10159-46-3

Usage

Uses

Used in Organic Chemistry:
Pentamethylphosphoramide is used as a solvent in organic chemistry reactions for its ability to dissolve a wide range of organic compounds, facilitating various chemical processes.
Used in Metal-Catalyzed Transformations:
In the field of catalysis, pentamethylphosphoramide serves as a reagent in metal-catalyzed transformations, enhancing the efficiency and selectivity of certain chemical reactions.
Used in Industrial Applications:
Pentamethylphosphoramide is utilized in specific industrial processes where its unique properties are required, despite the need for stringent safety measures due to its toxic nature.
Used in Research:
In research settings, PMPA is employed to explore its chemical properties and potential applications, including the development of new chemical processes and the study of its interactions with other compounds.

InChI:InChI=1/C5H16N3OP/c1-6-10(9,7(2)3)8(4)5/h1-5H3,(H,6,9)

Upstream product

• 1605-65-8 N,N,N',N'-Tetramethylphosphorodiamidic chloride 
• 74-89-5 methylamine 
• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 20583-06-6 N--N-methylformamid 
• 36598-86-4 N-methylphosphoroamidodichloridate 
• 124-40-3 dimethyl amine 

Downstream Products

• 26400-27-1 Hydroxymethylpentamethylphosphorsaeuretriamid 
• 20583-06-6 N--N-methylformamid 

Relevant academic research and scientific papers

Lithiated anions derived from (alkenyl)pentamethyl phosphoric triamides: Useful synthons for the stereoselective synthesis of 9-oxo- and 10-hydroxy-2(E)-decenoic acids, important components of queen substance and royal jelly of honeybee Apis mellifera

Lithiated anions derived from (alkenyl)pentamethyl phosphoric triamides as homoenolate equivalents are used in the reaction with halogenated acetal and ketal giving regioselectively the γ-alkylation adducts. Chemoselective acidic hydrolysis of the enephosphoramide moiety in the presence of acetal or ketal groups leads to expected carbonyl products, key intermediates in the synthesis of natural compounds. The synthetic potential of the presented strategy is illustrated by stereoselective synthesis of two pheromones namely, 9-oxo-2(E)-decenoic acid 1 from queen substance and 10-hydroxy-2(E)-decenoic acid 2 from royal jelly of honeybee Apis mellifera.

Thermal Oxidative Deamination of Aliphatic Amines to Aldehydes with Bis(diphenylphosphinyl) Peroxide

Reaction of N-substituted alkylamines having pseudoacidic hydrogen at the 1-methylene group with bis(diphenylphosphinyl) peroxide yields the deaminated products by thermal elimination of diphenylphosphinic acid from the intermediate O-diphenylphosphinylhydroxylamines.

HYDROBORATION OF UNSATURATED AMINES VIII A CONVENIENT SYNTHESIS OF AMINO-3 PROPANOL-1

A new route with increased yield and stereoselectivity is reported for the synthesis of amino-3 propanols-1.It involved a hydroboration-oxidation reaction using bora- 9 bicyclo nonane.The amino group was protected by a phosphorylated grouping giving rise to novel and potentially useful phosphorylated reagents.

Aminomethylation of N-propargylphosphoramides. Synthesis of unsymmetrical acetylenic diamines

The preparation of N-alkyl-N-(4-dialkylamino-2-butylnyl)phosphoramides 3 using the Mannich reaction is described.The acidic hydrolysis of those phosphoramides leads to unsymmetrical acetylenic diamines 4.