2-Methyl-5-phenyl-1H-pyrrole

Base Information

• Chemical Name: 2-Methyl-5-phenyl-1H-pyrrole
• CAS No.: 3042-21-5
• Molecular Formula: C11H11 N
• Molecular Weight: 157.215
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30184509
• Nikkaji Number: J125.975J
• Wikidata: Q83055419
• Mol file: 3042-21-5.mol

Synonyms:2-Methyl-5-phenyl-1H-pyrrole;3042-21-5;2-Methyl-5-phenylpyrrole;Pyrrole, 2-methyl-5-phenyl-;BRN 0116070;MFCD01688417;5-20-07-00424 (Beilstein Handbook Reference);starbld0041508;2-Phenyl-5-methyl-pyrrole;2-methyl-5-phenyl-1H-pyrrol;SCHEMBL1450720;DTXSID30184509;2-Methyl-5-phenyl-1H-pyrrole #;AKOS022299992;NS-01223;LS-136990

Chemical Property of 2-Methyl-5-phenyl-1H-pyrrole

Chemical Property:

• Vapor Pressure: 0.00204mmHg at 25°C
• Melting Point: 98-100 °C
• Boiling Point: 300.1°C at 760 mmHg
• PKA: 17.68±0.50(Predicted)
• Flash Point: 123.5°C
• PSA: 15.79000
• Density: 1.052g/cm³
• LogP: 2.99010
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 157.089149355
• Heavy Atom Count: 12
• Complexity: 138

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(N1)C2=CC=CC=C2

Technology Process of 2-Methyl-5-phenyl-1H-pyrrole

There total 62 articles about 2-Methyl-5-phenyl-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: 100.0%

1-phenylpentane-1,4-dione (583-05-1) → 2-methyl-5-phenyl-1H-pyrrole (3042-21-5)

Guidance literature:

With ammonia; In methanol; at 0 - 110 ℃; under 2625.26 Torr;

DOI:10.1039/c2ob25407g

Reference yield: 92.0%

2-Amino-1-propanol (6168-72-5) + 1-Phenylethanol (98-85-1,13323-81-4) → 2-methyl-5-phenyl-1H-pyrrole (3042-21-5)

Guidance literature:

With C₁₈H₂₈ClN₄OPRu; potassium tert-butylate; In toluene; at 110 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.organomet.7b00774

Reference yield: 90.0%

1-phenyl-4-penten-1-one O-(diethoxyphosphinyl)oxime → 2-phenylpyridine (1008-89-5) + 2-methyl-5-phenyl-1H-pyrrole (3042-21-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 80 ℃; for 3h; regioselective reaction; Inert atmosphere;

DOI:10.1055/s-2008-1072728

upstream raw materials:

ammonium acetate

acetic acid

1-phenylpentane-1,4-dione

5-phenyl-3,4-dihydro-2H-pyrrole 1-oxide

Downstream raw materials:

3-bromo-2-methyl-5-phenylpyrrole

3-Chloro-2-methyl-5-phenyl-1H-pyrrole

Diethyl disulfide

ethyl 2-methyl-5-phenylpyrrole-3-carbodithioate

Refernces

• 1、 Korostovka, S. E.,Mikhaleva, A. I.,Trofimov, B. A.,Shevchenko, S. G.,Sigalov, M. V.. "CONDENSATION OF KETOXIMES WITH PHENYLACETYLENE". . p. 406 - 408. Retrieved 1992.
• 2、 -. "PHOSPHINE FREE COBALT BASED CATALYST, PROCESS FOR PREPARATION AND USE THEREOF". Paragraph 0067; 0126-0127. . Retrieved 2020/12/29.
• 3、 Yamaguchi, Miyuki,Fujiwara, Sakiko,Manabe, Kei. "Synthesis of 2,2,5-Trisubstituted 2 H-Pyrroles and 2,3,5-Trisubstituted 1 H-Pyrroles by Ligand-Controlled Site-Selective Dearomative C2-Arylation and Direct C3-Arylation". supporting information. p. 6972 - 6977. Retrieved 2019/09/03.