Tris(tetrabutylammonium) hydrogen pyrophosphate

Base Information

• Chemical Name: Tris(tetrabutylammonium) hydrogen pyrophosphate
• CAS No.: 76947-02-9
• Molecular Formula: C48H109N3O7P2
• Molecular Weight: 902.357
• European Community (EC) Number: 629-331-4
• Mol file: 76947-02-9.mol

Synonyms:76947-02-9;Tris(tetrabutylammonium) hydrogen pyrophosphate;PYROPHOSPHORICACIDTRIS(TETRABUTYLAMMONIUM)SALT;[hydroxy(oxido)phosphoryl] phosphate;tetrabutylazanium;tris(tetra-n-butylammonium) hydrogen pyrophosphate;Tetrabutylammonium pyrophosphate (3:1);tetrabutylammonium hydrogendiphosphate;AKOS037646249;AS-67606;EN300-6731081;A932311;TRIS(TETRABUTYLAMMONIUM)HYDROGEN PYROPHOSPHATE;tris(tetrabutylazanium) hydrogen (phosphonooxy)phosphonate;tris(tetrabutylazanium) hydrogen (phosphonatooxy)phosphonate

Chemical Property of Tris(tetrabutylammonium) hydrogen pyrophosphate

Chemical Property:

• PSA: 152.40000
• LogP: 15.51380
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly), Water (Slightly)
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 37
• Exact Mass: 901.77407682
• Heavy Atom Count: 60
• Complexity: 270

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tris(tetrabutylammonium) hydrogen pyrophosphate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[N+](CCCC)(CCCC)CCCC.CCCC[N+](CCCC)(CCCC)CCCC.CCCC[N+](CCCC)(CCCC)CCCC.OP(=O)([O-])OP(=O)([O-])[O-]
• Description: Tris(tetrabutylammonium) hydrogen pyrophosphate is a reagent used for pyrophosphorylation, reactions involving isoprenoid derivatives, and the pyrophosphorylation and triphosphorylation of nucleosides.Tris(tetrabutylammonium) hydrogen pyrophosphate. A new reagent for the preparation of allylic pyrophosphate esters
• Uses: Phosphorylating reagent.

Technology Process of Tris(tetrabutylammonium) hydrogen pyrophosphate

There total 2 articles about Tris(tetrabutylammonium) hydrogen 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: 99.0%

tetra(n-butyl)ammonium hydroxide (2052-49-5) → tris(tetra-n-butylammonium) hydrogen pyrophosphate (76947-02-9)

Guidance literature:

With disodium pyrophoshate; ammonium hydroxide; In water; pH=7.3;

DOI:10.1002/anie.201805526

Reference yield:

disodium pyrophoshate + tetra(n-butyl)ammonium hydroxide (2052-49-5) → tris(tetra-n-butylammonium) hydrogen pyrophosphate (76947-02-9)

Guidance literature:

With ammonia; In water;

Reference yield: 78.0%

tris(tetra-n-butylammonium) hydrogen pyrophosphate (76947-02-9) + 1-chloro-3,7-dimethylocta-2,6-diene (5389-87-7) → geranyl diphosphate (763-10-0)

Guidance literature:

In acetonitrile; for 2h; Ambient temperature;

DOI:10.1021/jo00375a005

upstream raw materials:

tetra(n-butyl)ammonium hydroxide

Downstream raw materials:

guanosine-5'-diphosphate

dimethylallyl diphosphate

neryl diphosphate

geranyl diphosphate

Refernces

• 1、 Oberhauser, Clara,Harms, Vanessa,Seidel, Katja,Schr?der, Benjamin,Ekramzadeh, Kimia,Beutel, Sascha,Winkler, Sven,Lauterbach, Lukas,Dickschat, Jeroen S.,Kirschning, Andreas. "Exploiting the Synthetic Potential of Sesquiterpene Cyclases for Generating Unnatural Terpenoids". supporting information. p. 11802 - 11806. Retrieved 2018/09/10.
• 2、 Koohang, Ali,Bailey, Jessica L.,Coates, Robert M.,Erickson, Hans K.,Owen, David,Poulter, C. Dale. "Enantioselective inhibition of squalene synthase by aziridine analogues of presqualene diphosphate". supporting information; experimental part. p. 4769 - 4777. Retrieved 2010/09/10.