n-Nitrosoproline

Base Information

• Chemical Name: n-Nitrosoproline
• CAS No.: 7519-36-0
• Deprecated CAS: 37114-16-2,39723-42-7,68374-64-1,86941-92-6,89299-44-5,39723-42-7,68374-64-1,86941-92-6,89299-44-5
• Molecular Formula: C5H8 N2 O3
• Molecular Weight: 144.13
• European Community (EC) Number: 690-362-1
• UNII: F8MI03SGY0
• DSSTox Substance ID: DTXSID3021061
• Nikkaji Number: J35.459G
• Wikipedia: Nitrosoproline
• Wikidata: Q7120397
• ChEMBL ID: CHEMBL4566042
• Mol file: 7519-36-0.mol

Synonyms:N-nitroso-L-proline;N-nitrosoproline;nitrosoproline;nitrosoproline, (cis)-isomer;nitrosoproline, (D)-isomer;nitrosoproline, (D,L)-isomer;nitrosoproline, (trans)-isomer;nitrosoproline, 14C-labeled cpd

Chemical Property of n-Nitrosoproline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 108-109°C
• Refractive Index: 1.4472 (estimate)
• Boiling Point: 391.692oC at 760 mmHg
• PKA: 3.23±0.20(Predicted)
• Flash Point: 190.688oC
• PSA: 69.97000
• Density: 1.572g/cm3
• LogP: 0.15470
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly), Water (Sparingly, S
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 144.05349212
• Heavy Atom Count: 10
• Complexity: 159

Purity/Quality:

N-Nitroso-L-proline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrosamines
• Canonical SMILES: C1CC(N(C1)N=O)C(=O)O
• Isomeric SMILES: C1C[C@H](N(C1)N=O)C(=O)O

Technology Process of n-Nitrosoproline

There total 4 articles about n-Nitrosoproline 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: 98.0%

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → nitrosoproline (7519-36-0)

Guidance literature:

With cross-linked polyvinylpyrrolidone*N₂O₄; dinitrogen tetraoxide; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1055/s-2003-40518

Reference yield:

sodium 1-[2-(carboxylato)pyrrolidin-1-yl]diazen-1-ium-1,2-diolate + 2,4-Dinitrofluorobenzene (70-34-8,65727-75-5) → nitrosoproline (7519-36-0) + 1-(2,4-dinitro-phenyl)-L-proline (1655-55-6)

Guidance literature:

With sodium hydrogencarbonate; In water; tert-butyl alcohol;

DOI:10.1021/ol701419a

Reference yield:

nitrosonium tetrafluoroborate + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → nitrosoproline (7519-36-0)

Guidance literature:

With pyridine; In acetonitrile;

upstream raw materials:

L-proline

2,4-Dinitrofluorobenzene

Downstream raw materials:

3a,4,5,6-tetrahydro-3-oxo-3H-pyrrolo[1,2-c][1,2,3]oxadiazol-7-ium ylide

N-trifluoroacetylamino-2-pyrrolidone

(S)-1-aminopyrrolidine-2-carboxylic acid methyl ester

(S)-1-nitrosopyrrolidine-2-carboxylic acid methyl ester