5-Nitrothiophene-3-carboxylic acid

Base Information

• Chemical Name: 5-Nitrothiophene-3-carboxylic acid
• CAS No.: 40357-96-8
• Molecular Formula: C5H3NO4S
• Molecular Weight: 173.14
• Hs Code.: 29349990
• European Community (EC) Number: 670-306-2
• DSSTox Substance ID: DTXSID90380444
• Wikidata: Q72496334
• Mol file: 40357-96-8.mol

Synonyms:5-nitrothiophene-3-carboxylic acid;40357-96-8;2-NITROTHIOPHENE-4-CARBOXYLIC ACID;5-Nitro-thiophene-3-carboxylic acid;3-Thiophenecarboxylic acid, 5-nitro-;5-nitro-3-thiophenecarboxylic acid;MFCD00052582;Maybridge1_003249;2-nitro-4-carboxythiophene;SCHEMBL713292;HMS550L15;5-nitrothiophene-3-carboxylicacid;DTXSID90380444;VNJUNWUOAKEIKG-UHFFFAOYSA-N;2-nitro-4-thiophenecarboxylic acid;AKOS009158364;AC-9353;AS-5189;CS-W017557;SY032172;FT-0620725;EN300-43290;2-nitrothiophene-4-carboxylic acid, AldrichCPR;A825067;Z361900398

Chemical Property of 5-Nitrothiophene-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 4.88E-06mmHg at 25°C
• Melting Point: 147 °C
• Boiling Point: 367.165 °C at 760 mmHg
• PKA: 3.16±0.10(Predicted)
• Flash Point: 175.855 °C
• PSA: 111.36000
• Density: 1.676 g/cm³
• LogP: 1.87770
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 172.97827875
• Heavy Atom Count: 11
• Complexity: 189

Purity/Quality:

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

5-Nitrothiophene-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC=C1C(=O)O)[N+](=O)[O-]

Technology Process of 5-Nitrothiophene-3-carboxylic acid

There total 7 articles about 5-Nitrothiophene-3-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: 74.0%

3-Thiophene carboxylic acid (88-13-1) → 5-nitro-thiophene-3-carboxylic acid (40357-96-8)

Guidance literature:

With sulfuric acid; nitric acid; at -10 - -5 ℃;

DOI:10.1002/jhet.5570260616

Reference yield:

acetic acid-(5-nitro-[3]thienylmethyl ester) → 5-nitro-thiophene-3-carboxylic acid (40357-96-8)

Guidance literature:

With sulfuric acid; Erwaermen der Reaktionsloesung mit Natriumdichromat in Wasser;

DOI:10.1021/ja01571a048

Reference yield:

thiophen-3-ylmethyl acetate (98277-70-4) → 5-nitro-thiophene-3-carboxylic acid (40357-96-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid anhydride; nitric acid / -10 °C

2: aqueous sulfuric acid / Erwaermen der Reaktionsloesung mit Natriumdichromat in Wasser

With sulfuric acid; nitric acid; acetic anhydride;

DOI:10.1021/ja01571a048

upstream raw materials:

methyl 5-nitro-3-thiophenecarboxylate

3-Thiophene carboxylic acid

3-cyano-5-nitrothiophene

methyl thiophene-3-carboxylate

Downstream raw materials:

methyl 5-nitro-3-thiophenecarboxylate

N-(1-benzylpiperidin-4-yl)-5-nitrothiophene-3-carboxamide

5-aminothiophene-3-carboxylic acid

C₂₇H₃₇N₇O₂SSi

Refernces

• 1、 -. "Phosphorylamides, their preparation and use". . . Retrieved 2008/06/13.