1-Diethoxyphosphorylcyclohexan-1-ol

Base Information

• Chemical Name: 1-Diethoxyphosphorylcyclohexan-1-ol
• CAS No.: 42763-00-8
• Molecular Formula: C10H21O4P
• Molecular Weight: 236.248
• DSSTox Substance ID: DTXSID80474144
• Nikkaji Number: J736.979D
• Wikidata: Q82303957
• Mol file: 42763-00-8.mol

Synonyms:diethyl 1-hydroxycyclohexylphosphonate;1-diethoxyphosphorylcyclohexan-1-ol;42763-00-8;SCHEMBL11277729;DTXSID80474144;1-diethoxyphosphoryl-cyclohexan-1-ol;AKOS015906411;(1-Hydroxy-cyclohexyl)-phosphonic acid diethyl ester

Chemical Property of 1-Diethoxyphosphorylcyclohexan-1-ol

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 236.11774614
• Heavy Atom Count: 15
• Complexity: 226

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(C1(CCCCC1)O)OCC

Technology Process of 1-Diethoxyphosphorylcyclohexan-1-ol

There total 11 articles about 1-Diethoxyphosphorylcyclohexan-1-ol 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: 98.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + phosphonic acid diethyl ester (762-04-9) → diethyl (1-hydroxycyclohexyl)phosphonate (42763-00-8)

Guidance literature:

natural phosphate doped with potassium fluoride; for 0.0833333h; Ambient temperature;

DOI:10.1016/0040-4039(96)00744-7

Reference yield: 95.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + triethyl phosphite (122-52-1) → diethyl (1-hydroxycyclohexyl)phosphonate (42763-00-8)

Guidance literature:

With cerium(III) chloride heptahydrate; In neat (no solvent); at 20 ℃; for 12h;

DOI:10.1080/10426507.2019.1633532

Reference yield: 80.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + triethyl phosphite (122-52-1) → diethyl (1-hydroxycyclohexyl)phosphonate (42763-00-8) + phosphonic acid diethyl ester (762-04-9)

Guidance literature:

With hydrogenchloride; In diethyl ether; dichloromethane; at -10 ℃; for 1h;

DOI:10.1055/s-2006-950200

upstream raw materials:

cyclohexanone

phosphonic acid diethyl ester

piperidine

diethyl 1-(trimethylsiloxy)-1-cyclohexylphosphonate

Downstream raw materials:

Methanesulfonic acid 1-(diethoxy-phosphoryl)-cyclohexyl ester

Methanesulfinic acid 1-(diethoxy-phosphoryl)-cyclohexyl ester

(1-Acetoxy-cyclohexyl)-phosphonsaeure-diaethylester

Refernces

• 1、 Mahesh,Sharma, Rupali,Kour, Parteek,Kumar, Anil. "CeCl3?7H2O-catalysed hydrophosphonylation of aldehydes and ketones: An expeditious route to α-hydroxyphosphonates under solvent-free conditions". . p. 1091 - 1097. Retrieved 2019/07/04.
• 2、 Nie, Kun,Liu, Chengwei,Zhang, Yong,Yao, Yingming. "Syntheses of bimetallic lanthanide bis(amido) complexes stabilized by bridged bis(guanidinate) ligands and their catalytic activity toward the hydrophosphonylation reaction of aldehydes and ketones". . p. 1451 - 1460. Retrieved 2015/09/02.