Coumatetralyl

Base Information

• Chemical Name: Coumatetralyl
• CAS No.: 5836-29-3
• Molecular Formula: C19H16O3
• Molecular Weight: 292.334
• Mol file: 5836-29-3.mol

Synonyms:Coumarin,4-hydroxy-3-(1,2,3,4-tetrahydro-1-naphthyl)- (6CI,7CI,8CI);3-(1,2,3,4-Tetrahydro-1-naphthyl)-4-hydroxycoumarin;3-(a-Tetralinyl)-4-hydroxycoumarin;3-(a-Tetralyl)-4-Hydroxycoumarin;4-Hydroxy-3-(1,2,3,4-tetrahydro-1-naphthyl)coumarin;Coumatetralyl;Endrocide;Murisan A;Racumin;Racumin 57;Rodentin;

Chemical Property of Coumatetralyl

Chemical Property:

• Appearance/Colour: Yellowish-white crystalline powder; colorless when pure; odorless.
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 176.1oC
• Refractive Index: 1.673
• Boiling Point: 502.438 °C at 760 mmHg
• PKA: 4.50±1.00(Predicted)
• Flash Point: 214.255 °C
• PSA: 50.44000
• Density: 1.329 g/cm³
• LogP: 3.77110
• Storage Temp.: 0-6°C

Purity/Quality:

Coumatetralyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 27/28-48/24/25-52/53
• Safety Statements: 28-36/37-45-61

MSDS Files:

SDS file from LookChem

Useful:

• Description: Coumatetralyl, is also called 4-hydroxy-3-(1,2,3,4- tetrahydro-1-naphthyl)coumarin, consists of colorless crystals which are slightly soluble in water (pH 7), benzene, toluene, diethyl ether, readily soluble in dimethylformamide, dichloromethane, isopropanol, soluble in alcohols, acetone. Coumatetralyl is produced by the condensation of 4- hydroxycoumarin with 1,2,3,4-tetrahydro-1-naphthol (28). First introduced in 1956, coumatetralyl is one of the most widely used first-generation anticoagulants. It is not, however, available in the United States.
• Uses: Coumatetralyl is used as an anticoagulant rodenticide. Coumatetralyl is widely used to control rodent populations.

Technology Process of Coumatetralyl

There total 3 articles about Coumatetralyl 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: 85.0%

4-hydroxy[1]benzopyran-2-one (1076-38-6,92395-12-5) + 1,2,3,4-Tetrahydro-1-naphthol (529-33-9) → coumatetralyl (5836-29-3)

Guidance literature:

With iron (III) perchlorate monohydrate; In acetonitrile; at 80 ℃; for 3.5h;

DOI:10.1016/j.tet.2010.02.063

Reference yield: 76.0%

4-hydroxy[1]benzopyran-2-one (1076-38-6,92395-12-5) + 1,2-Dihydronaphthalene (447-53-0) → coumatetralyl (5836-29-3)

Guidance literature:

With 4Bi⁽³⁺⁾*12CF₃O₃S^(1-)*H₂O; In nitromethane; at 90 ℃; for 5h;

DOI:10.1055/s-0029-1219936

Reference yield:

→ coumatetralyl (5836-29-3)

Guidance literature:

4-Hydroxy-cumarin und 1-Hydroxy-1,2,3,4-tetrahydronaphthalin in Eg. und wss. H2SO4 (110-120grad);

upstream raw materials:

4-hydroxy[1]benzopyran-2-one

1,2,3,4-Tetrahydro-1-naphthol

1,2-Dihydronaphthalene

Refernces

• 1、 Chen, Yixin,Wang, Yurong,Zhong, Rong,Li, Jinshan. "HFIP Promoted C3 Alkylation of Lawsone and 4-Hydroxycoumarin with Alcohols by Dehydrative Cross-Coupling". . p. 10638 - 10647. Retrieved 2020/09/23.
• 2、 Thirupathi, Ponnaboina,Kim, Sung Soo. "Fe(ClO4)3·×H2O-Catalyzed direct C-C bond forming reactions between secondary benzylic alcohols with different types of nucleophiles". experimental part. p. 2995 - 3003. Retrieved 2010/06/14.