2-Ethynyl-4,5-difluoroaniline

Base Information

• Chemical Name: 2-Ethynyl-4,5-difluoroaniline
• CAS No.: 143101-25-1
• Molecular Formula: C8H5 F2 N
• Molecular Weight: 153.1288064
• Hs Code.: 2921420090
• DSSTox Substance ID: DTXSID00567365
• Wikidata: Q82453236
• Mol file: 143101-25-1.mol

Synonyms:2-ethynyl-4,5-difluoroaniline;143101-25-1;2-ETHYNYL-4,5-DIFLUORO-PHENYLAMINE;Benzenamine,2-ethynyl-4,5-difluoro-;4,5-Difluoro-2-ethynylaniline;SCHEMBL23380330;2-ethynyl-4,5-difluoro-aniline;DTXSID00567365;EN300-7551084;A808017

Chemical Property of 2-Ethynyl-4,5-difluoroaniline

Chemical Property:

• Vapor Pressure: 0.085mmHg at 25°C
• Refractive Index: 1.536
• Boiling Point: 225.7°Cat760mmHg
• Flash Point: 109.3°C
• PSA: 26.02000
• Density: 1.26g/cm³
• LogP: 2.10950
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 153.03900549
• Heavy Atom Count: 11
• Complexity: 184

Purity/Quality:

97% ^*data from raw suppliers

4,5-DIFLUORO-2-ETHYNYLANILINE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC(=C(C=C1N)F)F

Technology Process of 2-Ethynyl-4,5-difluoroaniline

There total 4 articles about 2-Ethynyl-4,5-difluoroaniline 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: 81.0%

4,5-difluoro-2-[2-(trimethylsilyl)ethynyl]aniline (1034269-64-1) → 4,5-difluoro-2-ethynylaniline (143101-25-1)

Guidance literature:

DOI:10.1021/ol800512m

Reference yield:

2-iodo-4,5-difluoroaniline (847685-01-2) → 4,5-difluoro-2-ethynylaniline (143101-25-1)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / toluene / Reflux

2: potassium carbonate / methanol

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; triethylamine; In methanol; toluene;

DOI:10.1016/j.molstruc.2020.129491

Reference yield:

3,4-difluoroaniline (3863-11-4) → 4,5-difluoro-2-ethynylaniline (143101-25-1)

Guidance literature:

Multi-step reaction with 3 steps

1: N-iodo-succinimide; acetic acid / 5 h / 20 °C

2: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / toluene / Reflux

3: potassium carbonate / methanol

With bis-triphenylphosphine-palladium(II) chloride; N-iodo-succinimide; copper(l) iodide; potassium carbonate; acetic acid; triethylamine; In methanol; toluene;

DOI:10.1016/j.molstruc.2020.129491

upstream raw materials:

4,5-difluoro-2-[2-(trimethylsilyl)ethynyl]aniline

2-iodo-4,5-difluoroaniline

3,4-difluoroaniline

Refernces

• 1、 Puli, Venkat Swamy,Kilaru, Suresh,Bhongiri, Yadagiri,Marri, Sreenath Reddy,Tripathi, Anuj,Chetti, Prabhakar,Chatterjee, Anindita,Vukoti, Kiran Kumar,Pola, Someshwar. "New indolo[1,2-c]quinazolines for single-crystal field-effect transistor: A united experimental and theoretical studies". . . Retrieved 2021/08/30.
• 2、 Isobe, Akira,Takagi, Jun,Katagiri, Toshimasa,Uneyama, Kenji. "Palladium-catalyzed chloroimination of imidoyl chlorides to a triple bond: An intramolecular reaction leading to 4-chloroquinolines". supporting information; scheme or table. p. 2657 - 2659. Retrieved 2009/05/27.