13937-89-8

Basic information

• Product Name: 1-(1-Butenyl)pyrrolidine
• Synonyms: 1-(1-Butenyl)pyrrolidine
• CAS NO: 13937-89-8
• Molecular Formula: C₈H₁₅N
• Molecular Weight: 125.2114
• Mol File: 13937-89-8.mol

Chemical Properties

• Boiling Point: 179.7°Cat760mmHg
• Flash Point: 55°C
• Appearance: /
• Density: 0.947g/cm³
• Vapor Pressure: 0.931mmHg at 25°C
• Refractive Index: 1.554
• PKA: 8.56±0.20(Predicted)
• CAS DataBase Reference: 1-(1-Butenyl)pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-Butenyl)pyrrolidine(13937-89-8)
• EPA Substance Registry System: 1-(1-Butenyl)pyrrolidine(13937-89-8)

Safety Data

• Hazardous Substances Data: 13937-89-8(Hazardous Substances Data)

Usage

Classification

Pyrrolidine (a five-membered nitrogen-containing heterocycle)

Structural feature

Contains a butenyl group (a four-carbon chain with a double bond at the first carbon)

Physical state

Colorless liquid

Odor

Faint

Usage

Building block in organic synthesis

Applications

Pharmaceutical, agrochemical, and other industries for the production of various compounds

Synonyms

1-(1-Butenyl)azacyclopentane, 1-allyl-2-methylpyrrolidine

InChI:InChI=1/C8H15N/c1-2-3-6-9-7-4-5-8-9/h3,6H,2,4-5,7-8H2,1H3/b6-3+

Upstream product

• 123-75-1 pyrrolidine 
• 123-72-8 butyraldehyde 

Downstream Products

• 66757-48-0 methyl 4-formylhexanoate 
• 4071-53-8 6-Ethyl-cyclohexa-1,3-dien-2-carbonsaeure-methylester 
• 92647-93-3 4-ethyl-3-phenyl-5-pyrrolidin-1-yl-4,5-dihydro-isoxazole 

Relevant articles and documents

SYNTHESIS AND 1H NMR STUDY OF 3,4-DIETHYL-1,2,3,3A,4,5-HEXAHYDRO-CANTHINONE-6

The racemic mixtures of the two epimers of 3,4-diethyl-1,2,3,3a,4,5-hexahydro-canthinone-6 have been prepared.They were separated by crystallization of one of the synthesis intermediates.Identification of the configuration was possible by 1H NMR spectroscopy after running a 2D J-resolved spectrum of the "cis"-isomer.

The Synthesis of 5,5-Disubstituted Piperidinones via a Reductive Amination-Lactamization Sequence: The Formal Synthesis of (±)-Quebrachamine

A preliminary investigation into the prospect of a common synthetic intermediate for the synthesis of a variety of indole alkaloids has led to a synthesis of substituted piperidinones and the corresponding piperidines. These common natural product cores a

Phosphoric acid catalyzed desymmetrization of bicyclic bislactones bearing an all-carbon stereogenic center: Total syntheses of (-)-rhazinilam and (-)-leucomidine B

In the presence of a catalytic amount of an imidodiphosphoric acid, enantioselective desymmetrization of bicyclic bislactones by reaction with alcohols took place smoothly to afford enantiomerically enriched monoacids having an all-carbon stereogenic center. Concise catalytic enantioselective syntheses of both (-)-rhazinilam and (-)-leucomidine B were subsequently developed using (S)-methyl 4-ethyl-4-formylpimelate monoacid as a common starting material. Breaking symmetry: Achiral bislactones (1) undergo desymmetrization by reaction with alcohol in the presence of chiral imidodiphosphoric acids. The monoacids 2, having an all-carbon stereogenic center, were obtained in good to excellent yields and enantioselectivities. Concise total syntheses of (-)-rhazinilam and (-)-leucomidine B were subsequently developed using 2 as a common starting material.

PROCESS FOR THE PREPARATION OF 2-TRIFLUOROMETHYL-5-(1-SUBSTITUTED)ALKYLPYRIDINES

2-Trifluoromethyl-5-(1-substituted)alkylpyridines are produced efficiently and in high yield from an alkyl vinyl ether and trifluoroacetyl chloride by cyclization.

From phenols to azulenes: An extended and versatile route to polyalkylated azulenes with variable substitution patterns at the seven- and five-membered ring

Polyalkylated azulenes can easily be prepared from polyalkylphenyl propiolates which are transformed by dynamic gas phase thermo-isomerization (DGPTI) into polyalkylcyclohepta[b]furan-2(2H)-ones. The latter react thermally with enol ethers or enamines to the corresponding azulenes. The enamines may be generated in situ from corresponding aminals, especially, in cases where it is difficult to obtain the pure enamines due to their high re-activity.