2-[(5-Nitrothiophen-2-yl)methylidene]propanedinitrile

Base Information

• Chemical Name: 2-[(5-Nitrothiophen-2-yl)methylidene]propanedinitrile
• CAS No.: 84653-70-3
• Molecular Formula: C8H3N3O2S
• Molecular Weight: 205.1933
• NSC Number: 506470,178901
• DSSTox Substance ID: DTXSID90306664
• Nikkaji Number: J1.208.025E
• Mol file: 84653-70-3.mol

Synonyms:2-[(5-nitrothiophen-2-yl)methylidene]propanedinitrile;84653-70-3;AE-641/00676027;NSC506470;2-((5-NITRO-2-THIENYL)METHYLENE)MALONONITRILE;SCHEMBL11448652;WXXTURWZZJSFKU-UHFFFAOYSA-;DTXSID90306664;CCG-50155;NSC178901;STK005021;AKOS000485420;NSC-178901;NSC-506470;2-({5-nitrothien-2-yl}methylene)malononitrile;[(5-nitrothiophen-2-yl)methylidene]propanedinitrile;Propanedinitrile, 2-[(5-nitro-2-thienyl)methylene-;SR-01000639554-1;InChI=1/C8H3N3O2S/c9-4-6(5-10)3-7-1-2-8(14-7)11(12)13/h1-3H

Chemical Property of 2-[(5-Nitrothiophen-2-yl)methylidene]propanedinitrile

Chemical Property:

• Vapor Pressure: 1.53E-06mmHg at 25°C
• Boiling Point: 397.9°Cat760mmHg
• Flash Point: 194.4°C
• Density: 1.522g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 204.99459752
• Heavy Atom Count: 14
• Complexity: 349

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-[(5-Nitrothiophen-2-yl)methylidene]propanedinitrile

There total 3 articles about 2-[(5-Nitrothiophen-2-yl)methylidene]propanedinitrile 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:

2-thiophenecarboxaldehyde diacetate (63011-97-2) → 2-(5-nitrothiophen-2-ylmethylene)malononitrile (84653-70-3)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid anhydride; nitric acid; acetic acid

2: aqueous sulfuric acid

3: ethanol; piperidine

With piperidine; ethanol; sulfuric acid; nitric acid; acetic anhydride; acetic acid;

DOI:10.1021/ja01125a519

Reference yield:

5-nitrothiophene-2-carboxaldehyde diacetate (14289-24-8) → 2-(5-nitrothiophen-2-ylmethylene)malononitrile (84653-70-3)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous sulfuric acid

2: ethanol; piperidine

With piperidine; ethanol; sulfuric acid;

DOI:10.1021/ja01125a519

Reference yield:

5-nitro-2-thiophenecarboxaldehyde (4521-33-9) + malononitrile (109-77-3) → 2-(5-nitrothiophen-2-ylmethylene)malononitrile (84653-70-3)

Guidance literature:

With piperidine; ethanol;

DOI:10.1021/ja01125a519

upstream raw materials:

5-nitro-2-thiophenecarboxaldehyde

malononitrile

2-thiophenecarboxaldehyde diacetate

5-nitrothiophene-2-carboxaldehyde diacetate