Thermal decomposition and mass spectra of phosphoramidate esters.
スポンサーリンク
概要
- 論文の詳細を見る
Thermal decomposition of diphenyl phosphoramidate (<B>1</B>)and phenyl phosphordiamidate (<B>2</B>) was investigated by DTA-TG, IR, <SUP>1</SUP>H NMR, <SUP>31</SUP>P NMR, mass spectroscopy, and TG-GC/MS. The DTA-TG/DTG curve showed that the thermal decomposition of <B>1</B> occurred in one stage. Compound <B>1</B> melted at about 150°C and decomposed to polyphosphates accompanied with a weight loss of about 60% in the temperature region of 200 to 350°C. It was confirmed from the results of IR, <SUP>1</SUP>H NMR, and TG-GC/MS that this weight loss in TG of <B>1</B> is attributed to the liberation of ammonia and phenol and to the production of an insoluble polyphosphate through triphenyl phosphate or a soluble oligophosphate. The fragment ions of diphenyl ether (<I>m</I>⁄<I>z</I> 170) and aniline (<I>m</I>⁄<I>z</I> 93) were recognized in the mass spectrum of <B>1</B>. This result indicates that phenyl radical and hydrogen atom in both samples transfer between three oxygen atoms and a nitrogen atom around a phosphorus atom. The activation energy of the thermal decomposition was estimated to be 151 kJ mol<SUP>−1</SUP> for <B>1</B> and 220 kJ mol<SUP>−1</SUP> for <B>2</B>. From the DTA-TG/DTG curve of <B>2</B>, the decomposition in TG showed two stages and proceeded in a similar process to <B>1</B>. The cleavage of <B>2</B> by the electronic impact was also similar to that of <B>1</B>.
- 公益社団法人 日本化学会の論文
著者
-
Shimasaki Choichiro
Department Of Chemical And Biochemical Engineering Faculty Of Engineering Toyama University
-
Tsukurimichi Eiichi
Department Of Chemical And Biochemical Engineering Faculty Of Engineering Toyama University
-
Yoshimura Toshiaki
Department of Applied Chemistry, Faculty of Engineering, Osaka City University
-
Mutou Yoshinori
Department of Industrial Chemistry, Faculty of Engineering, Toyama University
関連論文
- Separation of Serine Proteases by Polymers Bearing Irreversible Inhibitors
- PEG-Inhibitor Conjugates : Application of Diphenyl α-Aminoalkylphosphonate to Removal of Chymotrypsin(Biochemistry & Molecular Biology)
- Synthesis and Crystal Structures of [CuCl_2(μ-NSPh_3)]_2 and [CuCl_2(Ph_3SN)_2] : Novel Copper Complexes Bearing Organic λ^6-Sulfanenitrile as Ligand
- Selective Removal of Chymotrypsin Using Diphenyl α-Aminoalkylphosphonate Immobilized on Sepharose Gel(Biochemistry & Molecular Biology)
- Design of α-Amylase Inhibitory Peptides
- Kinetic Investigation on the Hydrolysis of Aryl(fluoro)(phenyl)-λ^6-sulfaneitriles
- Cyclic and Linear Peptides Derived from α-Amylase Inhibitory Protein Tendamistat^1
- Study of the Mechanism for the Hydrolysis of Alkoxy(aryl)(phenyl)-λ^6-sulfanenitriles, ArPhS(OR)(〓N)
- α-Amylase Inhibitory Activity of Linear and Cyclic Peptides Derived from Tendamistat
- Selective Removal of Chymotrypsin Using Its Irreversible Inhibitor
- Preparation and Reactivity of N-Substituted S,S,S-Triphenyliminosulfonium Salts
- Synthesis of Fluorescent Peptides and Application for β-Structural Peptide
- Amphiphilic Peptides from pH-Dependent β-Structure in Phospholipid Membrane
- Biological and Structural Properties of Cyclic Peptides Derived from the α-Amylase Inhibitor Tendamistat
- Synthesis, Structure, and Thermolysis Mechanism of S-Alkoxythiazynes
- Synthesis and Reactivity of S-Sulfiliminothiazynes
- Interaction of Synthetic J Protein of Bacteriophage ΦK with Its Circular Single-Stranded DNA
- Synthesis and Properties of Cyclic Peptides Having Inhibitory Site of α-Amylase Inhibitor Tendamistat
- Thermal Decomposition and Mass Spectra of the N-Phenyl-, N, N'-Diphenyl-, and N, N', N''-Triphenylphosphoric Triamides
- Estimation of the Number of Polyhydroxyalkanoate (PHA)-Degraders in Soil and Isolation of Degraders Based on the Method of Most Probable Number (MPN) Using PHA-Film
- Effects of the Noncyclic Cyanamides on the Retrogradation of Waxy Corn Starch
- Simple Determination Method of Degree of Substitution for Starch Acetate
- Comparison of Thermal and Guanidine Hydrochloride Denaturation Behaviors of Glucoamylase from the STA1 Gene of Saccharomyces cerevisiae var. diastaticus
- Significant Formation of 8-Hydroxydeoxyguanosine in Photoirradiation of "Photo-Fenton Reagent" with Calf Thymus DNA and L 5178Y cells
- Preparation and Reactivities of S,S-Diaryl-S-aminothiazynes, Ar_2S(NR_2)(N)^
- First Preparation and Reactions of S, S-Diaryl-S-fluorothiazynes, Ar_2SF(N)
- pH-Dependent β-Structure Formed by Acidic Amphiphilic Peptides in Buffer and Lipid Bilayer
- パルス法による高モリブデン組成のニッケル・モリブデン合金電着
- Studies on the Retrogradation and Structural Properties of Waxy Corn Starch
- Synthesis of Cyclic Peptides Derived from α-Amylase Inhibitor Tendamistat and Their Biological Activity
- Super-Secondary Structure with Amphiphilic β-Standards Probed by Pyrenylalanine
- Model Reaction of Self-Condensation of Sulfenic Acids. Kinetic Investigation for the Reaction of Methyl Benzenesulfenate with trans-Decalin-9-sulfenic Acid^# and 2-Methyl-2-propanesulfenic Acid
- The thermal decomposition and hydrolysis of calcium carbamoyl phosphate.
- Intramolecular stereospecific Pummerer reactions of aryl (substituted-methyl) sulfoxides bearing electron-withdrawing groups with acetic anhydride.
- Pyrolysis of sulforxide bearing electron-withdrawing substituents on .BETA.-position in S-ethyl group of ethyl phenyl sulfoxide.
- Kinetic study on the alkaline hydrolysis of S,S-diaryl-N-halosulfilimines.
- Thermal decomposition and mass spectra of phosphoramidate esters.
- Mechanism of Reaction of S,S-Diphenyl-S-methoxythiazyne with Thiols.
- Deoxygenation of tertiary amine oxides with carbon disulfide.
- Predominant intramolecular Pummerer reactions of substituted benzyl p-tolyl sulfoxides with acetic anhydride.
- The Ei reaction of substituted threo- and erythro-1-phenylethyl phenyl sulfoxides.
- The thermal decomposition of lithium hydrogenphosphoramidate trihydrate.
- Intermolecular Pummerer rearrangement reactions of alkyl phenyl and dialkyl sulfoxides with acetic anhydride.