Dimethyl acid pyrophosphate

Base Information

• Chemical Name: Dimethyl acid pyrophosphate
• CAS No.: 26644-00-8
• Molecular Formula: C2H8 O7 P2
• Molecular Weight: 206.029
• European Community (EC) Number: 247-871-5,268-993-5
• NSC Number: 96609
• UN Number: 3265
• UNII: 1R9ZEZ483S
• DSSTox Substance ID: DTXSID2044632
• Nikkaji Number: J248.988K
• Wikidata: Q27252786
• ChEMBL ID: CHEMBL3186201
• Mol file: 26644-00-8.mol

Synonyms:Dimethyl acid pyrophosphate;Dimethyl dihydrogen diphosphate;26644-00-8;P,P'-Dimethyl diphosphate;P,P'-Dimethyl pyrophosphate;Pyrophosphoric acid dimethyl ester;Cycate 296.9;68155-93-1;Diphosphoric acid, P,P'-dimethyl ester;UNII-1R9ZEZ483S;[hydroxy(methoxy)phosphoryl] methyl hydrogen phosphate;1R9ZEZ483S;DTXSID2044632;EINECS 247-871-5;P,P'-Dimethyl dihydrogen diphosphate;NSC 96609;NSC-96609;Pyrophosphoric acid, P,P'-dimethyl ester;AI3-15042;Dimethyl pyrophosphate;{[hydroxy(methoxy)phosphoryl]oxy}(methoxy)phosphinic acid;SCHEMBL1758664;CHEMBL3186201;DTXCID0024632;Diphosphoric acid,P'-dimethyl ester;NSC96609;EINECS 268-993-5;Oxybis(phosphonic acid methyl) ester;Tox21_302697;AKOS024332988;NCGC00256808-01;CAS-26644-00-8;FT-0741650;Q27252786

Chemical Property of Dimethyl acid pyrophosphate

Chemical Property:

• Boiling Point: 313.5°Cat760mmHg
• PKA: 0.77±0.50(Predicted)
• Flash Point: 143.4°C
• PSA: 121.91000
• Density: 1.662g/cm³
• LogP: 0.49660
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 205.97452659
• Heavy Atom Count: 11
• Complexity: 189
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

DIMETHYL ACID PYROPHOSPHATE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COP(=O)(O)OP(=O)(O)OC

Technology Process of Dimethyl acid pyrophosphate

There total 7 articles about Dimethyl acid pyrophosphate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 16.0%

[(E)-Hydroxyimino]-(hydroxy-methoxy-phosphoryl)-acetic acid; compound with cyclohexylamine → P1,P2-Dimethyl diphosphate (26644-00-8) + methyl phosphorocyanidate

Guidance literature:

In acetonitrile; Yields of byproduct given; Heating;

Reference yield:

methylphosphate (812-00-0) → P1,P2-Dimethyl diphosphate (26644-00-8)

Guidance literature:

With 1,1'-carbonyldiimidazole; In tetrahydrofuran;

Reference yield:

methanol (67-56-1) + erythro-1,2-dibromo-1-phenylpropylphosphonate → dimethylphosphoric acid (813-78-5) + P1,P2-Dimethyl diphosphate (26644-00-8) + methyl p-N,N-diethylaminobenzenephosphonate (57702-48-4)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; N,N-diethylaniline; In chloroform; at 70 ℃; for 168h;

DOI:10.1021/ja00533a027

upstream raw materials:

methylphosphate

methanol

N,N-diethylaniline

Refernces

• 1、 McKenna, Charles E.,Kashemirov, Boris A.,Fujimoto, Mari. "(Hydroxyimino)phosphonoacetic acids: Synthesis, stereochemistry and reactivity". . p. 158. Retrieved 2007/10/03.
• 2、 Satterthwait, Arnold C.,Westheimer, F. H.. "Monomeric Methyl Metaphosphate: Reactions with Carbonyl Groups". . p. 4464 - 4472. Retrieved 2007/10/02.