Tetramethylpyrophosphate

Base Information

• Chemical Name: Tetramethylpyrophosphate
• CAS No.: 690-49-3
• Molecular Formula: C4H12 O7 P2
• Molecular Weight: 234.083
• Hs Code.: 2905199090
• DSSTox Substance ID: DTXSID70988760
• Nikkaji Number: J1.549.949D
• Wikidata: Q82977444
• Mol file: 690-49-3.mol

Synonyms:Tetramethylpyrophosphate;dimethoxyphosphoryl dimethyl phosphate;Methyl pyrophosphate;690-49-3;Diphosphoric acid, tetramethyl ester;Tetramethyldifosfat [Czech];Pyrophosphoric acid, tetramethyl ester;BRN 1712019;tetramethyl diphosphate;tetramethyl pyrophosphate;SCHEMBL1110647;DTXSID70988760;Diphosphoric acid tetramethyl ester;LS-136501

Chemical Property of Tetramethylpyrophosphate

Chemical Property:

• Vapor Pressure: 1.24mmHg at 25°C
• Boiling Point: 179.9°C at 760 mmHg
• Flash Point: 77°C
• PSA: 99.91000
• Density: 1.34g/cm³
• LogP: 1.80480
• XLogP3: -1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 234.00582671
• Heavy Atom Count: 13
• Complexity: 199

Purity/Quality:

99% ^*data from raw suppliers

TETRAMETHYLPYROPHOSPHATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Tetramethylpyrophosphate

There total 14 articles about Tetramethylpyrophosphate 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: 98.0%

1,3-dimethyl-2-(3-nitro-1,2,4-triazol-1-yl)-2-pyrrolidin-1-yl-1,3,2-diazaphospholidinium hexafluorophosphate + 2-phenylethanol (60-12-8) + Phosphoric acid dimethyl ester; compound with triethyl-amine → C16H27N3OP(1+)*F6P(1-) + tetramethyl pyrophosphate (690-49-3) + Phosphoric acid 2-phenylethyl dimethyl ester (94626-26-3)

Guidance literature:

With 2,6-dimethylpyridine; In [D₃]acetonitrile; acetonitrile; at 20 ℃; for 2.5h;

DOI:10.1016/j.tet.2006.01.084

Reference yield: 58.0%

dimethyl α-hydroxyiminobenzylphosphonate (127291-71-8) → dimethylphosphoric acid (813-78-5) + tetramethyl pyrophosphate (690-49-3) + benzonitrile (100-47-0)

Guidance literature:

In benzene; for 72h; Product distribution; base in var. solv.;

Reference yield: 51.0%

dimethyl α-hydroxyiminobenzylphosphonate (127291-71-8) → dimethylphosphoric acid (813-78-5) + tetramethyl pyrophosphate (690-49-3) + N-benzoyl-dimethyl phosphoramidic acid ester (24856-23-3) + benzonitrile (100-47-0)

Guidance literature:

In benzene; at 80 ℃; for 48h;

upstream raw materials:

Dimethyl Acetyl Phosphate

trimethyl phosphite

Dimethyl chlorophosphate

methanol

Downstream raw materials:

trimethyl phosphite

dimethylphosphoric acid

Refernces

• 1、 Chen, Ming-Tao,You, Xia,Bai, Li-Gang,Luo, Qun-Li. "Metal-free phosphonation of heteroarene N-oxides with trialkyl phosphite at room temperature". supporting information. p. 3165 - 3169. Retrieved 2017/04/21.
• 2、 Hudson, Harry R.,Matthews, Ray W.,Shode, Oluyemisi O.,Yusuf, Ramon O.,Jaszay, Zsuzsa M.,et al.. "THE INTERACTION OF PHOSPHITE ESTERS WITH α-IODOKETONES IN THE PRESENCE OF SILVER ION". . p. 15 - 18. Retrieved 2007/10/02.