(4-Chlorophenyl)-dimethoxyphosphorylmethanol

Base Information

• Chemical Name: (4-Chlorophenyl)-dimethoxyphosphorylmethanol
• CAS No.: 6329-48-2
• Molecular Formula: C9H12 Cl O4 P
• Molecular Weight: 250.619
• NSC Number: 43447
• DSSTox Substance ID: DTXSID70286011
• Nikkaji Number: J2.648.471E
• Mol file: 6329-48-2.mol

Synonyms:(4-chlorophenyl)-dimethoxyphosphorylmethanol;6329-48-2;NSC43447;DTXSID70286011;NSC-43447

Chemical Property of (4-Chlorophenyl)-dimethoxyphosphorylmethanol

Chemical Property:

• Vapor Pressure: 3.86E-06mmHg at 25°C
• Boiling Point: 370.4°Cat760mmHg
• Flash Point: 177.8°C
• Density: 1.348g/cm³
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 250.0161736
• Heavy Atom Count: 15
• Complexity: 232

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COP(=O)(C(C1=CC=C(C=C1)Cl)O)OC

Technology Process of (4-Chlorophenyl)-dimethoxyphosphorylmethanol

There total 9 articles about (4-Chlorophenyl)-dimethoxyphosphorylmethanol 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%

4-chlorobenzaldehyde (104-88-1) + Dimethyl phosphite (868-85-9) → dimethyl 1-hydroxy-1-(4-chlorophenyl)methylphosphonate (6329-48-2)

Guidance literature:

With triethylamine; at 50 ℃; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.0c01721

Reference yield: 99.0%

methyl phosphite (96-36-6,868-85-9) + 4-chlorobenzaldehyde (104-88-1) → dimethyl 1-hydroxy-1-(4-chlorophenyl)methylphosphonate (6329-48-2)

Guidance literature:

With 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene; In dichloromethane; at 20 ℃; for 24h; Solvent; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1002/cjoc.201300615

Reference yield: 98.0%

4-chlorobenzaldehyde (104-88-1) + phosphorous acid trimethyl ester (121-45-9) → dimethyl 1-hydroxy-1-(4-chlorophenyl)methylphosphonate (6329-48-2)

Guidance literature:

With chloro-trimethyl-silane; lithium perchlorate; In diethyl ether; at 20 ℃; for 0.0833333h;

DOI:10.1080/10426500307904

upstream raw materials:

4-chlorobenzaldehyde

Dimethyl phosphite

phosphorous acid trimethyl ester

4-chloromethoxybenzene

Downstream raw materials:

(2,4-dichloro-phenoxy)-acetic acid (4-chloro-phenyl)-(dimethoxy-phosphoryl)-methyl ester

chloro-acetic acid (4-chloro-phenyl)-(dimethoxy-phosphoryl)-methyl ester

O,O-dimethyl 1-[(6-chloropyridin-3-yl)methyl]-5-methyl-1H-1,2,3-triazol-4-ylcarbonyloxy-(4-chlorophenyl)methyl-phosphonate

dimethyl [(4-chlorophenyl)(6-oxo-6λ5-dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)ethyl]phosphonate

Refernces

• 1、 Rádai, Zita,Windt, Tímea,Nagy, Veronika,Füredi, András,Kiss, Nóra Zsuzsa,Ranelovi?, Ivan,Tóvári, József,Keglevich, Gy?rgy,Szakács, Gergely,Tóth, Szilárd. "Synthesis and anticancer cytotoxicity with structural context of an α-hydroxyphosphonate based compound library derived from substituted benzaldehydes". supporting information. p. 14028 - 14035. Retrieved 2019/09/18.
• 2、 Rádai, Zita,Hodula, Viktória,Kiss, Nóra Zsuzsa,Kóti, János,Keglevich, Gy?rgy. "Phosphorylation of (1-aryl-1-hydroxymethyl)phosphonates". . p. 153 - 154. Retrieved 2019/04/25.