One-Step Synthesis of Sodium Trimetaphosphate (Na3P3O9) from Sodium Chloride and Orthophosphoric Acid

Minh, Doan Pham; Ramaroson, Jocelyn; Nzihou, Ange; Sharrock, Patrick

doi:10.1021/ie201085b

Cited by 18 publications

(17 citation statements)

References 19 publications

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“…Since POCl 3 is obtained from P 4 by chlorination and oxidation, the phosphate esters OP(OR) 3 prepared in this way are downstream of a reduced phosphorus intermediate. In contrast, TriMP can be obtained by thermal dehydration of phosphoric acid with sodium chloride …”

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confidence: 99%

“…In contrast, TriMP can be obtained by thermal dehydration of phosphoric acid with sodium chloride. 28 The Wittig reagent H 2 CPPh 3 as a C-nucleophile reacts with 1 presumably generating the unobserved intermediate anion [P 3 O 8 CH 2 PPh 3 ] − , which is deprotonated in turn by a second equivalent of the Wittig reagent. This results in anion 5, itself a phosphorus ylide, delivering a powerful synthetic handle for the synthesis of phosphonates (Figure 1) in the unusual context of a singly functionalized, intact cyclic triphosphate.…”

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confidence: 99%

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Functionalization of Intact Trimetaphosphate: A Triphosphorylating Reagent for C, N, and O Nucleophiles

Shepard

Cummins

2019

J. Am. Chem. Soc.

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Trimetaphosphate (TriMP, [P3O9] 3−) reacts with PyAOP ([(H8C4N)3PON4C5H3][PF6]), to yield an activated TriMP, [P3O9P(NC4H8)3] − (1), incorporating a phosphonium moiety. Anion 1 is isolated as its bis(triphenylphosphine)iminium (PPN) salt in 70% yield and phosphorylates nucleophiles with elimination of phosphoramide OP(NC4H8)3. Treatment of 1 with amines HNR 1 R 2 generates [P3O8NR 1 R 2 ] 2− (2a: R 1 = R 2 = Et; 2b: R 1 = H, R 2 = t Bu) in greater than 70% yield as mixed PPN and alkyl ammonium salts. Treatment of 1 with primary alcohols in the presence of a tertiary amine base results in salts of intact TriMP alkyl esters [P3O9R] 2− (3a, R = Me; 3b R = Et) in greater than 60% isolated yield. Reaction of 1 with [PPN][H2PO4] provides orthophosphoryl TriMP (4, [P4O12H2] 2−) in 40% yield as the PPN salt. Treatment of 1 with Wittig reagent H2CPPh3 (2 equiv) provides phosphorus ylide [P3O8CHPPh3] 2− (5), in 61% yield as a mixed salt. Ylide 5 reacts with water to provide [P3O8Me] 2− (6) and with aldehydes to give olefins [P3O8CHCHR] 2− (7a: R = H, 7b: R = 4-C6H4Br), products in which one TriMP oxygen is replaced by a phosphonate P-C linkage. Treatment of intact TriMP derivatives 2a, 2b, 3a, and 7a with aqueous tetrabutylammonium hydroxide results in ring-opening to linear triphosphate derivatives. X-ray crystal structures are provided for salts of 1, 2a, 3a, and 4.

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Functionalization of Intact Trimetaphosphate: A Triphosphorylating Reagent for C, N, and O Nucleophiles

Shepard

Cummins

2019

J. Am. Chem. Soc.

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“…In fact, this product is formed at high temperature. 20 Pyrophosphate (P 2 O 7 4− ) was only formed at trace amount (2 mmol or 0.6% of the initial quantity of orthophosphoric acid used). Orthophosphate (PO 4 3− ) was the principal phosphorus-containing product of the reaction (347 mmol or 99% of the initial quantity of orthophosphoric acid used).…”

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Production of Sodium Dihydrogen Phosphate Using Sodium Chloride and Orthophosphoric Acid

Minh

Nzihou

Sharrock

2015

Ind. Eng. Chem. Res.

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Up-to-date, standard synthesis processes of sodium phosphates are based on the neutralization of orthophosphoric acid by sodium hydroxide or sodium carbonate. To the best of our knowledge, the reaction between sodium chloride and orthophosphoric acid has not yet been reported in the literature. This study demonstrated the feasibility of the synthesis of sodium dihydrogen phosphate by the reaction of sodium chloride with orthophosphoric acid. A detailed parametric study was done, wherein the influence of reaction temperature, air flow rate, water addition flow rate, and reaction time was investigated. As expected, the evacuation of hydrogen chloride (HCl) was crucial for getting high conversion of NaCl to HCl. The highest conversion of NaCl to HCl reached 91% after 24 h of synthesis reaction. Sodium dihydrogen phosphate (NaH 2 PO 4) was the main product. Pyrophosphate (P 2 O 7 4−) was only formed at trace amounts, and any trace of trimetaphosphate (P 3 O 9 3−) was observed.

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“…1,2 Many of them are commonly used as food additives, in pH control, and in detergent composition. 2,3 They can be also used in catalysis, 4 and as starting materials for the synthesis of other phosphates, such as sodium trimetaphosphate, [5][6][7][8] phosphate-based glasses and alloys, [9][10][11][12][13] apatitic calcium phosphates. [14][15][16][17] Sodium phosphates can be classically obtained from the neutralization of orthophosphoric acid with sodium hydroxide (and sometimes with sodium carbonate).…”

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confidence: 99%

Sodium Dihydrogen Phosphate Starting From Sodium Chloride and Orthophosphoric Acid Via Cation Resin Exchange

Minh

Nzihou

Sharrock

2015

Phosphorus, Sulfur, and Silicon and the Related Elements

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Sodium phosphates are generally synthesized by neutralization of orthophosphoric acid with sodium hydroxide. In this paper, we communicate a new synthesis process, wherein sodium dihydrogen phosphate can be obtained from sodium chloride and orthophosphoric acid, using cation resin exchange at room operational conditions. This opens a new concept for the design of environmentally friendly processes in this inorganic synthesis field.

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One-Step Synthesis of Sodium Trimetaphosphate (Na₃P₃O₉) from Sodium Chloride and Orthophosphoric Acid

Cited by 18 publications

References 19 publications

Functionalization of Intact Trimetaphosphate: A Triphosphorylating Reagent for C, N, and O Nucleophiles

Functionalization of Intact Trimetaphosphate: A Triphosphorylating Reagent for C, N, and O Nucleophiles

Production of Sodium Dihydrogen Phosphate Using Sodium Chloride and Orthophosphoric Acid

Sodium Dihydrogen Phosphate Starting From Sodium Chloride and Orthophosphoric Acid Via Cation Resin Exchange

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