N,N,N',N',N'',N''-Hexabutylphosphoric triamide

Base Information

• Chemical Name: N,N,N',N',N'',N''-Hexabutylphosphoric triamide
• CAS No.: 22421-85-8
• Molecular Formula: C24H54N3OP
• Molecular Weight: 431.686
• DSSTox Substance ID: DTXSID10538748
• Nikkaji Number: J1.675.296G
• Wikidata: Q82414271
• Mol file: 22421-85-8.mol

Synonyms:N,N,N',N',N'',N''-Hexabutylphosphoric triamide;22421-85-8;hexabutyltriamidophosphate;SCHEMBL9246188;DTXSID10538748;CQKIJHDQEAQSSZ-UHFFFAOYSA-N;phosphoric acid tris-(dibutylamide)

Chemical Property of N,N,N',N',N'',N''-Hexabutylphosphoric triamide

Chemical Property:

• XLogP3: 7.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 21
• Exact Mass: 431.40045035
• Heavy Atom Count: 29
• Complexity: 325

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCN(CCCC)P(=O)(N(CCCC)CCCC)N(CCCC)CCCC

Technology Process of N,N,N',N',N'',N''-Hexabutylphosphoric triamide

There total 6 articles about N,N,N',N',N'',N''-Hexabutylphosphoric triamide 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: 5.0%

tetrakis(dibutylamino)phosphonium bromide → hexabutylphosphoric acid triamide (22421-85-8) + N-pentylidenehexan-1-amine (10599-77-6) + dibutylamine (111-92-2) + hydrochloride of heptabutylphosphorimidic triamide + butan-1-ol (71-36-3) + hexabutyl triamidophosphite (5848-65-7)

Guidance literature:

With sodium hydroxide; at 200 ℃; under 0.02 Torr; Product distribution; Mechanism;

Reference yield: 0.65%

dibutylamine (111-92-2) → hexabutylphosphoric acid triamide (22421-85-8)

Guidance literature:

With dihydrogen peroxide; phosphorus trichloride; Yield given. Multistep reaction; 1.) ether, addition: 2 h, reflux: 6 h; 2.) acetone, addition: 0 deg C than 40-50 deg C, 3 h;

DOI:10.1139/v86-197

Reference yield:

hexabutyl triamidophosphite (5848-65-7) → hexabutylphosphoric acid triamide (22421-85-8)

Guidance literature:

With dihydrogen peroxide; acetone;

DOI:10.1021/ja01586a027

upstream raw materials:

hexabutyl triamidophosphite

C₂₄H₅₄Cl₂N₃P

dibutylamine

Downstream raw materials:

C₂₁H₄₈N₃OP

N,N,N',N'-Tetrabutyl-phosphorodiamid