Dibutyl butylphosphonate

Base Information

• Chemical Name: Dibutyl butylphosphonate
• CAS No.: 78-46-6
• Molecular Formula: C12H27 O3 P
• Molecular Weight: 250.318
• European Community (EC) Number: 201-119-2
• NSC Number: 2666
• UNII: 5GO20BIE6O
• DSSTox Substance ID: DTXSID6052536
• Nikkaji Number: J50.237E
• Wikidata: Q27262135
• Mol file: 78-46-6.mol

Synonyms:DBBP compound;dibutyl butyl phosphonate;dibuyl butyl phosphonate

Chemical Property of Dibutyl butylphosphonate

Chemical Property:

• Vapor Pressure: 0.000739mmHg at 25°C
• Refractive Index: n20/D 1.432(lit.)
• Boiling Point: 283 ºC
• Flash Point: >110 ºC
• PSA: 45.34000
• Density: 0.946
• LogP: 4.61300
• Water Solubility.: 0.5g/L(25 oC)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 11
• Exact Mass: 250.16978172
• Heavy Atom Count: 16
• Complexity: 181

Purity/Quality:

98% ^*data from raw suppliers

Dibutyl butylphosphonate ≥90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organophosphates, Other
• Canonical SMILES: CCCCOP(=O)(CCCC)OCCCC
• Uses: Dibutyl Butylphosphonate is a reagent used in organic synthesis. It is used for uranium extractions as well as in the plasticizing industry.

Technology Process of Dibutyl butylphosphonate

There total 22 articles about Dibutyl butylphosphonate 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%

1-iodo-butane (542-69-8) + tri-n-butyl phosphite (102-85-2) → dibutyl butylphosphonate (78-46-6)

Guidance literature:

at 160 ℃; for 1.5h;

DOI:10.1021/acs.macromol.5b00897

Reference yield: 95.0%

tri-n-butyl phosphite (102-85-2) → dibutyl butylphosphonate (78-46-6)

Guidance literature:

With iodine; for 24h; Heating;

Reference yield: 94.0%

n-butyllithium (109-72-8,29786-93-4) + phosphoric acid tributyl ester (126-73-8) → dibutyl butylphosphonate (78-46-6)

Guidance literature:

In tetrahydrofuran; hexane; at -78 - 0 ℃;

upstream raw materials:

1-iodo-butane

tri-n-butyl phosphite

n-butyl magnesium bromide

dibutyl chlorophosphate

Downstream raw materials:

butylphosphonic acid

butylphosphonic dichloride

Refernces

• 1、 Clarke, Lorne,Overkleeft, Hermen S.,Robinson, Kyle,Santana, Andrés G.,Scherer, Manuel,Withers, Stephen G.,Zhou, Steven. "Lipid-mimicking phosphorus-based glycosidase inactivators as pharmacological chaperones for the treatment of Gaucher's disease". . p. 13909 - 13913. Retrieved 2021/11/04.
• 2、 Li, Chunya,Wang, Qi,Zhang, Jian-Qiu,Ye, Jingjing,Xie, Ju,Xu, Qing,Han, Li-Biao. "Water determines the products: An unexpected Br?nsted acid-catalyzed PO-R cleavage of P(iii) esters selectively producing P(O)-H and P(O)-R compounds". supporting information. p. 2916 - 2922. Retrieved 2019/06/18.