59-89-2 Usage
Description
N-Nitrosomorpholine, also known as a nitrosamine, is a chemical compound that is morpholine with the hydrogen attached to the nitrogen replaced by a nitroso group. It is characterized by its yellow crystalline structure or golden liquid appearance at 68°F. N-Nitrosomorpholine is recognized as a carcinogen and mutagen, commonly found in snuff tobacco.
Uses
1. Used in Toxicogenomic Analysis:
N-Nitrosomorpholine is employed as a genotoxic model carcinogen in toxicogenomic studies, particularly for analyzing the induced changes in rat liver. It helps researchers understand the effects of carcinogens on the liver and their potential implications on human health.
2. Used in Chemical Research:
N-Nitrosomorpholine is used as a research compound in various chemical studies, providing insights into the properties and behavior of nitrosamines and their potential applications in different fields.
3. Used in the Manufacturing Industry:
N-Nitrosomorpholine is utilized as a solvent for polyacrylonitrile, a widely used polymer in the manufacturing of various products, including plastics, fibers, and resins. Its solvent properties make it a valuable component in the production process.
4. Used in Rubber Manufacturing:
N-Nitrosomorpholine is also present during the rubber manufacturing process, where it may serve as a catalyst or additive to enhance the properties of the final rubber product. Its presence in the rubber industry highlights its versatility and potential applications in various industrial settings.
Synthesis Reference(s)
Synthetic Communications, 22, p. 2607, 1992 DOI: 10.1080/00397919208021659
Air & Water Reactions
Water soluble.
Reactivity Profile
N-NITROSOMORPHOLINE is incompatible with strong oxidizing agents .
Health Hazard
ACUTE/CHRONIC HAZARDS: When heated to decomposition N-NITROSOMORPHOLINE emits toxic fumes of nitrogen oxides.
Fire Hazard
Flash point data for N-NITROSOMORPHOLINE are not available; however, N-NITROSOMORPHOLINE is probably combustible.
Biochem/physiol Actions
Tumor initiator in rodent liver, trachea, nasal cavity, esophagus, kidney, lung, and thyroid.
Safety Profile
Confirmed carcinogen
with experimental carcinogenic,
neoplastigenic, and tumorigenic data. Poison
by ingestion, intraperitoneal, subcutaneous,
and intravenous routes. Moderately toxic by
inhalation. Human mutation data reported.
Experimental reproductive effects. When
heated to decomposition it emits toxic
fumes of NOx. See also N-NITROSO
COMPOUNDS.
Carcinogenicity
N-Nitrosomorpholine is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.
Check Digit Verification of cas no
The CAS Registry Mumber 59-89-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 9 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 59-89:
(4*5)+(3*9)+(2*8)+(1*9)=72
72 % 10 = 2
So 59-89-2 is a valid CAS Registry Number.
InChI:InChI=1/C4H8N2O2/c7-6-4-3-5-1-2-8-4/h4-5H,1-3H2
59-89-2Relevant articles and documents
Release of nitrosating species in the course of reduction of benzo-1,2,3,4-tetrazine 1,3-dioxides.
Ratnikov, Maxim O,Lipilin, Dmitry L,Churakov, Aleksandr M,Strelenko, Yuri A,Tartakovsky, Vladimir A
, p. 3227 - 3229 (2007/10/03)
[reaction: see text] The reduction of benzo-1,2,3,4-tetrazine 1,3-dioxides (BTDOs) 1 with Na(2)S(2)O(4) or SnCl(2) is suggested to proceed via intermediate N-nitrosobenzotriazoles 3 to afford benzotriazoles 2. The (15)N-labeling experiments exhibit that t
Reactions of Secondary Nitramines with Tributyltin Hydride and Tris(trimethylsilyl)silane
Imrie, Christopher
, p. 328 - 329 (2007/10/03)
The reactions of secondary nitramines (N-nitroamines) with tributyltin hydride or tris(trimethylsilyl)silane have been investigated under free radical conditions.Reactions of nitramines with tributyltin radicals gave mostly the denitration products (secondary amines) whilst reactions with tris(trimethylsilyl)silyl radicals afforded almost exclusively nitrosamines (N-nitrosoamines).
Transfer of the Nitroso Group in Water/AOT/Isooctane Microemulsions: Intrinsic and Apparent Reactivity
Garcia-Rio, Luis,Leis, J. Ramon,Pena, M. Elena,Iglesias, Emilia
, p. 3437 - 3442 (2007/10/02)
The kinetics of the transfer of the nitroso group from N-methyl-N-nitroso-p-toluenesulfonamide to each of seven secondary amines (piperazine, N-methylbenzylamine, piperidine, dimethylamine, morpholine, pyrrolidine, and diisopropylamine) was studied using a wide variety of water/AOT/isooctane microemulsions as reaction media.The diverse kinetic behavior of the various amines can be explained quantitatively on the basis of a single model taking into account the distribution of the amine among the aqueous and isooctane phases and their mutual interface; the reaction itself always takes place at the interface.The relative reactivities of the amines are discussed in comparison with the order observed in water.
