refers to an organophosphorous compound with the formula P(OR) 3. They can be considered as esters of an unobserved tautomer phosphorous acid, H 3 PO 3, with the simplest example being trimethylphosphite ...
Phosphonites are generally more reactive than phosphite esters. They react to produce phosphinates. Heating is also required for the reaction, but pyrolysis of the ester to an acid is a common side reaction. The poor availability of substituted phosphonites limits the usage of this class of reagent in the Arbuzov reaction.
General ester of phosphonic acid; in fact, the phosphorus has a formal charge of +1, the oxygen above it has a formal charge of −1, and the bond between them is single. In organic chemistry , phosphonates or phosphonic acids are organophosphorus compounds containing C−PO(OR) 2 groups , where R is an organic group ( alkyl , aryl ).
Deprotonation of the Seyferth–Gilbert reagent A gives an anion B, which reacts with the ketone to form the oxaphosphetane D. Elimination of dimethylphosphate E gives the vinyl diazo-intermediate Fa and Fb. The generation of nitrogen gas gives a vinyl carbene G, which via a 1,2-migration forms the desired alkyne H.
Diethyl phosphite is the organophosphorus compound with the formula (C 2 H 5 O) 2 P(O)H. It is a popular reagent for generating other organophosphorus compounds, exploiting the high reactivity of the P-H bond. Diethyl phosphite is a colorless liquid. [1] The molecule is tetrahedral.
With the formula (HO) 2 P(O)CH 2 NHCH 2 CO 2 H, this derivative of glycine is one of the most widely used herbicides. Bisphosphonates are a class of drugs to treat osteoporosis. The nerve gas agent sarin, containing both C–P and F–P bonds, is a phosphonate. [citation needed] Phosphinates feature two P–C bonds, with the general formula R 2 ...
In organic chemistry, phosphate or orthophosphate is an organophosphate, an ester of orthophosphoric acid of the form PO 4 RR′R″ where one or more hydrogen atoms are replaced by organic groups. An example is trimethyl phosphate, (CH 3) 3 PO 4. The term also refers to the trivalent functional group OP(O-) 3 in such esters.
When the substituent on the other hand is phenyl (not shown) the phosphite has a preference for reaction with the acyl group leading to an ethyl enol ether. Key in explaining the difference in reactivity is the electron density on the α-keto carbon atom. Perkow quinoline application