(E)-2-(2-Nitroethenyl)thiophene

Base Information

• Chemical Name: (E)-2-(2-Nitroethenyl)thiophene
• CAS No.: 874-84-0
• Molecular Formula: C₆H₅NO₂S
• Molecular Weight: 155.177
• Mol file: 874-84-0.mol

Synonyms:(E)-2-(2-Nitroethenyl)thiophene;2-(2-Nitroethenyl)thiophene;2-(2-Nitro-vinyl)-thiophene;nitrovinylthiophene;2-NITROVINYL THIOPHENE;2-(2-nitro-ethenyl)-thiophene;1-nitro-2-(2-thienyl)ethylene;2-(2-NITRO-ETHENYL)THIOPHENE;AKOS026726148;PB13001;PB42594;A6043;FT-0639180;N0787

Chemical Property of (E)-2-(2-Nitroethenyl)thiophene

Chemical Property:

• Vapor Pressure: 0.0118mmHg at 25°C
• Melting Point: 81 °C
• Refractive Index: 1.641
• Boiling Point: 269.7 °C at 760 mmHg
• Flash Point: 116.9 °C
• PSA: 74.06000
• Density: 1.335 g/cm³
• LogP: 2.51870
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 155.00409958
• Heavy Atom Count: 10
• Complexity: 152

Purity/Quality:

98% ^*data from raw suppliers

2-[(E)-2-Nitrovinyl]thiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (E)-2-(2-Nitroethenyl)thiophene

There total 6 articles about (E)-2-(2-Nitroethenyl)thiophene 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: 96.0%

thiophene-2-carbaldehyde (98-03-3) + nitromethane (75-52-5) → 2-(2-nitroethenyl)thiophene (874-84-0,34312-77-1)

Guidance literature:

With sodium hydroxide; In methanol;

DOI:10.1055/s-0034-1380720

Reference yield: 84.0%

nitromethane (75-52-5) + (thiophen-2-yl)methanediol (6790-08-5) → 2-(2-nitroethenyl)thiophene (874-84-0,34312-77-1)

Guidance literature:

nitromethane; (thiophen-2-yl)methanediol; In hexane; at 7 ℃; for 7h;

With potassium bromide; In hexane; at 55 ℃; for 5h;

With oxalic acid; In hexane; at 16 ℃; for 1.83333h; Temperature; Concentration;

Reference yield: 72.0%

2-Aminomethylthiophene (27757-85-3) + nitromethane (75-52-5) → 2-(2-nitroethenyl)thiophene (874-84-0,34312-77-1)

Guidance literature:

With 4-(4-fluorophenyl)naphthalene-1,2-dione; oxygen; at 80 ℃; for 12h;

DOI:10.1021/acscatal.9b03442

upstream raw materials:

thiophene-2-carbaldehyde

nitromethane

4-methoxy-N-(thiophen-2-ylmethylene)aniline

(thiophen-2-yl)methanediol

Downstream raw materials:

N-(1-acetyl-3-(2-nitro-1-(thiophen-2-yl)ethyl)-5-(trifluoromethyl)-1H-indol-2-yl)-4-methylbenzenesulfonamide

N-(1-acetyl-3-(2-nitro-1-(thiophen-2-yl)ethyl)-1H-indol-2-yl)-4-methylbenzenesulfonamide

C₁₆H₁₅N₃O₃S

1-mesityl-5-[2-nitro-1-(2-thiophenyl)ethyl]-1,2,3,4-tetrahydropyridine

Refernces

• 1、 Drew, Melanie A.,Tague, Andrew J.,Richardson, Christopher,Pyne, Stephen G.,Hyland, Christopher J. T.. "Palladium-Catalyzed Formal (3 + 2) Cycloaddition Reactions of 2-Nitro-1,3-enynes with Vinylaziridines, -epoxides, and -cyclopropanes". supporting information. p. 4635 - 4639. Retrieved 2021/06/28.
• 2、 Andreou, Dimitrios,Essien, Nsikak B.,Pubill-Ulldemolins, Cristina,Terzidis, Michael A.,Papadopoulos, Athanasios N.,Kostakis, George E.,Lykakis, Ioannis N.. "Skeletally Tunable Seven-Membered-Ring Fused Pyrroles". supporting information. p. 6685 - 6690. Retrieved 2021/09/11.