Flocoumafen

Base Information

• Chemical Name: Flocoumafen
• CAS No.: 90035-08-8
• Molecular Formula: C₃₃H₂₅F₃O₄
• Molecular Weight: 542.554
• Mol file: 90035-08-8.mol

Synonyms:Flocoumafen;Storm; Storm (rodenticide); WL 108366

Chemical Property of Flocoumafen

Chemical Property:

• Appearance/Colour: White solid.
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 181-191 (cis-isomer). 163-166 (trans- isomer)oC
• Boiling Point: 640.2°Cat760mmHg
• PKA: 4.50±1.00(Predicted)
• Flash Point: 341°C
• PSA: 59.67000
• Density: 1.348g/cm³
• LogP: 7.95830
• Water Solubility.: 1.1 mg l-1

Purity/Quality:

Flocoumafen ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T+,N
• Statements: 26/27/28-48/23/24/25-50/53
• Safety Statements: 28-36/37/39-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Flocoumafen is a second-generation anti-coagulant used as a rodenticide. It has a very high toxicity and is restricted to indoor use and sewers (in the United Kingdom). This restriction is mainly due to the increased risk to non-target species. Studies have shown that rodents resistant to first-generation anti-coagulants can be adequately controlled with flocoumafen. The chemical substance is off-white solid, does not mix well with water (1.1 mg/L), and is sparingly soluble in acetone, ethanol, xylene, and octanol. Flocoumafen is stable to hydrolysis. Because of the acute toxicity of flocoumafen and its intended use as a rodenticide, chronic toxicity studies have not been reported. However, flocoumafen is known to cause adverse health effects and abnormal prothrombin. Flocoumafen is used to control rodents around buildings. It also has some use in field and plantation crops including cocoa, cotton, oilpalm, rice and sugar cane.

Technology Process of Flocoumafen

There total 15 articles about Flocoumafen 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: 32.0%

4-hydroxy[1]benzopyran-2-one (1076-38-6,92395-12-5) + 1,2,3,4-tetrahydro-3-[4-(4-trifluoromethylbenzyloxy)phenyl]naphthalen-1-ol (103772-30-1) → cis-4-hydroxy-3-[1,2,3,4-tetrahydro-3-[4-(4-trifluoromethylbenzyloxy)phenyl]-1-naphthyl]coumarin (104563-61-3,104563-60-2,90035-08-8) + trans-4-hydroxy-3-[1,2,3,4-tetrahydro-3-[4-(4-trifluoromethylbenzyloxy)phenyl]-1-naphthyl]coumarin (104563-61-3,104563-60-2,90035-08-8)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 6h; Reflux;

DOI:10.1007/s12039-010-0071-2

Reference yield: 32.0%

4-hydroxy[1]benzopyran-2-one (1076-38-6,92395-12-5) + 1,2,3,4-tetrahydro-3-[4-(4-trifluoromethylbenzyloxy)phenyl]naphthalen-1-ol (103772-30-1) → cis-4-hydroxy-3-[1,2,3,4-tetrahydro-3-[4-(4-trifluoromethylbenzyloxy)phenyl]-1-naphthyl]coumarin (104563-61-3,104563-60-2,90035-08-8) + trans-4-hydroxy-3-[1,2,3,4-tetrahydro-3-[4-(4-trifluoromethylbenzyloxy)phenyl]-1-naphthyl]coumarin (104563-61-3,104563-60-2,90035-08-8)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 6h; Reflux;

DOI:10.1007/s12039-010-0071-2

Reference yield:

3-p-methoxyphenyl-2-carboxy-4-phenylbutyric acid (118806-75-0) → cis-4-hydroxy-3-[1,2,3,4-tetrahydro-3-[4-(4-trifluoromethylbenzyloxy)phenyl]-1-naphthyl]coumarin (104563-61-3,104563-60-2,90035-08-8) + trans-4-hydroxy-3-[1,2,3,4-tetrahydro-3-[4-(4-trifluoromethylbenzyloxy)phenyl]-1-naphthyl]coumarin (104563-61-3,104563-60-2,90035-08-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sulfuric acid / water / 8 h / Reflux

1.2: polyphosphoric acid / 1 h / 80 °C

2.1: hydrogen bromide / acetic acid / 6 h / Reflux

3.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C

4.1: sodium tetrahydroborate / ethanol / 2 h / 20 °C

5.1: toluene-4-sulfonic acid / dichloromethane / 6 h / Reflux

With sodium tetrahydroborate; sulfuric acid; hydrogen bromide; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; dichloromethane; water; acetic acid;

DOI:10.1007/s12039-010-0071-2

upstream raw materials:

4-hydroxy[1]benzopyran-2-one

1,2,3,4-tetrahydro-3-[4-(4-trifluoromethylbenzyloxy)phenyl]naphthalen-1-ol

C₂₀H₂₂O₅

3,4-dihydro-3-(4-methoxyphenyl)naphthalene-1(2H)-one

Refernces

• 1、 -. "Rodenticides". . . Retrieved 2008/06/13.