N-Nitrosohydroxyproline

Base Information

• Chemical Name: N-Nitrosohydroxyproline
• CAS No.: 30310-80-6
• Molecular Formula: C5H8 N2 O4
• Molecular Weight: 160.13
• Hs Code.: 2933990090
• UNII: D9BBV16TX0
• DSSTox Substance ID: DTXSID0021042
• Nikkaji Number: J125.700E
• Wikidata: Q27156026
• Mol file: 30310-80-6.mol

Synonyms:4-hydroxy-N-nitrosoproline;N-nitroso-4-hydroxyproline;N-nitroso-4-hydroxyproline, (L)-isomer;N-nitroso-4-hydroxyproline, (L-trans)-isomer

Chemical Property of N-Nitrosohydroxyproline

Chemical Property:

• Vapor Pressure: 2.42E-11mmHg at 25°C
• Melting Point: 129-131°C
• Refractive Index: 1.4472 (estimate)
• Boiling Point: 482.7°Cat760mmHg
• PKA: 3.02±0.40(Predicted)
• Flash Point: 245.7°C
• PSA: 90.20000
• Density: 1.79g/cm³
• LogP: -0.87450
• Storage Temp.: -20°C Freezer
• Solubility.: Acetone (Slightly), DMSO (Slightly), Water (Slightly)
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 160.04840674
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

98%Min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrosamines
• Canonical SMILES: C1C(CN(C1C(=O)O)N=O)O
• Isomeric SMILES: C1[C@H](CN([C@@H]1C(=O)O)N=O)O
• Uses: A carcinogenic nitrosamine; N-nitrosoamino acid derivative found in cured meat products.

Technology Process of N-Nitrosohydroxyproline

There total 2 articles about N-Nitrosohydroxyproline 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: 95.0%

4R-4-hydroxyproline (51-35-4,30724-02-8) → (4R)-hydroxy-1-nitroso-L-pyrrolidine-2-carboxylic acid (30310-80-6,2443-31-4,61688-67-3)

Guidance literature:

With dinitrogen tetroxide impregnated on activated charcoal; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1081/SCC-200057999

Reference yield:

→ (4R)-hydroxy-1-nitroso-L-pyrrolidine-2-carboxylic acid (30310-80-6,2443-31-4,61688-67-3)

Guidance literature:

Hydroxyprolin, NaNO2;

DOI:10.1016/S0040-4020(01)93166-7

Reference yield:

(4R)-hydroxy-1-nitroso-L-pyrrolidine-2-carboxylic acid (30310-80-6,2443-31-4,61688-67-3) → 4R-4-hydroxyproline (51-35-4,30724-02-8)

Guidance literature:

at 25 ℃; Rate constant; Zersetzung;

upstream raw materials:

4R-4-hydroxyproline

Downstream raw materials:

4R-4-hydroxyproline

Refernces

• 1、 Iranpoor, Nasser,Firouzabadi, Habib,Pourali, Ali Reza. "Dinitrogen tetroxide-impregnated charcoal (N2O 4/charcoal): Selective nitrosation of amines, amides, ureas, and thiols". . p. 1517 - 1526. Retrieved 2007/10/03.
• 2、 Zolfigol, Mohammad Ali,Choghamarani, Arash Ghorbani,Hazarkhani, Hassan. "Trichloroisocyanuric acid/NaNo2 as a novel heterogeneous system for the N-nitrosation of N,N-dialkylamines under mild conditions". . p. 1002 - 1004. Retrieved 2007/10/03.