Butopyronoxyl

Base Information

• Chemical Name: Butopyronoxyl
• CAS No.: 532-34-3
• Deprecated CAS: 1341-44-2,8039-36-9,8039-36-9
• Molecular Formula: C12H18 O4
• Molecular Weight: 226.273
• Hs Code.: 2932999016
• European Community (EC) Number: 208-535-3
• NSC Number: 404420,5750
• UNII: 4I5PG5VZ0V
• DSSTox Substance ID: DTXSID2040319
• Nikkaji Number: J6.986H
• Wikidata: Q15632775
• NCI Thesaurus Code: C76864
• ChEMBL ID: CHEMBL2106142
• Mol file: 532-34-3.mol

Synonyms:butopyronoxyl;indalone

Chemical Property of Butopyronoxyl

Chemical Property:

• Vapor Pressure: 0.00619mmHg at 25°C
• Melting Point: 25°C
• Refractive Index: n20/D 1.477(lit.)
• Boiling Point: 272.1 °C at 760 mmHg
• Flash Point: 112.7 °C
• PSA: 52.60000
• Density: 1.054 g/mL at 25 °C(lit.)
• LogP: 1.98160
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 226.12050905
• Heavy Atom Count: 16
• Complexity: 315

Purity/Quality:

98%,99%, ^*data from raw suppliers

Butopyronoxyl ^*data from reagent suppliers

Safty Information:

• Statements: 38
• Safety Statements: 37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Insect Repellents
• Canonical SMILES: CCCCOC(=O)C1=CC(=O)CC(O1)(C)C
• Uses: Insect repellents that can be applied directly on the skin. Indalon is an insect repellent.
• Indications: Butopyronoxyl is not water soluble and can be applied to skin and clothing to repel biting stable flies, Lone Star ticks, dog and cat fleas, and chiggers.

Technology Process of Butopyronoxyl

There total 2 articles about Butopyronoxyl 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:

di-n-butyl oxalate (2050-60-4) → butyl-3,4-dihydro-2,2-dimethyl-4-oxo-2H-pyran-6-carboxylate (532-34-3,8039-36-9)

Guidance literature:

With sodium butanolate; Versetzen des Reaktionsgemisches mit Toluol und anschliessend Behandeln mit wss. Schwefelsaeure;

Reference yield:

→ butyl-3,4-dihydro-2,2-dimethyl-4-oxo-2H-pyran-6-carboxylate (532-34-3,8039-36-9)

Guidance literature:

Reference yield:

butyl-3,4-dihydro-2,2-dimethyl-4-oxo-2H-pyran-6-carboxylate (532-34-3,8039-36-9) → 1-butyl-3-methyl 2-benzoyl-5-(methylsulfanyl)isophthalate

Guidance literature:

Multi-step reaction with 3 steps

1: 54 percent / Lawesson's reagent / toluene / 4 h / 50 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 1 h / 20 °C

3: 71 percent / toluene / 3 h / 110 °C

With Lawessons reagent; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; toluene; 1: Substitution / 2: Alkylation / 3: Cycloaddition;

DOI:10.1021/jo990110s

upstream raw materials:

di-n-butyl oxalate

Downstream raw materials:

6,6-dimethyl-4-phenylhydrazono-5,6-dihydro-4H-pyran-2-carboxylic acid butyl ester

4,4-Dimethyl-2,6-dioxo-4,5-dihydrofuro<3,4-b>pyran

Refernces