Phosphoric acid, 2-bromo-1-(2,4-dichlorophenyl)ethenyl dimethyl ester

Base Information

• Chemical Name: Phosphoric acid, 2-bromo-1-(2,4-dichlorophenyl)ethenyl dimethyl ester
• CAS No.: 68107-01-7
• Molecular Formula: C10H10BrCl2O4P
• Molecular Weight: 375.971
• European Community (EC) Number: 635-040-3
• UNII: 8L6YOO859V
• Nikkaji Number: J181.382J,J8.086A
• Wikidata: Q27270706
• Mol file: 68107-01-7.mol

Synonyms:IPO-63;methylbromfenvinfos;methylbromfenvinphos;methylbromphenvinphos;O,O-dimethyl O-(1-(2,4-dichlorophenyl)-2-bromovinyl) phosphate;Polfos

Chemical Property of Phosphoric acid, 2-bromo-1-(2,4-dichlorophenyl)ethenyl dimethyl ester

Chemical Property:

• PSA: 54.57000
• LogP: 5.10420
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 373.88771
• Heavy Atom Count: 18
• Complexity: 345

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COP(=O)(OC)OC(=CBr)C1=C(C=C(C=C1)Cl)Cl
• Isomeric SMILES: COP(=O)(OC)O/C(=C\Br)/C1=C(C=C(C=C1)Cl)Cl

Technology Process of Phosphoric acid, 2-bromo-1-(2,4-dichlorophenyl)ethenyl dimethyl ester

There total 4 articles about Phosphoric acid, 2-bromo-1-(2,4-dichlorophenyl)ethenyl dimethyl 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: 45.0%

2,2-dibromo-1-(2,4-dichlorophenyl)ethanone (24123-68-0) + phosphorous acid trimethyl ester (121-45-9) → 2,4-dichlorophenacyl bromide (2631-72-3) + O,O-dimethyl-O-<1-(2,4-dichlorophenyl)-2-bromo>vinyl phosphate (isomer Z) (68107-01-7)

Guidance literature:

In methanol; for 0.25h; Title compound not separated from byproducts; Heating;

Reference yield: 3.3%

2,4-dichlorophenacyl bromide (2631-72-3) + phosphorous acid trimethyl ester (121-45-9) → O,O-dimethyl-O-<1-(2,4-dichlorophenyl)-2-bromo>vinyl phosphate (isomer Z) (68107-01-7) + 2,4-dichlorophenacyl-O,O-dimethylphosphonate + 1-(2,4-dichlorophenyl)ethan-1-one (2234-16-4)

Guidance literature:

In methanol; for 0.25h; Title compound not separated from byproducts;

Reference yield:

1-(2,4-dichlorophenyl)ethan-1-one (2234-16-4) → O,O-dimethyl-O-<1-(2,4-dichlorophenyl)-2-bromo>vinyl phosphate (isomer Z) (68107-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / Br₂ / neat (no solvent)

2: Heating

With bromine; In neat (no solvent);

upstream raw materials:

2,4-dichlorophenacyl bromide

phosphorous acid trimethyl ester

2,2-dibromo-1-(2,4-dichlorophenyl)ethanone

1-(2,4-dichlorophenyl)ethan-1-one

Refernces

• 1、 Koziara, Anna,Mloykowska, Barbara,Majewski, Piotr,Sledzinski, Bogdan,Zwierzak, Andrzej. "EXAMINATION OF BY-PRODUCTS FORMED UPON REACTING TRIALKYL PHOSPHITES WITH 2,4-DICHLOROPHENACYLIDENE BROMIDE AS A MECHANISTIC PROBE OF PERKOW REACTION". . p. 399 - 409. Retrieved 2007/10/02.