1-Diethoxyphosphorylhexane

Base Information

• Chemical Name: 1-Diethoxyphosphorylhexane
• CAS No.: 16165-66-5
• Molecular Formula: C10H23 O3 P
• Molecular Weight: 222.265
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID60167209
• Nikkaji Number: J50.291J
• Wikidata: Q83036534
• Mol file: 16165-66-5.mol

Synonyms:diethyl hexylphosphonate;hexane phosphonic acid diethyl ester;hexylphosphonic acid diethyl ester

Chemical Property of 1-Diethoxyphosphorylhexane

Chemical Property:

• Vapor Pressure: 0.00569mmHg at 25°C
• Refractive Index: 1.4820 (estimate)
• Boiling Point: 282.6°Cat760mmHg
• Flash Point: 138.6°C
• PSA: 45.34000
• Density: 0.964g/cm³
• LogP: 3.83280
• Water Solubility.: 0.6g/L(25 oC)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 222.13848159
• Heavy Atom Count: 14
• Complexity: 161

Purity/Quality:

98% ^*data from raw suppliers

DiethylHexylphosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCP(=O)(OCC)OCC
• Uses: Diethyl Hexylphosphonate is an intermediate in the synthesis of Hexylphosphonic Dichloride (H295465). Hexylphosphonic Dichloride acts as a reagent for the preparation of enantiomeric phosphonates which are inhibitors of cholesterol esterase.

Technology Process of 1-Diethoxyphosphorylhexane

There total 24 articles about 1-Diethoxyphosphorylhexane 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: 95.0%

1-bromo-hexane (111-25-1) + triethyl phosphite (122-52-1) → triethyl phosphate (78-40-0) + ethylphosphonic acid diethyl ester (78-38-6) + diethyl hexylphosphonate (16165-66-5)

Guidance literature:

at 170 ℃; for 12h; Inert atmosphere; Dean-Stark;

DOI:10.1021/om500854u

Reference yield: 93.0%

triethyl phosphate (78-40-0) + C10H22LiO3P → diethyl hexylphosphonate (16165-66-5)

Guidance literature:

In tetrahydrofuran; at -78 - 0 ℃;

Reference yield: 91.0%

n-hexylphosphonic acid (4721-24-8) + Triethyl orthoacetate (78-39-7) → diethyl hexylphosphonate (16165-66-5)

Guidance literature:

at 90 ℃; for 24h; Green chemistry;

DOI:10.3390/molecules26185637

upstream raw materials:

1-hexene

di-tert-butyl peroxide

phosphonic acid diethyl ester

1-bromo-hexane

Downstream raw materials:

(E)-3-(2,6-difluorobenzylidene)octan-2-one

(E)-3-(cyclohex-3-enylmethylene)octan-2-one

n-hexylphosphonic acid

hexyl-phosphonic acid ethyl ester-(4-nitro-phenyl ester)

Refernces

• 1、 Besse,Le Pluart,Cook,Pham,Madec. "Synthesis and polymerization kinetics of acrylamide phosphonic acids and esters as new dentine adhesives". . p. 149 - 157. Retrieved 2013.
• 2、 Petr, A.,Grossmann, G.,Klose, G.,Ahlnaes, T.,Goetze, T.. "Rotational Motions in n-Hexane Phosphonic Acid Diethyl Ester Studied Combining 2H, 13C, and 31P NMR. Analysis of the Phosphorus-31 Spin-Lattice Relaxation". . p. 231 - 242. Retrieved 1986.
• 3、 Kendall, Alexander J.,Salazar, Chase A.,Martino, Patrick F.,Tyler, David R.. "Direct conversion of phosphonates to phosphine oxides: An improved synthetic route to phosphines including the first synthesis of methyl JohnPhos". supporting information. p. 6171 - 6178. Retrieved 2015/02/19.