1-Formylpyrrolidine

Base Information

• Chemical Name: 1-Formylpyrrolidine
• CAS No.: 3760-54-1
• Molecular Formula: C5H9NO
• Molecular Weight: 99.1326
• Hs Code.: 2933990090
• European Community (EC) Number: 223-175-7
• NSC Number: 42516
• UNII: LO74GWE7WD
• DSSTox Substance ID: DTXSID40191042
• Nikkaji Number: J217.654H
• Wikidata: Q27283089
• Metabolomics Workbench ID: 46616
• ChEMBL ID: CHEMBL4745604
• Mol file: 3760-54-1.mol

Synonyms:prolinal;proline aldehyde

Chemical Property of 1-Formylpyrrolidine

Chemical Property:

• Appearance/Colour: clear slightly yellow liquid
• Vapor Pressure: 2.71mmHg at 25°C
• Refractive Index: n20/D 1.479(lit.)
• Boiling Point: 204.4 °C at 760 mmHg
• PKA: -0.44±0.20(Predicted)
• Flash Point: 95 °C
• PSA: 20.31000
• Density: 1.147 g/cm³
• LogP: 0.81240
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 99.068413911
• Heavy Atom Count: 7
• Complexity: 66.5

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Formylpyrrolidine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: C1CCN(C1)C=O
• 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.

Technology Process of 1-Formylpyrrolidine

There total 58 articles about 1-Formylpyrrolidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

pyrrolidine (123-75-1) + carbon dioxide (124-38-9,18923-20-1) → 1-pyrrolidinecarboxaldehyde (3760-54-1)

Guidance literature:

With C₃₀H₃₂ClNOP₂Ru; hydrogen; In tetrahydrofuran; at 120 ℃; for 16h; under 45603.1 Torr; Autoclave; Glovebox;

DOI:10.1002/anie.201500939

Reference yield: 99.0%

pyrrolidine (123-75-1) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 1-pyrrolidinecarboxaldehyde (3760-54-1)

Guidance literature:

With potassium tetrachloroaurate(III); potassium carbonate; In water; acetonitrile; at 40 ℃; for 12h;

DOI:10.1039/c2cc17689k

Reference yield: 95.2%

pyrrolidine (123-75-1) + carbon monoxide (201230-82-2) → 1-pyrrolidinecarboxaldehyde (3760-54-1)

Guidance literature:

Na; In tetrahydrofuran; at 190 ℃; for 24h;

DOI:10.1016/0022-328X(89)80122-6

upstream raw materials:

pyrrolidine

formic acid

chloral

formaldehyd

Downstream raw materials:

C₉H₉NOS

2,4-dichlorobenzaldeyhde

C₉H₁₀N₂OS

2,4-dichloro-3-(pyrrolidinylmethylene)-1,4-cyclohexadiene-1,5-dicarboxaldehyde

Refernces

• 1、 Li, Jinpeng,Huang, Changyu,Wen, Daheng,Zheng, Qingshu,Tu, Bo,Tu, Tao. "Nickel-Catalyzed Amination of Aryl Chlorides with Amides". supporting information. p. 687 - 691. Retrieved 2021/01/09.
• 2、 Yang, Jie,Wang, Liujie,Sun, Aili,Zhiani, Rahele. "Mesoporous Sn(IV) Doping DFNS Supported BaMnO3 Nanoparticles for Formylation of Amines Using Carbon Dioxide". . p. 573 - 581. Retrieved 2020/07/27.