di(1H-pyrrol-2-yl)methanone

Base Information

• Chemical Name: di(1H-pyrrol-2-yl)methanone
• CAS No.: 15770-21-5
• Molecular Formula: C9H8 N2 O
• Molecular Weight: 160.175
• NSC Number: 81355
• DSSTox Substance ID: DTXSID80935780
• Nikkaji Number: J14.771K,J3.236.855G
• Wikidata: Q82911861
• Mol file: 15770-21-5.mol

Synonyms:15770-21-5;di(1H-pyrrol-2-yl)methanone;2,2'-DIPYRROLYLKETONE;bis(1H-pyrrol-2-yl)methanone;Methanone, di-1H-pyrrol-2-yl-;5-dipyrrylketone;di-1H-pyrrol-2-ylmethanone;2-(1H-PYRROLE-2-CARBONYL)-1H-PYRROLE;pyrryl ketone;NSC81355;Pyrrol-2-yl-ketone;di(2-pyrrolyl) ketone;SCHEMBL371069;WLN: T5MJ BV- BT5MJ;DTXSID80935780;CCG-40443;MFCD01686800;AKOS006279283;Methanone, di-1H-pyrrol-2-yl- (9CI);BS-47056;CS-0136212;2-(Hydroxy(2H-pyrrole-2-ylidene)methyl)-1H-pyrrole

Chemical Property of di(1H-pyrrol-2-yl)methanone

Chemical Property:

• Vapor Pressure: 0.000707mmHg at 25°C
• Boiling Point: 307.8°C at 760 mmHg
• Flash Point: 140°C
• Density: 1.15g/cm³
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 160.063662883
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC(=C1)C(=O)C2=CC=CN2

Technology Process of di(1H-pyrrol-2-yl)methanone

There total 11 articles about di(1H-pyrrol-2-yl)methanone 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: 91.0%

bis-(1H-pyrrol-2-yl)-methanethione (21401-55-8) → 2,2'-dipyrrolylketone (15770-21-5)

Guidance literature:

bis-(1H-pyrrol-2-yl)-methanethione; With potassium hydroxide; In methanol; water; at 0 ℃; for 0.166667h;

With dihydrogen peroxide; In methanol; for 0.166667h;

Reference yield: 47.0%

pyrrole (109-97-7,30604-81-0) + 1H-1,2,3-benzotriazol-1-yl(1H-pyrrol-2-yl)methanone (144223-32-5) → 2,2'-dipyrrolylketone (15770-21-5)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at 25 ℃; for 2h;

DOI:10.1021/jo034187z

Reference yield: 35.0%

pyrrole (109-97-7,30604-81-0) + bis(trichloromethyl) carbonate (32315-10-9) → 2,2'-dipyrrolylketone (15770-21-5)

Guidance literature:

With triethylamine; In 1,2-dichloro-ethane; at 0 - 80 ℃; for 2.5h; Inert atmosphere;

upstream raw materials:

phosgene

pyrrole

1-chloro-3-methylbutane

ethylmagnesium bromide

Downstream raw materials:

8-(phenethynyl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene

8-(O-phenyl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene

8-(phenylmercapto)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene

4,4-difluoro-8-(phenylamino)-4-bora-3a,4a-diaza-s-indacene

Refernces

• 1、 Kim, Sooyeon,Zhou, Yang,Tohnai, Norimitsu,Nakatsuji, Hirotaka,Matsusaki, Michiya,Fujitsuka, Mamoru,Miyata, Mikiji,Majima, Tetsuro. "Aggregation-Induced Singlet Oxygen Generation: Functional Fluorophore and Anthrylphenylene Dyad Self-Assemblies". . p. 636 - 645. Retrieved 2018.
• 2、 Naidu Bobba, Kondapa,Won, Miae,Shim, Inseob,Velusamy, Nithya,Yang, Zhigang,Qu, Junle,Kim, Jong Seung,Bhuniya, Sankarprasad. "A BODIPY-based two-photon fluorescent probe validates tyrosinase activity in live cells". . p. 11213 - 11216. Retrieved 2017.
• 3、 -. "Fluorescent sensor for rapidly and sensitively detecting phosgene as well as preparation method and application of fluorescent sensor". Paragraph 0033-0034. . Retrieved 2021/12/07.
• 4、 -. "Triple molten porphyrin dimer covalent functionalized single-walled carbon nanotube nonlinear nano hybrid material and preparation method thereof". Paragraph 0058; 0061. . Retrieved 2020/12/30.