N'-Nitrosonornicotine

Base Information

• Chemical Name: N'-Nitrosonornicotine
• CAS No.: 84237-38-7
• Deprecated CAS: 53759-22-1,64162-57-8,64162-58-9,64162-58-9
• Molecular Formula: C₉H₁₁N₃O
• Molecular Weight: 177.206
• European Community (EC) Number: 635-909-7,803-309-6
• UNII: X656TZ86DX
• UN Number: 2810
• DSSTox Substance ID: DTXSID4021476
• Metabolomics Workbench ID: 49645
• NCI Thesaurus Code: C44414
• Nikkaji Number: J258.697E
• Wikidata: Q10859673,Q55135137
• Wikipedia: N-Nitrosonornicotine
• Mol file: 84237-38-7.mol

Synonyms:N'-nitrosonornicotine;N'-nitrosonornicotine, (+-)-isomer;N'-nitrosonornicotine, (S)-isomer;N-nitrosonor-nicotine;N-nitrosonornicotine;nitrosonornicotine

Chemical Property of N'-Nitrosonornicotine

Chemical Property:

• Refractive Index: 1.6500 (estimate)
• Boiling Point: 309.13°C (rough estimate)
• PSA: 45.56000
• Density: 1.1669 (rough estimate)
• LogP: 1.83780
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 177.090211983
• Heavy Atom Count: 13
• Complexity: 186
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

N′-Nitrosonornicotine analytical standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)N=O)C2=CN=CC=C2
• Isomeric SMILES: C1C[C@H](N(C1)N=O)C2=CN=CC=C2

Technology Process of N'-Nitrosonornicotine

There total 5 articles about N'-Nitrosonornicotine 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: 5.0%

3-(1-methyl-pyrrolidin-2-yl)-pyridine (22083-74-5) → cotinine (15569-85-4) + 3-(1-nitroso-pyrrolidin-2-yl)-pyridine (80508-23-2,350508-22-4,350508-30-4,61601-78-3,84237-38-7) + N'-nitrosonorcotinine (74804-85-6)

Guidance literature:

With silver(I) nitrite; In N,N-dimethyl-formamide; at 70 ℃;

Reference yield:

nornicotine (494-97-3,13450-58-3) → N'-Nitrosonornicotine (16543-55-8,61601-78-3,84237-38-7)

Guidance literature:

With sodium nitrite;

Reference yield:

Myosmine (532-12-7) → 4-(3-pyridyl)-4-oxobutanol (59578-62-0) + 3-(1-nitroso-pyrrolidin-2-yl)-pyridine (80508-23-2,350508-22-4,350508-30-4,61601-78-3,84237-38-7)

Guidance literature:

With human gastric juice; sodium nitrite; at 37 ℃; for 0.5h; Further Variations:; Reagents; Product distribution;

DOI:10.1021/jf9903004

upstream raw materials:

nornicotine

3-(1-methyl-pyrrolidin-2-yl)-pyridine

Myosmine

ethyl N-methyl-N-<4-chloro-4-(3-pyridyl)butnyl>carbamate

Downstream raw materials:

N'-Nitrosonornicotine 1-N-oxide

Refernces

• 1、 Acheson, R. Morrin,Ferris, Michael J.,Sinclair, Neil M.. "Transformations involving the Pyrrolidine Ring of Nicotine". . p. 579 - 585. Retrieved 2007/10/02.