1-Diethoxyphosphorylheptane

Base Information

• Chemical Name: 1-Diethoxyphosphorylheptane
• CAS No.: 17195-46-9
• Molecular Formula: C11H25O3P
• Molecular Weight: 236.291
• DSSTox Substance ID: DTXSID30404714
• Wikidata: Q82209026
• Mol file: 17195-46-9.mol

Synonyms:1-diethoxyphosphorylheptane;17195-46-9;Phosphonic acid, heptyl-, diethyl ester;diethyl heptylphosphonate;heptyl-phosphonic acid diethyl ester;SCHEMBL2941289;DTXSID30404714;MFCD00015658;AKOS017343249

Chemical Property of 1-Diethoxyphosphorylheptane

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 10
• Exact Mass: 236.15413165
• Heavy Atom Count: 15
• Complexity: 173

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Diethoxyphosphorylheptane

There total 2 articles about 1-Diethoxyphosphorylheptane 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: 75.0%

1-penten (109-67-1) + diethyl (2-iodoethyl)phosphonate (142778-06-1) → ethylphosphonic acid diethyl ester (78-38-6) + heptyl-phosphonic acid diethyl ester (17195-46-9)

Guidance literature:

With sodium tetrahydroborate; triethyl borane; tributyltin chloride; In hexane; toluene; at -78 ℃; Yields of byproduct given;

DOI:10.1016/S0040-4020(97)00405-5

Reference yield: 58.0%

1-penten (109-67-1) + diethyl 2-bromoethylphosphonate (5324-30-1) → ethylphosphonic acid diethyl ester (78-38-6) + heptyl-phosphonic acid diethyl ester (17195-46-9)

Guidance literature:

With sodium tetrahydroborate; tributyltin chloride; In toluene; for 2h; Ambient temperature; Irradiation;

DOI:10.1016/0040-4020(96)00820-4

Reference yield:

heptyl-phosphonic acid diethyl ester (17195-46-9) → 2,5-Undecanedione (7018-92-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / n-BuLi, S₈ / tetrahydrofuran / -78 °C

2: 91 percent / n-BuLi / tetrahydrofuran / -78 °C

3: 72 percent / NaH / 18-crown-6 / Ambient temperature

4: 88 percent / H₂O ,CF₃COOH / tetrahydrofuran / Ambient temperature

With sulfur; n-butyllithium; water; sodium hydride; trifluoroacetic acid; 18-crown-6 ether; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)87310-4

upstream raw materials:

1-penten

diethyl 2-bromoethylphosphonate

diethyl (2-iodoethyl)phosphonate

Downstream raw materials:

2,5-Undecanedione

dihydro-cis-jasmone

Refernces

• 1、 Balczewski, Piotr,Pietrzykowski, Witold M.. "A free radical approach to functionalization of phosphonates utilizing novel 2- and 3-phosphonyl radicals". . p. 13681 - 13694. Retrieved 2007/10/03.