2-Butyl-5-nitrobenzofuran

Base Information

• Chemical Name: 2-Butyl-5-nitrobenzofuran
• CAS No.: 133238-87-6
• Molecular Formula: C12H13NO3
• Molecular Weight: 219.24
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID40431576
• Wikidata: Q72514436
• Mol file: 133238-87-6.mol

Synonyms:2-BUTYL-5-NITROBENZOFURAN;133238-87-6;2-butyl-5-nitro-1-benzofuran;2-n-Butyl-5-nitrobenzofuran;Benzofuran, 2-butyl-5-nitro-;MFCD14525624;2-(n-butyl)-5-nitrobenzofuran;5-nitro-2-butylbenzofuran;SCHEMBL282766;SCHEMBL422399;2-n-butyl 5-nitro benzofuran;2-n-butyl-5-nitro-benzofuran;DTXSID40431576;XGAJABPTUOLUAE-UHFFFAOYSA-N;AMY40884;BCP14687;CS-M0180;CL4551;AKOS015901846;GS-0917;AC-25775;SY033753;FT-0664147;A847412;J-006335

Chemical Property of 2-Butyl-5-nitrobenzofuran

Chemical Property:

• Appearance/Colour: Pale yellow to yellow liquid
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.586
• Boiling Point: 329.721 °C at 760 mmHg
• Flash Point: 153.21 °C
• PSA: 58.96000
• Density: 1.191 g/cm³
• LogP: 4.20680
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 219.08954328
• Heavy Atom Count: 16
• Complexity: 251

Purity/Quality:

98% ^*data from raw suppliers

2-Butyl-5-nitrobenzofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=CC2=C(O1)C=CC(=C2)[N+](=O)[O-]
• Uses: Dronedarone intermediate.

Technology Process of 2-Butyl-5-nitrobenzofuran

There total 20 articles about 2-Butyl-5-nitrobenzofuran 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: 94.0%

Koshlands reagent I (772-33-8) + n-valeryl chloride (638-29-9) → 2-(n-butyl)-5-nitrobenzofuran (133238-87-6)

Guidance literature:

Koshlands reagent I; With triphenylphosphine; In dichloromethane; for 1h; Reflux;

n-valeryl chloride; With triethylamine; In dichloromethane; for 3h; Reflux;

DOI:10.24820/ark.5550190.p010.681

Reference yield: 80.0%

2-butyl-5-nitro-2,3-dihydrobenzofuran-3-ol → 2-(n-butyl)-5-nitrobenzofuran (133238-87-6)

Guidance literature:

With sulfuric acid; In ethanol; for 4h; Heating / reflux;

Reference yield: 50.0%

2-(hex-2-en-1-yl)-4-nitrophenol (1068753-61-6) → 2-(n-butyl)-5-nitrobenzofuran (133238-87-6)

Guidance literature:

With sodium carbonate; p-benzoquinone; bis(benzonitrile)palladium(II) dichloride; In 1,4-dioxane; at 80 ℃; for 3h;

upstream raw materials:

2-(2-formyl-4-nitrophenoxy)hexanoic acid

methyl 2-bromohexanoate

5-Nitrosalicylaldehyde

methyl 2-(2-formyl-4-nitrophenoxy)butanoate

Downstream raw materials:

2-butyl-3-(4-[3(dibutylamino)propoxy]benzoyl)-5-nitro-benzofuran hydrochloride

(2-butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone

3-[4-(3-chloro propionamido)benzoyl] 2-n-butyl 5-nitro benzofuran

2-n-butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran

Refernces

• 1、 -. "Benzofuran compound and application thereof". Paragraph 0053-0055; 0059-0061. . Retrieved 2021/08/06.
• 2、 Parmar, Nilesh D.,Hadiyal, Sanjay D.,Kapupara, Vimal H.,Joshi, Hitendra S.. "Microwave-assisted synthesis of (2-butyl-5-nitrobenzo[b]furan-3-yl)-[4-(substituted ethynyl)phenyl]methanones". . p. 143 - 153. Retrieved 2018/10/26.