612-64-6

Basic information

• Product Name: N-NITROSO-N-ETHYLANILINE
• Synonyms: n-ethyl-n-nitroso-anilin;n-ethyl-n-nitroso-benzenamin;n-ethyl-n-nitrosobenzenamine;N-Ethyl-N-phenylnitrosamine;Nitrosoethylaniline;Nitrosoethylphenylamine;N-ETHYL-N-NITROSOANILINE;N-NITROSOETHYLPHENYLAMINE
• CAS NO: 612-64-6
• Molecular Formula: C₈H₁₀N₂O
• Molecular Weight: 150.18
• Product Categories: Nitrosamine;Nicotine Derivatives
• Mol File: 612-64-6.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 86°C/ 1 mm
• Flash Point: 114.8°C
• Appearance: yellow liquid
• Density: 1.0874
• Vapor Pressure: 0.00877mmHg at 25°C
• Refractive Index: 1.6180 (estimate)
• Storage Temp.: Refrigerator
• PKA: -1.59±0.50(Predicted)
• Stability: Stable. Incompatible with strong oxidizing agents.
• CAS DataBase Reference: N-NITROSO-N-ETHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-NITROSO-N-ETHYLANILINE(612-64-6)
• EPA Substance Registry System: N-NITROSO-N-ETHYLANILINE(612-64-6)

Safety Data

• Safety Statements: 24/25
• RIDADR: 2810
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 612-64-6(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Oil

General Description

Clear amber or yellow liquid.

Air & Water Reactions

Insoluble in water.

Health Hazard

TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.

Safety Profile

Confirmed carcinogen. Poison byingestion and intraperitoneal routes. An experimentalteratogen. Mutation data reported. Many N-nitrosocompounds are carcinogens. When heated todecomposition it emits toxic fumes of NOx.

InChI:InChI=1/C8H10N2O/c1-2-10(9-11)8-6-4-3-5-7-8/h3-7H,2H2,1H3

Upstream product

• 509-14-8 tetranitromethane 
• 91-66-7 N,N-diethylaniline 
• 103-69-5 N-ethyl-N-phenylamine 
• 7647-01-0 hydrogenchloride 
• 7732-18-5 water 
• 4348-19-0 N-ethylaniline hydrochloride 
• 110-46-3 isopentyl nitrite 
• 56-23-5 tetrachloromethane 
• 40756-80-7 1,4-diethyl-1,4-diphenyl-tetraz-2-ene 
• 110-86-1 pyridine 
• 64-17-5 ethanol 
• 613-97-8 N-methyl-N-ethylaniline 

Downstream Products

• 103-69-5 N-ethyl-N-phenylamine 
• 5840-09-5 4-amino-1-(N-ethylamino)benzene 
• 13057-25-5 N-ethyl-4,N-dinitroso-aniline 
• 95003-18-2 Benzophenon-N-ethyl-N-phenylhydrazon 
• 574-61-8 benzophenone N-phenylhydrazone 
• 1859-77-4 (2-(ethylamino)phenyl)(phenyl)methanone 
• 5782-20-7 1-ethyl-2,3-bis(4-methoxyphenyl)-1H-indole 
• 92852-71-6 5-Nitro-2-hydroxy-benzal-ethylphenylhydrazin 
• 86-28-2 N-ethylcarbazole 
• 30091-24-8 2-(ethylamino)benzonitrile 
• 54385-62-5 1-ethyl-1H-indazol-3-ol 

Relevant articles and documents

One-Pot Tandem ortho-Naphthoquinone-Catalyzed Aerobic Nitrosation of N-Alkylanilines and Rh(III)-Catalyzed C-H Functionalization Sequence to Indole and Aniline Derivatives

The nitroso group served as a traceless directing group for the C-H functionalization of N-alkylanilines, ultimately removed after functioning either as an internal oxidant or under subsequent reducing conditions. The unique ability of o-NQ catalysts to aerobically oxidize the N-alkylanilines without using solvents and stoichiometric amounts of oxidants has rendered the new opportunity to develop the telescoped catalyst systems without a need for directly handling the hazardous N-nitroso compounds.

Rh(iii)-catalyzed, hydrazine-directed C-H functionalization with 1-alkynylcyclobutanols: A new strategy for 1: H -indazoles

Rh(iii)-catalyzed coupling of phenylhydrazines with 1-alkynylcyclobutanols was realized through a hydrazine-directed C-H functionalization pathway. This [4+1] annulation, based on the cleavage of a Csp-Csp triple bond in alkynylcyclobutanol, provides a new pathway to prepare diverse 1H-indazoles under mild reaction conditions. This journal is

Cp?Rh(iii) catalyzed: Ortho -halogenation of N -nitrosoanilines by solvent-controlled regioselective C-H functionalization

We present a novel, efficient, and regioselective method for the rhodium-catalyzed direct C-H ortho-halogenation of anilines that involves a removable N-nitroso directing group. This method featured mild reaction conditions, wide substrate scope, good functional group tolerance and satisfactory yields. To maintain the high ortho-regioselectivity and conversion, increasing the steric hindrance of the solvent was critical. Preliminary mechanistic studies suggest that C-H activation may be involved in the rate-determining step.