5-(4-Nitrophenyl)thiophene-2-carboxylic acid

Base Information

• Chemical Name: 5-(4-Nitrophenyl)thiophene-2-carboxylic acid
• CAS No.: 80387-79-7
• Molecular Formula: C11H7NO4S
• Molecular Weight: 249.24258
• Hs Code.: 2934999090
• European Community (EC) Number: 635-971-5
• DSSTox Substance ID: DTXSID40356634
• Wikidata: Q82136104
• Mol file: 80387-79-7.mol

Synonyms:5-(4-Nitrophenyl)thiophene-2-carboxylic acid;80387-79-7;5-(4-nitrophenyl)-2-thiophenecarboxylic acid;SCHEMBL6263158;DTXSID40356634;MFCD00451599;STK279716;AKOS000313693;BS-36146;5-(4-Nitrophenyl)thiophene-2-carboxylicacid;CS-0315583;5-(4-NITROPHENYL)THIOPHENE-2-CARBOXYLIC&;AJ-292/40000944;SR-01000359325;SR-01000359325-1;5-(4-Nitrophenyl)thiophene-2-carboxylic acid, AldrichCPR

Chemical Property of 5-(4-Nitrophenyl)thiophene-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 8.75E-10mmHg at 25°C
• Melting Point: 276-280 °C
• Boiling Point: 473.8°C at 760 mmHg
• Flash Point: 240.4°C
• PSA: 111.36000
• Density: 1.478g/cm³
• LogP: 3.54470
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 249.00957888
• Heavy Atom Count: 17
• Complexity: 309

Purity/Quality:

99% ^*data from raw suppliers

5-(4-Nitrophenyl)thiophene-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(S2)C(=O)O)[N+](=O)[O-]

Technology Process of 5-(4-Nitrophenyl)thiophene-2-carboxylic acid

There total 5 articles about 5-(4-Nitrophenyl)thiophene-2-carboxylic acid 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: 98.0%

methyl 5-(4-nitrophenyl)thiophene-2-carboxylate (61100-12-7) → 5-(4-nitrophenyl)thiophene-2-carboxylic acid (80387-79-7)

Guidance literature:

methyl 5-(4-nitrophenyl)thiophene-2-carboxylate; With sodium hydroxide; In tetrahydrofuran; ethanol; for 5h; Reflux;

With hydrogenchloride; In water; at 0 ℃;

DOI:10.3390/ph14020155

Reference yield:

2-(4-nitrophenyl)thiophene (59156-21-7) → 5-(4-nitrophenyl)thiophene-2-carboxylic acid (80387-79-7)

Guidance literature:

Multi-step reaction with 2 steps

1: AlCl₃ / CHCl₃ / 24 h / Ambient temperature

2: 1.) 5percent KOH, 2.) 33percent H₂O₂ / 1.) ethanol, reflux, 1 h, 2.) water, reflux, 1 h

With potassium hydroxide; aluminium trichloride; dihydrogen peroxide; In chloroform;

DOI:10.1021/jo00348a016

Reference yield:

5-bromo-2-thiophenecarboxylic acid methyl ester (62224-19-5) → 5-(4-nitrophenyl)thiophene-2-carboxylic acid (80387-79-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,4-dioxane / 90 °C / Inert atmosphere

2.1: sodium hydroxide / tetrahydrofuran; ethanol / 5 h / Reflux

2.2: 0 °C

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; 1.1: |Suzuki-Miyaura Coupling;

DOI:10.3390/ph14020155

upstream raw materials:

[5-(4-Nitro-phenyl)-thiophen-2-yl]-oxo-acetic acid ethyl ester

2-(4-nitrophenyl)thiophene

methyl 5-(4-nitrophenyl)thiophene-2-carboxylate

5-bromo-2-thiophenecarboxylic acid methyl ester

Downstream raw materials:

5-<4-(acetylamino)phenyl>-2-(methoxycarbonyl)thiophene

5-(4-Amino-phenyl)-thiophene-2-carboxylic acid methyl ester