Ethyl 3-(3-nitrophenyl)prop-2-ynoate

Base Information

• Chemical Name: Ethyl 3-(3-nitrophenyl)prop-2-ynoate
• CAS No.: 35283-09-1
• Molecular Formula: C11H9 N O4
• Molecular Weight: 219.197
• Hs Code.: 2916399090
• European Community (EC) Number: 869-961-9
• DSSTox Substance ID: DTXSID50534446
• Wikidata: Q82408276
• Mol file: 35283-09-1.mol

Synonyms:35283-09-1;(3-NITRO-PHENYL)-PROPYNOIC ACID ETHYL ESTER;Ethyl 3-(3-nitrophenyl)prop-2-ynoate;C11H9NO4;(3-nitrophenyl)propynoic acid ethyl ester;SCHEMBL8221616;DTXSID50534446;ethyl 3-(3-nitrophenyl)propynoate;EN300-743524;(3-NITRO-PHENYL)-PROPYNOICACIDETHYLESTER

Chemical Property of Ethyl 3-(3-nitrophenyl)prop-2-ynoate

Chemical Property:

• Boiling Point: 343.2±25.0 °C(Predicted)
• PSA: 72.12000
• Density: 1.28±0.1 g/cm3(Predicted)
• LogP: 2.03260
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 219.05315777
• Heavy Atom Count: 16
• Complexity: 333

Purity/Quality:

97% ^*data from raw suppliers

(3-NITRO-PHENYL)PROPYNOIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 3-(3-nitrophenyl)prop-2-ynoate

There total 6 articles about Ethyl 3-(3-nitrophenyl)prop-2-ynoate 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: 92.0%

m-iodonitrobenzene (645-00-1) + propynoic acid ethyl ester (623-47-2) → ethyl 3-(3-nitrophenyl)propynoate (35283-09-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; In tetrahydrofuran; for 3.5h; Reflux;

DOI:10.1002/ejoc.201601025

Reference yield: 65.0%

3-nitrophenylacetylene (3034-94-4) + chloroformic acid ethyl ester (541-41-3) → ethyl 3-(3-nitrophenyl)propynoate (35283-09-1)

Guidance literature:

3-nitrophenylacetylene; With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; for 0.166667h; Inert atmosphere; Cooling with ice;

chloroformic acid ethyl ester; In tetrahydrofuran; for 0.5h; Inert atmosphere;

DOI:10.1055/s-0040-1707250

Reference yield:

3-nitro-benzaldehyde (99-61-6) + (Ethoxycarbonyliodomethyl)triphenylphosphonium iodide (111598-99-3) → ethyl 3-(3-nitrophenyl)propynoate (35283-09-1)

Guidance literature:

With potassium carbonate; In methanol; at 60 ℃; for 4h;

DOI:10.1055/s-1987-27983

upstream raw materials:

ethanol

3-(3-nitrophenyl)propynoic acid

3-nitro-benzaldehyde

(Ethoxycarbonyliodomethyl)triphenylphosphonium iodide

Downstream raw materials:

3-(3-nitrophenyl)propynoic acid