(2-Chlorophenyl)-dimethoxyphosphorylmethanol

Base Information

• Chemical Name: (2-Chlorophenyl)-dimethoxyphosphorylmethanol
• CAS No.: 6329-47-1
• Molecular Formula: C₉H₁₂ClO₄P
• Molecular Weight: 250.619
• NSC Number: 43446
• DSSTox Substance ID: DTXSID10286010
• Nikkaji Number: J2.443.404D
• Mol file: 6329-47-1.mol

Synonyms:(2-chlorophenyl)-dimethoxyphosphorylmethanol;6329-47-1;NSC43446;DTXSID10286010;NSC-43446

Chemical Property of (2-Chlorophenyl)-dimethoxyphosphorylmethanol

Chemical Property:

• Vapor Pressure: 6.97E-06mmHg at 25°C
• Boiling Point: 362.3°Cat760mmHg
• Flash Point: 172.9°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: 240

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=CC=C1Cl)O)OC

Technology Process of (2-Chlorophenyl)-dimethoxyphosphorylmethanol

There total 4 articles about (2-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: 99.0%

methyl phosphite (96-36-6,868-85-9) + 2-chloro-benzaldehyde (89-98-5) → (+/-)-dimethyl hydroxy(2-chlorophenyl)methylphosphonate (97939-09-8,6329-47-1)

Guidance literature:

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

DOI:10.1002/cjoc.201300615

Reference yield: 93.0%

2-chloro-benzaldehyde (89-98-5) + Dimethyl phosphite (868-85-9) → (+/-)-dimethyl hydroxy(2-chlorophenyl)methylphosphonate (97939-09-8,6329-47-1)

Guidance literature:

With triethylamine; In acetone; for 0.166667h; Reflux;

DOI:10.1039/c9nj02144b

Reference yield: 77.0%

dimethyl trimethylsilyl phosphite (36198-87-5) + 2-chloro-benzaldehyde (89-98-5) → (+/-)-dimethyl hydroxy(2-chlorophenyl)methylphosphonate (97939-09-8,6329-47-1)

Guidance literature:

dimethyl trimethylsilyl phosphite; 2-chloro-benzaldehyde; With 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene; In tetrahydrofuran; at 0 - 20 ℃; for 8h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; for 0.5h; Inert atmosphere;

DOI:10.1055/s-0030-1260045

upstream raw materials:

2-chloro-benzaldehyde

Dimethyl phosphite

dimethyl trimethylsilyl phosphite

methyl phosphite

Downstream raw materials:

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

O,O-dimethyl 1-((4,6-dichloropyrimidin-2-yl)carbamyloxy)-1-(2-chlorophenyl)methylphosphonate

(2-chlorophenyl)(dimethoxyphosphoryl)methyl cinnamate

O,O-dimethyl-1-(4-isopropylphenoxyacetoxy)-1-(2-chlorophenyl)methylphosphonate

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、 Xu, Liang,You, Geyun,Peng, Hao,He, Hongwu. "Synthesis and biological activities of O, O-dialkyl 1-((4,6- Dichloropyrimidin-2-yl)carbamyloxy) alkylphosphonates". . p. 812 - 818. Retrieved 2014/07/08.