109-96-6

Basic information

• Product Name: 3-Pyrroline
• Synonyms: 2,5-dihydro-1h-pyrrol;2,5-dihydro-H-pyrrole;2,5-Dihydropyrrol;delta3-Pyrroline;DIHYDROPYRROLE;3-PYRROLINE;2,5-DIHYDROPYRROLE;3-PYRROLINE TECH ABOUT 70%
• CAS NO: 109-96-6
• Molecular Formula: C₄H₇N
• Molecular Weight: 69.11
• EINECS: 203-723-1
• Product Categories: Heterocycles;pharmacetical;Pyrrolidine series;API intermediates;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Pyrrolines
• Mol File: 109-96-6.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 90-91 °C748 mm Hg(lit.)
• Flash Point: −1 °F
• Appearance: clear colorless to light yellow liquid
• Density: 0.91 g/mL at 25 °C(lit.)
• Vapor Pressure: 54.872mmHg at 25°C
• Refractive Index: n20/D 1.46(lit.)
• Storage Temp.: Keep Cold
• Solubility: soluble in Alcohol,Chloroform,Ether.
• PKA: pK1:-0.27(+1) (25°C)
• Water Solubility: Miscible
• Sensitive: Air Sensitive & Hygroscopic
• Merck: 14,8017
• BRN: 103173
• CAS DataBase Reference: 3-Pyrroline(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Pyrroline(109-96-6)
• EPA Substance Registry System: 3-Pyrroline(109-96-6)

Safety Data

• Hazard Codes: F+,C,F,Xi
• Statements: 12-20/22-35-34-11
• Safety Statements: 16-26-36/37/39-45
• RIDADR: UN 2733 3/PG 2
• WGK Germany: 3
• F: 3-10-19-23
• TSCA: Yes
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 109-96-6(Hazardous Substances Data)

Usage

Description

3-Pyrroline, also known as 2,5-dihydropyrrole, is a pyrroline compound characterized by its clear colorless to light yellow liquid appearance. It has been synthesized through a two-step reaction sequence involving alkylation and alkylidenecarbene CH-insertion reaction, with cis-1,4-dichloro-2-butene being a reported starting reagent.

Uses

Used in Surface Chemistry Studies:
3-Pyrroline is used as a model compound in studies to investigate the core-level binding energies of simple unsaturated organic molecules bonded to the Si(001) surface by X-ray photoelectron spectroscopy (XPS). This application aids in understanding the interactions between organic molecules and solid surfaces, which is crucial for various applications in materials science and nanotechnology.
Used in Pharmaceutical Synthesis:
3-Pyrroline is utilized in the synthesis of renin inhibitors and vasodilators, which are important classes of drugs used in the treatment of hypertension and other cardiovascular diseases. Its role in the synthesis process contributes to the development of new therapeutic agents with improved efficacy and safety profiles.
Used in Chemical Research:
As a pyrroline compound, 3-Pyrroline is also used in various chemical research applications to explore its properties, reactivity, and potential use in the formation of more complex organic molecules. This research can lead to the discovery of new chemical reactions and the development of novel compounds with diverse applications.

InChI:InChI=1/C4H7N/c1-2-4-5-3-1/h1-2,5H,3-4H2

Upstream product

• 1476-11-5 Z-1,4-dichlorobutene 
• 73286-70-1 N-(tert-butoxycarbonyl)-3-pyrroline 
• 124-02-7 diallylamine 
• 6972-81-2 ethyl 2,5-dihydro-1H-pyrrole-1-carboxylate 
• 63603-33-8 2,5-dihydropyrrole-1-carboxylic acid methyl ester 
• 63468-63-3 2,5-dihydro-1H-pyrrole hydrochloride 
• 7153-66-4 <(Z)-4-chloro-2-butenyl>ammonium chloride 
• 109-97-7 pyrrole 

Downstream Products

• 113342-96-4 1-(2,4-dinitro-phenyl)-2,5-dihydro-pyrrole 
• 123-75-1 pyrrolidine 
• 73286-70-1 N-(tert-butoxycarbonyl)-3-pyrroline 
• 113342-95-3 1-(2,6-Dinitro-phenyl)-2,5-dihydro-1H-pyrrole 
• 113342-94-2 1-(2-methoxy-4-nitrophenyl)-2,5-dihydro-1H-pyrrole 
• 139021-59-3 1-(2-bromobenzenesulfonyl)-2,5-dihydro-1H-pyrrole 
• 119589-33-2 <(3-pyrrolinyl)carbonyl>-O-methyltyrosine methyl ester 
• 127881-37-2 (4-Benzothiazol-2-yl-benzyl)-(2,5-dihydro-pyrrol-1-yl)-phosphinic acid ethyl ester 
• 6972-81-2 ethyl 2,5-dihydro-1H-pyrrole-1-carboxylate 
• 138284-41-0 1-<(3,4-dichlorophenyl)acetyl>-2-<<1-(3-pyrrolinyl)>methyl>piperidine 
• 113342-93-1 1-(4-Nitro-phenyl)-2,5-dihydro-1H-pyrrole 
• 113342-92-0 1-(2-Nitro-phenyl)-2,5-dihydro-1H-pyrrole 
• 111185-41-2 1-(2,5-dihydro-1H-pyrrol-1-yl)-2,2,2-trifluoroethanone 
• 178483-02-8 1-(2,5-Dihydro-pyrrol-1-yl)-propan-1-one 

Relevant articles and documents

A Modified Procedure for the Preparation of 2,5-Dihydropyrrole (3-Pyrroline)

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Catalytic ring-closing olefin metathesis of sulfur-containing species: Heteroatom and other effects

This paper describes studies of the ring-closing metathesis of dialkyl sulfides and disulfides catalyzed by molybdenum and ruthenium alkylidenes. In general, the highest yields of ring-closed products were obtained using the molybdenum catalysts. Product yields were also strongly influenced by the substitution pattern about the double bonds: the yield of ring-closed products was found to decrease as the degree of substitution increased. These effects and other heteroatom effects are discussed.

RELATIVE STABILITIES OF 5-MEMBERED CYCLIC ALLYLAMINE/ENAMINE SYSTEMS

Evidence bearing on the relative stabilities of 3- and 2-pyrrolines is reviewed.It is shown that 1-(indol-3-ylethyl)-3-pyrroline is only partially transformed into its enamine isomer by prolonged base treatment and it is concluded that within a 5-membered ring the allylamine is more stable than enamine.

CRYSTAL AND SALT OF NITROIMIDAZOLE, AND MANUFACTURING METHOD THEREOF

The present invention discloses a crystal form and salt of a nitroimidazole compound, and a manufacturing method thereof. The invention further comprises an application of the crystal form and salt in preparing a pharmaceutical product for preventing and treating an infection caused by Mycobacterium tuberculosis or another microbe.

Sequential reactions with Grubbs catalyst and ad-mix-α//βusing pdms thimbles

Incompatible Grubbs catalyst and an osmium dihydroxylation catalyst were site-isolated from each other using polydimethylsiloxane thimbles. The Grubbs catalyst was added to the interior of the thimbles, and AD-mix-α//β was added to the exterior. Organic substrates readily fluxed through the walls of the thimbles and reacted with each catalyst. A series of cascade reactions were developed including those with intermediates possessing low boiling points or that were foul smelling.