Phosphonic acid, [(3-oxo-1-cyclohexen-1-yl)methyl]-, diethyl ester

Base Information

• Chemical Name: Phosphonic acid, [(3-oxo-1-cyclohexen-1-yl)methyl]-, diethyl ester
• CAS No.: 134891-99-9
• Molecular Formula: C11H19O4P
• Molecular Weight: 246.243
• DSSTox Substance ID: DTXSID30439304
• Nikkaji Number: J381.010K
• Wikidata: Q82255222
• Mol file: 134891-99-9.mol

Synonyms:134891-99-9;Phosphonic acid, [(3-oxo-1-cyclohexen-1-yl)methyl]-, diethyl ester;DTXSID30439304;[(3-Oxo-1-cyclohexenyl)methyl]phosphonic acid diethyl ester

Chemical Property of Phosphonic acid, [(3-oxo-1-cyclohexen-1-yl)methyl]-, diethyl ester

Chemical Property:

• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 246.10209608
• Heavy Atom Count: 16
• Complexity: 312

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOP(=O)(CC1=CC(=O)CCC1)OCC

Technology Process of Phosphonic acid, [(3-oxo-1-cyclohexen-1-yl)methyl]-, diethyl ester

There total 14 articles about Phosphonic acid, [(3-oxo-1-cyclohexen-1-yl)methyl]-, diethyl ester 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: 97.0%

3-[(diethoxyphosphoryl)(phenylselanyl)methyl]cyclohexanone → diethyl <(3-oxo-1-cyclohexen-1-yl)methyl>phosphonate (134891-99-9)

Guidance literature:

With dihydrogen peroxide; In dichloromethane; at 0 ℃;

DOI:10.1055/s-2007-965982

Reference yield: 87.0%

Diethyl methylphosphonate (683-08-9) + 2-(phenylsulfinyl)cyclohex-2-en-1-one (84978-80-3) → diethyl <(3-oxo-1-cyclohexen-1-yl)methyl>phosphonate (134891-99-9)

Guidance literature:

Diethyl methylphosphonate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

2-(phenylsulfinyl)cyclohex-2-en-1-one; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h;

In benzene; at 40 ℃; for 2h; Further stages.;

DOI:10.1055/s-2007-965982

Reference yield: 80.0%

diethyl <(1-hydroxy-3-chloro-2-cyclohexen-1-yl)methyl>phosphonate (173171-39-6) → diethyl <(3-oxo-1-cyclohexen-1-yl)methyl>phosphonate (134891-99-9)

Guidance literature:

With sulfuric acid; In chloroform; for 0.0833333h; Ambient temperature;

DOI:10.1021/jo00130a024

upstream raw materials:

<(1-hydroxy-2-cyclohexen-1-yl)methyl>phosphonate

[7-(Diethoxy-phosphoryl)-2,6-dioxo-heptyl]-phosphonic acid diethyl ester

3-methoxycyclohex-2-en-1-one

Diethyl methylphosphonate

Downstream raw materials:

diethyl [(3-methoxyphenyl)methyl]phosphonate

3-(4-(diphenylamino)styryl)cyclohex-2-enone

diethyl (3-oximinocyclohex-1-enyl)methylphosphonate

(E)-3-(prop-1-en-1-yl)cyclohex-2-en-1-one

Refernces

• 1、 Chen, Kuan-Fu,Hsu, Ying-Chan,Wu, Qiongyou,Yen, Ming-Chang P.,Sun, Shih-Sheng. "Structurally simple dipolar organic dyes featuring 1,3-cyclohexadiene conjugated unit for dye-sensitized solar cells". supporting information; experimental part. p. 377 - 380. Retrieved 2009/08/15.
• 2、 Mphahlele, Malose J.,Modro, Tomasz A.. "Reaction of Phosphonate-Stabilized Carbanions with Cyclic Enones Bearing a β-Leaving Group". . p. 8236 - 8240. Retrieved 2007/10/03.