6913-92-4

Basic information

• Product Name: 1-Benzyl-2,5-dihydro-1H-pyrrole
• Synonyms: N-BENZYLPYRROLINE;1-BENZYL-3-PYRROLINE;BPL;N-BENZYL-3-PYRROLINE;1-Benzyl-3-pyrrolidon;1-benzyl-2,5-dihydro-1H-pyrrole;1-Benzyl-3-pyrroline, 98+%;1-(Phenylmethyl)-2,5-dihydropyrrole
• CAS NO: 6913-92-4
• Molecular Formula: C₁₁H₁₃N
• Molecular Weight: 159.23
• EINECS: -0
• Product Categories: pharmacetical;Building Blocks;Heterocyclic Building Blocks;Pyrrolines
• Mol File: 6913-92-4.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 60 °C1 mm Hg(lit.)
• Flash Point: 198 °F
• Appearance: Colorless to pale yellow/Liquid
• Density: 0.837 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.083mmHg at 25°C
• Refractive Index: n20/D 1.542(lit.)
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• PKA: 8.95±0.50(Predicted)
• Sensitive: Air Sensitive
• BRN: 111101
• CAS DataBase Reference: 1-Benzyl-2,5-dihydro-1H-pyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyl-2,5-dihydro-1H-pyrrole(6913-92-4)
• EPA Substance Registry System: 1-Benzyl-2,5-dihydro-1H-pyrrole(6913-92-4)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45-20
• RIDADR: UN 3267 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 6913-92-4(Hazardous Substances Data)

Usage

Uses

1-Benzyl-3-pyrroline was used in synthesis of (S)-1-benzyl-3-hydroxypyrrolidine.

InChI:InChI=1/C11H13N/c1-2-6-11(7-3-1)10-12-8-4-5-9-12/h1-7H,8-10H2

Upstream product

• 109-96-6 3-Pyrroline 
• 109-97-7 pyrrole 
• 98-88-4 benzoyl chloride 
• 4383-26-0 N,N-di-2-propenylbenzylamine 
• 1476-11-5 Z-1,4-dichlorobutene 
• 100-46-9 benzylamine 
• 1953-56-6 (Z)-but-2-ene-1,4-diyl dimethanesulfonate 
• 100-39-0 benzyl bromide 
• 1197-51-9 N-propargylbenzylamine 
• 50-00-0 formaldehyd 
• 100-44-7 benzyl chloride 
• 124-38-9 carbon dioxide 
• 70882-08-5 N-benzylbuta-2,3-dien-1-amine 
• 31410-11-4 N-benzyl-N-(but-2-en-1-yl)but-2-en-1-amine 

Downstream Products

• 2051-97-0 1-benzyl-1H-pyrrole 
• 101385-90-4 (S)-N-benzyl-3-hydroxypyrrolidine 
• 101385-90-4 (R)-N-benzyl-3-hydroxypyrrolidine 
• 775-15-5 1-benzyl-3-pyrrolidinol 
• 162108-77-2 N-Benzyl-Δ³-pyrrolin-N-oxid 
• 75390-09-9 3-benzyl-6-oxa-3-azabicyclo[3.1.0]-hexane 
• 29897-82-3 N-benzylpyrrolidine 
• 1028289-32-8 benzyl-(2-sec-butyl-but-3-enyl)-amine 
• 954416-87-6 2-benzyl-5-phenyl-1,2,3,3a-tetrahydrocyclopenta[c]pyrrol-4(6aH)-one 
• 502170-28-7 N-benzyl-N-(2-isopropylbut-3-enyl)formamide 
• 502170-27-6 N-benzyl-N-(2-ethylbut-3-enyl)formamide 
• 502170-29-8 N-benzyl-N-(2-sec-butylbut-3-enyl)formamide 
• 502170-30-1 N-benzyl-N-(2-cyclopentylbut-3-enyl)formamide 

Relevant articles and documents

Vanadium Imido NHC Complexes for Ring-Closing Olefin Metathesis Reactions

Vanadium bis-phosphine imido and oxo chloride alkylidenes have been extensively applied in the ring-closing metathesis of various acyclic olefins. However, their reactions involving ethylene have shown limited productivity due to rapid decomposition. The

Ring-Closing Olefin Metathesis Catalyzed by Well-Defined Vanadium Alkylidene Complexes

Vanadium-based catalysts have shown activity and selectivity in ring-opening metathesis polymerization of strained cyclic olefins comparable to those of Ru, Mo, and W catalysts. However, the application of V alkylidenes in routine organic synthesis is limited. Here, we present the first example of ring-closing olefin metathesis catalyzed by well-defined V chloride alkylidene phosphine complexes. The developed catalysts exhibit tolerance to various functional groups, such as an ether, an ester, a tertiary amide, a tertiary amine, and a sulfonamide. The size and electron-donating properties of the imido group and the phosphine play a crucial role in the stability of active intermediates. Reactions with ethylene and olefins suggest that both β-hydride elimination of the metallacyclobutene and bimolecular decomposition are responsible for catalyst degradation.

Molybdenum Benzylidyne Complexes for Olefin Metathesis Reactions

The molybdenum benzylidynes [ArCMo(OC(CF3)2CH3)3(1,2-dimethoxyethane)], where Ar = Ph (2a), p-(OCH3)C6H4 (2b), p-(CF3)C6H4 (2c), p-(NO2)C6H4 (2d), or 4-(NO2)-3-(CF3)C6H3 (2e), and [p-(NO2)C6H4CMo(OC(CF3)2CH3)3] (2f) catalyze the ring-closing metathesis (RCM) reaction of diallyl N-tosylamide (3) to produce 1-tosyl-2,5-dihydro-1H-pyrrole (4) and ethylene. The scope of RCM catalytic activity of 2e, cross-metathesis of 1-hexene, and ring-opening metathesis polymerization of cyclooctene were explored. The X-ray crystal structure of 2e was determined. Variable-temperature 1H NMR spectra revealed the formation of intermediates during the reaction of 3 with 2f and the reforming of 2f after completion of the reaction. The use of 13C-labeled Mo benzylidyne did not show transfer of the carbon atom next to Mo to any of the products.