3760-54-1

Basic information

• Product Name: 1-FORMYLPYRROLIDINE
• Synonyms: TIMTEC-BB SBB008020;N-FORMYLPYRROLIDINE;PYRROLIDINE-1-CARBOXALDEHYDE;1-PYRROLIDINECARBOXALDEHYDE;1-FORMYLPYRROLIDINE;1-Pyrrolidinecarbaldehyde;pyrrolidine-1-carbaldehyde;prolinal
• CAS NO: 3760-54-1
• Molecular Formula: C₅H₉NO
• Molecular Weight: 99.13
• EINECS: 223-175-7
• Mol File: 3760-54-1.mol
• Article Data: 110

Chemical Properties

• Boiling Point: 92-94 °C15 mm Hg(lit.)
• Flash Point: 203 °F
• Appearance: clear slightly yellow liquid
• Density: 1.04 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.71mmHg at 25°C
• Refractive Index: n20/D 1.479(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -0.44±0.20(Predicted)
• BRN: 106540
• CAS DataBase Reference: 1-FORMYLPYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-FORMYLPYRROLIDINE(3760-54-1)
• EPA Substance Registry System: 1-FORMYLPYRROLIDINE(3760-54-1)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 3760-54-1(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR SLIGHTLY YELLOW LIQUID

Uses

1-Formylpyrrolidine was used in the synthesis of 1-oxa-3,4-dimethyl-5-(1-pyrrolldino)-2,2-di(tert-butyl)silacyclopentane and 1-oxa-4-isopropyl-5-(1-pyrrolidino)-2,2-di(tert-butyl)silacyclopentane.

General Description

1-Formylpyrrolidine is the monomer constituent of gas clathrate inhibitor.

InChI:InChI=1/C5H9NO/c7-4-5-2-1-3-6-5/h4-6H,1-3H2

Upstream product

• 123-75-1 pyrrolidine 
• 154120-52-2 diethyl α-formylphosphonate hydrate 
• 18296-01-0 triethylsilyl formate 
• 102-82-9 tributyl-amine 
• 75-87-6 chloral 
• 64-18-6 formic acid 
• 3397-76-0 N,N-Dimethylformamide Hydrochloride 
• 54600-29-2 1-((trimethylsilyl)methyl)pyrrolidine 
• 766-77-8 Dimethylphenylsilane 
• 124-38-9 carbon dioxide 
• 120-94-5 1-Methylpyrrolidine 
• 68-12-2 N,N-dimethyl-formamide 
• 147-85-3 L-proline 
• 96-26-4 dihydroxyacetone 

Downstream Products

• 1204006-29-0 5-phenyl-2-(pyrrolidin-1-yl)benzoxazole 
• 103383-80-8 1-phenyl-2-(pyrrolidin-1-yl)ethane-1,2-dione 
• 1094167-90-4 1-[bis(pentafluorophenyl)methyl]pyrrolidine 
• 145291-02-7 {(C₄H₂NC(C₆H₅))3(C₄HN(CH₂N(CH₂)4)C(C₆H₅))Cu} 
• 6588-13-2 diphenyl(pyrrolidinomethyl)phosphine sulfide 

Relevant articles and documents

Chromium-catalysed efficient: N -formylation of amines with a recyclable polyoxometalate-supported green catalyst

A simple and efficient protocol for the formylation of amines with formic acid, catalyzed by a polyoxometalate-based chromium catalyst, is described. Notably, this method shows excellent activity and chemoselectivity for the formylation of primary amines; diamines have also been successfully employed. Importantly, the chromium catalyst is potentially non-toxic, environmentally benign and safer than the widely used high valence chromium catalysts such as CrO3 and K2Cr2O7. The catalyst can be recycled several times with a negligible impact on activity. Finally, a plausible mechanism is provided based on the observation of intermediate and control experiments.

DMF·HCl as a versatile and straightforward N- and O-formylating agent

Inspired by the serendipitous isolation of N-formylpiperazines when we attempted the synthesis of a series of piperazines, we have developed a straightforward methodology for the N- and O- formylation of secondary cyclic amines, anilines and steroids, respectively. Such approach is based on the hitherto non-reported use of DMF·HCl complex, as a versatile and easily-available formylating system that can be stored without apparent loss of activity.

Mesoporous Sn(IV) Doping DFNS Supported BaMnO3 Nanoparticles for Formylation of Amines Using Carbon Dioxide

Abstract: In the present paper, Sn(IV) doping DFNS (SnD) supported nanoparticles of BaMnO3 (BaMnO3/SnD) and using as a catalyst for the N-formylation of amines by CO2 hydrogenation. In this catalyst, the SnD with the ratios of Si/Sn in the range of from 6 to 50 were obtained with method of direct hydrothermal synthesis (DHS) as well as the nanoparticles of BaMnO3 were on the surfaces of SnD in situ reduced. Scanning electron microscope (SEM), X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR), X-ray energy dispersive spectroscopy (EDS), and transmission electron microscopy (TEM) were utilized for characterizing the nanostructures BaMnO3/SnD. It is found that the nanostructures of BaMnO3/SnD can be a nominate due to its effective and novel catalytic behavior in N-formylation of amines through hydrogenation of CO2. Graphic Abstract: [Figure not available: see fulltext.]