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

Chemical Properties

clear colorless to light yellow liquid

Uses

3-Pyrroline is suitable for use in a study to investigate the core-level binding energies of simple unsaturated organic molecules bonded to the Si(001) surface by X-ray photoelectron spectroscopy (XPS). It may be used in the synthesis of renin inhibitors and vasodilators.

Definition

ChEBI: 3-pyrroline is a pyrroline.

General Description

Various 3-pyrrolines (2,5-dihydropyrroles) have been synthesized by two-step reaction sequence of alkylation/alkylidene carbene CH-insertion reaction. Synthesis of 3-pyrroline has been reported by employing cis-1,4-dichloro-2-butene as starting reagent.

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

Upstream product

• 124-02-7 diallylamine 
• 73286-70-1 N-(tert-butoxycarbonyl)-3-pyrroline 
• 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 
• 1476-11-5 Z-1,4-dichlorobutene 
• 109-97-7 pyrrole 

Downstream Products

• 73286-70-1 N-(tert-butoxycarbonyl)-3-pyrroline 
• 86953-79-9 tert-butyl pyrrolidine-1-carboxylate 
• 6913-92-4 1-benzyl-2,5-dihydro-1H-pyrrole 
• 178483-02-8 1-(2,5-Dihydro-pyrrol-1-yl)-propan-1-one 
• 31970-04-4 1-carboxybenzyl-3-pyrrolidine 
• 492450-91-6 [(S)-1-(2,5-Dihydro-pyrrole-1-carbonyl)-2-methyl-propyl]-carbamic acid benzyl ester 
• 492450-92-7 [(S)-1-(2,5-Dihydro-pyrrole-1-carbonyl)-3-methylsulfanyl-propyl]-carbamic acid benzyl ester 
• 114214-49-2 rac-tert-butyl (1R,5S)-6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate 
• 37632-57-8 1-(2-Cyanoaethyl)-Δ³-pyrrolin 
• 651045-03-3 4-(2,5-dihydro-pyrrol-1-yl-carbonyl)-3-methyl-bromobenzene 
• 719996-01-7 3-chloro-N-(5-chloro-1H-benzimidazol-2-yl-methyl)4-(2,5-dihydropyrrol-1-yl-carbonyl)-benzamide 
• 1027938-55-1 {(E)-(S)-4-(2,5-Dihydro-pyrrol-1-yl)-4-oxo-1-[2-(trityl-carbamoyl)-ethyl]-but-2-enyl}-carbamic acid tert-butyl ester 
• 246540-50-1 1-methanesulfonyl-2,5-dihydropyrrole 
• 173549-40-1 1-(3-phenylpropanoyl)-2,5-dihydropyrrole 

Relevant articles and documents

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

-

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.