5-Phenyl-3,4-dihydro-2H-pyrrole

Base Information

• Chemical Name: 5-Phenyl-3,4-dihydro-2H-pyrrole
• CAS No.: 700-91-4
• Molecular Formula: C10H11 N
• Molecular Weight: 145.204
• Hs Code.: 2933990090
• European Community (EC) Number: 848-402-2
• NSC Number: 94962
• DSSTox Substance ID: DTXSID10294170
• Nikkaji Number: J46.493G
• Wikidata: Q63398721
• Mol file: 700-91-4.mol

Synonyms:5-Phenyl-3,4-dihydro-2H-pyrrole;700-91-4;2-phenyl-1-pyrroline;MFCD06661359;1-Pyrroline, 2-phenyl-;NSC94962;SCHEMBL165812;DTXSID10294170;PQZAWZGYOZRUFT-UHFFFAOYSA-N;BBL101087;NSC-94962;STL554881;5-Phenyl-3,4-dihydro-2H-pyrrole #;AKOS000117972;FT-0742428;EN300-27675;F93543;Q63398721;Z235344923

Chemical Property of 5-Phenyl-3,4-dihydro-2H-pyrrole

Chemical Property:

• Vapor Pressure: 0.0468mmHg at 25°C
• Melting Point: 44-45 °C
• Boiling Point: 244.7°C at 760 mmHg
• PKA: 7.30±0.20(Predicted)
• Flash Point: 101.8°C
• PSA: 12.36000
• Density: 1.12g/cm³
• LogP: 1.70510
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 145.089149355
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

98% ^*data from raw suppliers

5-phenyl-3,4-dihydro-2H-pyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=NC1)C2=CC=CC=C2

Technology Process of 5-Phenyl-3,4-dihydro-2H-pyrrole

There total 82 articles about 5-Phenyl-3,4-dihydro-2H-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: 96.0%

γ-azidobutyrophenone (69573-41-7) → 2-phenyl-1-pyrroline (700-91-4)

Guidance literature:

With triethyl phosphite; In dimethyl sulfoxide; for 0.133333h; microwave irradiation;

DOI:10.1016/j.tetlet.2005.04.054

Reference yield: 95.0%

4-chloro-1-phenylbutan-1-one (939-52-6) → 2-phenyl-1-pyrroline (700-91-4)

Guidance literature:

With sodium azide; triethyl phosphite; In dimethyl sulfoxide; for 0.333333h; microwave irradiation;

DOI:10.1016/j.tetlet.2005.04.054

Reference yield: 92.0%

(Z/E)-4-bromo-1-phenylbutan-1-one O-benzyl oxime → 2-phenyl-1-pyrroline (700-91-4)

Guidance literature:

With samarium; iodine; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.9b02740

upstream raw materials:

4-oxo-4-phenylbutanenitrile

2-methoxy-1-pyrroline

phenyllithium

N-trimethylsilyl-pyrrolidin-2-one

Downstream raw materials:

N-(4-oxo-4-phenylbutyl)acetamide

2-(phenyl)pyrrolidine

1-methyl-5-phenyl-3,4-dihydro-2H-pyrrolium; iodide

5-phenyl-6-vinyl-1-azabicyclo<3.2.0>heptane

Refernces

• 1、 Zhuang, Daijiao,Gatera, Tharcisse,An, Zhenyu,Yan, Rulong. "Iron-Catalyzed Ring Expansion of Cyclobutanols for the Synthesis of 1-Pyrrolines by Using MsONH3OTf". . p. 771 - 775. Retrieved 2022/01/20.
• 2、 Ban, Kazuho,Miki, Yuya,Sajiki, Hironao,Sawama, Yoshinari,Tomita, Naohito. "Synthesis of 1-Pyrroline by Denitrogenative Ring Expansion of Cyclobutyl Azides under Thermal Conditions". . p. 3481 - 3484. Retrieved 2021/06/17.