1-Ethynyl-2-nitrobenzene

Base Information

• Chemical Name: 1-Ethynyl-2-nitrobenzene
• CAS No.: 16433-96-8
• Molecular Formula: C8H5 N O2
• Molecular Weight: 147.133
• Hs Code.: 2904209090
• European Community (EC) Number: 813-615-1
• DSSTox Substance ID: DTXSID30363458
• Nikkaji Number: J1.354.305D
• Wikidata: Q72477819
• Mol file: 16433-96-8.mol

Synonyms:1-Ethynyl-2-nitrobenzene;16433-96-8;2-Nitrophenylacetylene;1-ethynyl-2-nitro-benzene;BENZENE, 1-ETHYNYL-2-NITRO-;MFCD01113917;o-Nitrophenylacetylen;SCHEMBL562027;DTXSID30363458;STL438106;AKOS000278352;AKOS015912902;AB08305;CS-W006929;DS-16401;SY031842;FT-0694354;A50665;J-504617

Chemical Property of 1-Ethynyl-2-nitrobenzene

Chemical Property:

• Vapor Pressure: 0.0403mmHg at 25°C
• Melting Point: 82-85 °C(lit.)
• Refractive Index: 1.5282 (estimate)
• Boiling Point: 247.5°C at 760 mmHg
• Flash Point: 113.2°C
• PSA: 45.82000
• Density: 1.22g/cm³
• LogP: 2.09930
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 147.032028402
• Heavy Atom Count: 11
• Complexity: 198

Purity/Quality:

98% ^*data from raw suppliers

2-Nitrophenylacetylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC=CC=C1[N+](=O)[O-]

Technology Process of 1-Ethynyl-2-nitrobenzene

There total 32 articles about 1-Ethynyl-2-nitrobenzene 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%

trimethyl((2-nitrophenyl)ethynyl)silane (75867-47-9) → 2-ethynyl-1-nitrobenzene (16433-96-8)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 0.166667h;

Reference yield: 95.0%

(Z)-1-(2-iodovinyl)-2-nitrobenzene (1092543-15-1) → 2-ethynyl-1-nitrobenzene (16433-96-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 60 ℃; for 6h;

DOI:10.1016/j.tetlet.2008.09.060

Reference yield: 83.0%

C17H25NO2Si → 2-ethynyl-1-nitrobenzene (16433-96-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 0.5h;

DOI:10.1039/d1sc04527j

upstream raw materials:

3-(2-nitrophenyl)-2-propynoic acid

trimethyl((2-nitrophenyl)ethynyl)silane

1-(2-Nitro-phenyl)-2-[1,3,3-trimethyl-1,3-dihydro-indol-(2E)-ylidene]-ethanone

3-(2-nitro-phenyl)-prop-2-yn-1-ol

Downstream raw materials:

5-(2-nitrophenyl)-3-phenylisoxazole

4(1H)-cinnolon

2-ethynylaniline

N-hydroxyisatin

Refernces

• 1、 Cheng, Ping-Shing,Hau, Sam C.K.,Mak, Thomas C.W.. "Layer-type organosilver(I) complexes assembled with nitrate and functionalized phenylethynide ligands". . p. 110 - 119. Retrieved 2013.
• 2、 Rao, Maddali L.N.,Shamim Islam, Sk. "Synthesis of alkynes under dry reaction conditions". supporting information. . Retrieved 2021/04/19.
• 3、 -. "Compound for organic optoelectronic element, organic optoelectronic element comprising same, and display device". Page/Page column 33. . Retrieved 2019/05/15.