1-Phenyl-2,5-dihydro-1H-pyrrole

Base Information

• Chemical Name: 1-Phenyl-2,5-dihydro-1H-pyrrole
• CAS No.: 103204-12-2
• Molecular Formula: C10H11N
• Molecular Weight: 145.204
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30407907
• Nikkaji Number: J1.164.805C
• Wikidata: Q82213249
• Mol file: 103204-12-2.mol

Synonyms:1-Phenyl-2,5-dihydro-1H-pyrrole;103204-12-2;1-phenyl-2,5-dihydropyrrole;N-phenyl-3-pyrroline;1-phenyl-3-pyrroline;SCHEMBL1975101;DTXSID30407907;MYCAMTFGWHEUMX-UHFFFAOYSA-N;AKOS016006024;A907939

Chemical Property of 1-Phenyl-2,5-dihydro-1H-pyrrole

Chemical Property:

• Melting Point: 100-101 °C
• Boiling Point: 237.9±29.0 °C(Predicted)
• PKA: 4.27±0.40(Predicted)
• PSA: 3.24000
• Density: 1.057±0.06 g/cm3(Predicted)
• LogP: 2.12780
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 145.089149355
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

99.90% ^*data from raw suppliers

1-Phenyl-2,5-dihydro-1H-pyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C=CCN1C2=CC=CC=C2

Technology Process of 1-Phenyl-2,5-dihydro-1H-pyrrole

There total 29 articles about 1-Phenyl-2,5-dihydro-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: 98.0%

N,N-diallylaniline (6247-00-3) → 1-phenyl-2,5-dihydro-1H-pyrrole (103204-12-2)

Guidance literature:

With C₄₃H₄₇Cl₂N₃O₄RuS; In dichloromethane; at 40 ℃; for 1h; Inert atmosphere;

DOI:10.1039/d1ra07428h

Reference yield: 95.0%

allyl alcohol (107-18-6) + aniline (62-53-3) → 1-phenyl-2,5-dihydro-1H-pyrrole (103204-12-2)

Guidance literature:

allyl alcohol; aniline; With tetrakis(triphenyl phosphite)palladium⁽⁰⁾; In toluene; at 80 ℃; for 4h; Inert atmosphere;

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c0ob00383b

Reference yield: 90.0%

N,N-diallylaniline (6247-00-3) → ethene (74-85-1) + 1-phenyl-2,5-dihydro-1H-pyrrole (103204-12-2)

Guidance literature:

With C₁₆H₄₀ClOP₂SiV; In chloroform-d1; at 22 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.organomet.1c00425

upstream raw materials:

2-phenyl-3,6-dihydro-2H-[1,2]oxazine

ethanol

sodium ethanolate

1,4-butenediol

Downstream raw materials:

(Z)-N-(but-2-en-1-yl)aniline

Refernces

• 1、 Brown, Patrick D.,Lawrence, Andrew L.. "Total Synthesis of Millingtonine". . p. 8421 - 8425. Retrieved 2016.
• 2、 Cheng, Kai,Zeng, Minfeng,Qi, Chenze. "Porous chitosan microspheres supported-palladium catalyst for the C-N cross-coupling of aryl halides with secondary amines". . p. 99 - 101. Retrieved 2013.
• 3、 Al-Awadi, Nouria A.,Al-Enezi, Mariam Y.,Ibrahim, Yehia A.,John, Elizabeth. "Highly efficient Ru(ii)-alkylidene based Hoveyda-Grubbs catalysts for ring-closing metathesis reactions". . p. 37866 - 37876. Retrieved 2021/12/09.
• 4、 Chen, Fenglin,Chen, Ke,Zhang, Yao,He, Yuli,Wang, Yi-Ming,Zhu, Shaolin. "Remote migratory cross-electrophile coupling and olefin hydroarylation reactions enabled by in situ generation of nih". supporting information. p. 13929 - 13935. Retrieved 2017/11/07.