Diethyl octylphosphonate

Base Information

• Chemical Name: Diethyl octylphosphonate
• CAS No.: 1068-07-1
• Molecular Formula: C12H27 O3 P
• Molecular Weight: 250.318
• Hs Code.: 2931900090
• European Community (EC) Number: 213-941-9
• DSSTox Substance ID: DTXSID3074442
• Nikkaji Number: J217.177E
• Wikidata: Q82002787
• Mol file: 1068-07-1.mol

Synonyms:1068-07-1;DIETHYL 1-OCTYLPHOSPHONATE;Diethyl octylphosphonate;1-diethoxyphosphoryloctane;Phosphonic acid, octyl-, diethyl ester;octyl-phosphonic acid diethyl ester;EINECS 213-941-9;AI3-18569;diethyloctylphosphonate;Diethyl 1-octanephosphonate;SCHEMBL503890;DTXSID3074442;Octylphosphonic acid diethyl ester;BAA06807;MFCD00015659;AKOS017343273;CS-0132384;FT-0624817;E81589

Chemical Property of Diethyl octylphosphonate

Chemical Property:

• Vapor Pressure: 0.000739mmHg at 25°C
• Refractive Index: 1.4340
• Boiling Point: 316.9°Cat760mmHg
• Flash Point: 159.3°C
• PSA: 45.34000
• Density: 0.949g/cm³
• LogP: 4.61300
• Water Solubility.: <0.2g/L(25 oC)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 11
• Exact Mass: 250.16978172
• Heavy Atom Count: 16
• Complexity: 185

Purity/Quality:

98% ^*data from raw suppliers

DIETHYL 1-OCTYLPHOSPHONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 36/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCP(=O)(OCC)OCC

Technology Process of Diethyl octylphosphonate

There total 24 articles about Diethyl octylphosphonate 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: 100.0%

oct-1-ene (111-66-0,25068-25-1) + Diethyl phosphonate (762-04-9,123-22-8) → diethyl octylphosphonate (1068-07-1)

Guidance literature:

With triethyl borane; oxygen; In cyclohexane; at 20 ℃;

DOI:10.1021/ol050292e

Reference yield: 98.0%

diethyl 1-(p-chlorobenzoyloxy)octylphosphonate (256511-59-8) → diethyl octylphosphonate (1068-07-1)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jo991357s

Reference yield: 97.0%

oct-1-ene (111-66-0,25068-25-1) + phosphonic acid diethyl ester (762-04-9) → diethyl octylphosphonate (1068-07-1)

Guidance literature:

With air; at 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2007.11.142

upstream raw materials:

oct-1-ene

phosphonic acid diethyl ester

dibenzoyl peroxide

1-bromo-octane

Downstream raw materials:

(Sp)-2-octyl-4H-1,3,2-benzodioxaphosphorin 2-oxides

(Rp)-2-octyl-4H-1,3,2-benzodioxaphosphorin 2-oxides

Octyl-P(O)Cl₂

n-octylphosphonic acid

Refernces

• 1、 Healy, Mark P.,Parsons, Andrew F.,Rawlinson, James G. T.. "Consecutive approach to alkenes that combines radical addition of phosphorus hydrides with horner-wadsworth-emmons-type reactions". . p. 1597 - 1600. Retrieved 2005.
• 2、 Fields. "-". . p. 2358,2359. Retrieved 1958.
• 3、 Fu, Zhicheng,Sun, Simin,Yang, Anjian,Sun, Fang,Xu, Jiaxi. "Transition metal-free access to 3,4-dihydro-1,2-oxaphosphinine-2-oxides from phosphonochloridates and chalcones through tandem Michael addition and nucleophilic substitution". . p. 13124 - 13127. Retrieved 2019.
• 4、 Li, Yuanming,Chakrabarty, Shyamal,Mück-Lichtenfeld, Christian,Studer, Armido. "Ortho-Trialkylstannyl Arylphosphanes by C-P and C-Sn Bond Formation in Arynes". supporting information. p. 802 - 806. Retrieved 2016/02/27.