1,1'-Carbonyldipyrrolidine

Base Information

• Chemical Name: 1,1'-Carbonyldipyrrolidine
• CAS No.: 81759-25-3
• Molecular Formula: C9H16N2O
• Molecular Weight: 168.239
• Hs Code.: 2933990090
• European Community (EC) Number: 621-355-3
• DSSTox Substance ID: DTXSID20353025
• Nikkaji Number: J1.345.776J
• Wikidata: Q72515416
• Mol file: 81759-25-3.mol

Synonyms:81759-25-3;Di(pyrrolidin-1-yl)methanone;1,1'-CARBONYLDIPYRROLIDINE;dipyrrolidin-1-ylmethanone;Pyrrolidine, 1,1'-carbonylbis-;1-(pyrrolidine-1-carbonyl)pyrrolidine;1,1-Carbonyldipyrrolidine;carbonyldipyrrolidine;ditetrahydro-1H-pyrrol-1-ylmethanone;carbonyl dipyrrolidine;SCHEMBL413020;DTXSID20353025;CDP ?1,1'-Carbonyldipyrrolidine;MFCD00216641;AKOS015909530;AM83814;AC-24865;AS-17511;CS-0322403;FT-0653788;C93512;A840191;J-503729

Chemical Property of 1,1'-Carbonyldipyrrolidine

Chemical Property:

• Appearance/Colour: colorless or light yellow transparent liquid
• Melting Point: 258.9 °C at 760 mmHg
• Refractive Index: n20/D 1.513
• Boiling Point: 104.7 °C
• PKA: -0?+-.0.20(Predicted)
• Flash Point: 113oC
• PSA: 23.55000
• Density: 1.145 g/cm³
• LogP: 1.17380
• Sensitive.: Light Sensitive
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 168.126263138
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

98% ^*data from raw suppliers

Di(pyrrolidin-1-yl)methanone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)C(=O)N2CCCC2
• Uses: Reactant in the ring-opening polymerization of six-and seven-membered cyclic pseudoureas.

Technology Process of 1,1'-Carbonyldipyrrolidine

There total 2 articles about 1,1'-Carbonyldipyrrolidine 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: 85.0%

pyrrolidine (123-75-1) + (((CH2)4)NH)2NiBr2 (88428-62-0) → 1-pyrrolidinecarboxaldehyde (3760-54-1) + 1,1'-carbonyldipyrrolidine (81759-25-3) + pyrrolidinium hydrobromide (55810-80-5) + 1,2-dioxo-1,2-di(pyrrolidin-1-yl)ethane (85802-71-7) + tetracarbonyl nickel (13463-39-3,71564-36-8)

Guidance literature:

With carbon monoxide; In tetrahydrofuran; diethyl ether; reaction in THF/Et2O = 2/1 soln., room temp., under CO (1 bar);

DOI:10.1016/S0022-328X(00)99113-7

Reference yield: 85.0%

pyrrolidine (123-75-1) + carbon monoxide (201230-82-2) → 1-pyrrolidinecarboxaldehyde (3760-54-1) + 1,1'-carbonyldipyrrolidine (81759-25-3) + 1,2-dioxo-1,2-di(pyrrolidin-1-yl)ethane (85802-71-7)

Guidance literature:

With (((CH₂)4)NH)2NiBr₂; In tetrahydrofuran; diethyl ether;

DOI:10.1016/S0022-328X(00)99113-7

Reference yield: 95.9%

1,1'-carbonyldipyrrolidine (81759-25-3) + Tosyl isocyanate (4083-64-1) → N-(di(pyrrolidin-1-yl)methylene)-4-methylbenzenesulfonamide (144478-49-9)

Guidance literature:

In 5,5-dimethyl-1,3-cyclohexadiene; for 3h; Reflux;

DOI:10.1016/j.tetlet.2019.151285

upstream raw materials:

pyrrolidine

carbon monoxide

(((CH₂)4)NH)2NiBr₂

Downstream raw materials:

2-chloro-1,3-dimethyl-2-imidazolinium hexafluorophosphate

1,1',1''-Tripyrrolidinylcarbenium-tetraphenylborat

C₂₉H₃₈N₂O₇S

N-(di(pyrrolidin-1-yl)methylene)-4-methylbenzenesulfonamide

Refernces