2-naphthalen-1-yl-1H-pyrrole

Base Information

• Chemical Name: 2-naphthalen-1-yl-1H-pyrrole
• CAS No.: 84716-37-0
• Molecular Formula: C14H11N
• Molecular Weight: 193.248
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20404208
• Nikkaji Number: J2.161.395I
• Wikidata: Q82208262
• Mol file: 84716-37-0.mol

Synonyms:2-naphthalen-1-yl-1H-pyrrole;84716-37-0;2-(1-Naphthyl)pyrrole;2-Naphthalen-1-yl-pyrrole;1H-Pyrrole, 2-(1-naphthalenyl)-;2-(NAPHTHALEN-1-YL)-1H-PYRROLE;MFCD00963558;naphthylpyrrole;SCHEMBL2289477;DTXSID20404208;AKOS006274268;SY129917;CS-0364835;FT-0691187;A923106

Chemical Property of 2-naphthalen-1-yl-1H-pyrrole

Chemical Property:

• PSA: 15.79000
• LogP: 3.83490
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 193.089149355
• Heavy Atom Count: 15
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

2-NAPHTHALEN-1-YL-1H-PYRROLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C3=CC=CN3

Technology Process of 2-naphthalen-1-yl-1H-pyrrole

There total 19 articles about 2-naphthalen-1-yl-1H-pyrrole 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: 88.7%

1-Bromonaphthalene (90-11-9) + N-boc-2-pyrroleboronic acid (135884-31-0) → 2-(naphthalen-1-yl)-1H-pyrrole (84716-37-0)

Guidance literature:

1-Bromonaphthalene; N-boc-2-pyrroleboronic acid; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; at 100 ℃; for 4h; Inert atmosphere;

With sodium methylate; In tetrahydrofuran; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1021/acs.joc.1c00142

Reference yield: 78.0%

N-tert-butyloxycarbonyl-2-(1'-naphthyl)pyrrole (215187-31-8) → 2-(naphthalen-1-yl)-1H-pyrrole (84716-37-0)

Guidance literature:

With sodium methylate; In tetrahydrofuran; methanol; at 25 ℃;

DOI:10.1055/s-1998-1924

Reference yield: 73.0%

pyrrole (109-97-7,30604-81-0) + 1,2-diethynylbenzene (21792-52-9) → 2-(naphthalen-1-yl)-1H-pyrrole (84716-37-0)

Guidance literature:

With [(tris(1-pyrazolyl)borate)Ru(P(phenyl)3)(CH₃CN)2]PF₆; at 100 ℃; for 15h;

DOI:10.1021/ja043047j

upstream raw materials:

1-(1-naphthalenyl)ethanone oxime

acetylene

N-tert-butyloxycarbonyl-2-(1'-naphthyl)pyrrole

pyrrole

Downstream raw materials:

4,4-difluoro-3,5-di(naphth-1-yl)-8-mesityl-4-bora-3a,4a-diaza-s-indacene

Refernces

• 1、 -. "Boron-nitrogen-doped polycyclic conjugated aromatic hydrocarbon embedded with pyrrole unit and synthesis method thereof". Paragraph 0038-0040. . Retrieved 2020/12/30.
• 2、 -. "BIARYL LIGANDS". Page/Page column 23. . Retrieved 2015/03/28.