2-Methyl-5-nitrobenzofuran

Base Information

• Chemical Name: 2-Methyl-5-nitrobenzofuran
• CAS No.: 14146-09-9
• Molecular Formula: C9H7NO3
• Molecular Weight: 177.15700
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID80403671
• Nikkaji Number: J488.592I
• Wikidata: Q82207402
• Mol file: 14146-09-9.mol

Synonyms:2-methyl-5-nitro-1-benzofuran;2-methyl-5-nitrobenzofuran;14146-09-9;Benzofuran, 2-methyl-5-nitro-;2-methyl-5-nitro-benzofuran;SCHEMBL266607;DTXSID80403671;GDQWGORSGRIJCV-UHFFFAOYSA-N;AKOS003264082;AS-59899;CS-0038875;W12157

Chemical Property of 2-Methyl-5-nitrobenzofuran

Chemical Property:

• PSA: 58.96000
• LogP: 3.17260
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 177.042593085
• Heavy Atom Count: 13
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

2-Methyl-5-nitro-1-benzofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(O1)C=CC(=C2)[N+](=O)[O-]

Technology Process of 2-Methyl-5-nitrobenzofuran

There total 15 articles about 2-Methyl-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: 92.0%

1-nitro-4-(prop-2-ynyloxy)benzene (17061-85-7) → 2-methyl-5-nitrobenzofuran (14146-09-9) + p-Nitrophenyl allenyl ether (66397-25-9)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; for 0.025h; Product distribution; microwave irradiation; other base, solvent; microwave promoted isomerization of propargyl ethers into allenyl ethers;

DOI:10.1080/00397919708005453

Reference yield: 72.0%

calcium carbide + N'-(2-hydroxy-5-nitrobenzylidene)-4-methylbenzenesulfonohydrazide → 2-methyl-5-nitrobenzofuran (14146-09-9)

Guidance literature:

With potassium tert-butylate; water; copper(l) chloride; In N,N-dimethyl-formamide; at 90 ℃; for 5h;

DOI:10.1021/acs.orglett.8b00676

Reference yield: 44.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) → 2-methyl-5-nitrobenzofuran (14146-09-9)

Guidance literature:

With 1,10-Phenanthroline; oxygen; palladium diacetate; copper(II) acetate monohydrate; In 1,2-dichloro-ethane; at 130 ℃; for 24h; regioselective reaction;

DOI:10.1039/c4cc07026g

upstream raw materials:

1-nitro-4-(prop-2-ynyloxy)benzene

4-Fluoronitrobenzene

propan-2-one O-(4-nitrophenyl)oxime

2-(2-FORMYL-4-NITROPHENOXY)PROPANOIC ACID

Downstream raw materials:

5-amino-2-methylbenzofuran

2-bromomethyl-5-nitro-benzofuran