103204-12-2

Basic information

• Product Name: 1-phenyl-3-pyrroline
• Synonyms: 1-phenyl-3-pyrroline;N-phenyl-3-pyrroline;1-Phenyl-2,5-dihydro-1H-pyrrole
• CAS NO: 103204-12-2
• Molecular Formula: C₁₀H₁₁N
• Molecular Weight: 145.20104
• Mol File: 103204-12-2.mol
• Article Data: 21

Chemical Properties

• Melting Point: 100-101 °C
• Boiling Point: 237.9±29.0 °C(Predicted)
• Appearance: /
• Density: 1.057±0.06 g/cm3(Predicted)
• PKA: 4.27±0.40(Predicted)
• CAS DataBase Reference: 1-phenyl-3-pyrroline(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenyl-3-pyrroline(103204-12-2)
• EPA Substance Registry System: 1-phenyl-3-pyrroline(103204-12-2)

Safety Data

• Hazardous Substances Data: 103204-12-2(Hazardous Substances Data)

Usage

Description

1-phenyl-3-pyrroline is a heterocyclic aromatic compound belonging to the class of pyrroline compounds. It features a pyrroline ring structure with a phenyl group attached to the nitrogen atom, characterized by its sweet, floral, and hay-like odor.

Uses

Used in Perfumery and Flavoring Applications:
1-phenyl-3-pyrroline is used as a fragrance ingredient and flavoring agent for its distinctive sweet, floral, and hay-like scent, adding unique aroma profiles to various products in the perfumery and flavor industries.
Used in Pharmaceutical Applications:
1-phenyl-3-pyrroline is utilized as a pharmaceutical intermediate due to its interesting chemical properties and biological activities, playing a crucial role in the synthesis of various organic compounds with potential therapeutic applications.
Used in Biotechnology Applications:
1-phenyl-3-pyrroline is employed as a key intermediate in the development of biotechnological products, leveraging its unique chemical and biological characteristics for innovative applications in this field.

Upstream product

• 19029-45-9 2-phenyl-3,6-dihydro-2H-[1,2]oxazine 
• 64-17-5 ethanol 
• 141-52-6 sodium ethanolate 
• 1476-11-5 Z-1,4-dichlorobutene 
• 62-53-3 aniline 
• 60-29-7 diethyl ether 
• 67-56-1 methanol 
• 6247-00-3 N,N-diallylaniline 
• 109-96-6 3-Pyrroline 
• 108-86-1 bromobenzene 
• 107-18-6 allyl alcohol 
• 589-09-3 N-allyl-N-phenylamine 
• 103-70-8 Formanilid 
• 90823-94-2 N-phenyl-N-(prop-2-yn-1-yl)carboxamide 

Downstream Products

• 635-90-5 1-phenylpyrrole 
• 860361-86-0 1-(4-bromo-phenyl)-2,5-dihydro-pyrrole 
• 92-53-5 4-Phenylmorpholine 
• 62722-94-5 (Z)-N-(but-2-en-1-yl)aniline 
• 53646-85-8 1,3-diphenyl-1H-pyrrole 

Relevant articles and documents

A unique ruthenium carbyne complex: A highly thermo-endurable catalyst for olefin metathesis

A cationic ruthenium carbyne complex was prepared and was found to initiate olefin metathesis reactions with good activities, which throws a new light on the design of a new type of ruthenium catalyst for RCM reactions. More importantly, no double bond isomerized by-product was observed even at elevated temperatures in reactions catalyzed by the new carbyne complex. A mechanism involving the in situ conversion of the ruthenium carbyne to a ruthenium carbene complex via addition of an iodide to the carbyne carbon was also proposed.

General route from simple methyl, alkyl, and cycloalkyl arenes to polycyclic cyclopentenyl aryl derivatives. The CpFe+ group as an activator and tag

The CpFe+ group activates the perallylation of the benzylic groups of arenes using KOH and allylbromide under ambient conditions. This reaction can be followed by ruthenium-catalyzed RCM metathesis using Grubbs' catalyst at room temperature to give polycyclic aromatic derivatives in high yields, and these products are easily separated from the catalyst by extraction using ether. Alternatively, the RCM metathesis can be best carried out in ionic liquids at 80°C, and extraction using ether is then facile.

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Highly efficient Ru(ii)-alkylidene based Hoveyda-Grubbs catalysts for ring-closing metathesis reactions

Three novel phosphine-free Ru-alkylidenes (7a-7c) have been synthesized and utilized as efficient catalysts for ring closing metathesis (RCM) reaction. Spectroscopic data, i.e. NMR and HRMS, along with single crystal X-ray diffraction analysis, were used

Unveiling the Biocatalytic Aromatizing Activity of Monoamine Oxidases MAO-N and 6-HDNO: Development of Chemoenzymatic Cascades for the Synthesis of Pyrroles

A chemoenzymatic cascade process for the sustainable production of pyrroles has been developed. Pyrroles were synthesized by exploiting the previously unexplored aromatizing activity of monoamine oxidase enzymes (MAO-N and 6-HDNO). MAO-N/6-HDNO whole cell biocatalysts are able to convert 3-pyrrolines into pyrroles under mild conditions and in high yields. Moreover, MAO-N can work in combination with the ruthenium Grubbs catalyst, leading to the synthesis of pyrroles from diallylamines/-anilines in a one-pot cascade metathesis-aromatization sequence.