881-03-8

Basic information

• Product Name: 2-METHYL-1-NITRONAPHTHALENE
• Synonyms: 2-methyl-1-nitro-naphthalen;1-NITRO-2-METHYLNAPHTHALENE;2-METHYL-1-NITRONAPHTHALENE;2-METHYL-1-NITROPHTHALENE;2-Methyl-1-nitronaphthalene,99%;2-Methyl-1-nitronaphthalene, 99% 5GR;Naphthalene, 2-Methyl-1-nitro-
• CAS NO: 881-03-8
• Molecular Formula: C₁₁H₉NO₂
• Molecular Weight: 187.19
• EINECS: 212-917-5
• Product Categories: Nitro Compounds;Nitrogen Compounds;Organic Building Blocks
• Mol File: 881-03-8.mol
• Article Data: 18

Chemical Properties

• Melting Point: 79-82 °C(lit.)
• Boiling Point: 185-186 °C18 mm Hg(lit.)
• Flash Point: 150.4 °C
• Appearance: yellow orange powder
• Density: 1.1963 (rough estimate)
• Vapor Pressure: 0.000594mmHg at 25°C
• Refractive Index: 1.4900 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• BRN: 1954310
• CAS DataBase Reference: 2-METHYL-1-NITRONAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-1-NITRONAPHTHALENE(881-03-8)
• EPA Substance Registry System: 2-METHYL-1-NITRONAPHTHALENE(881-03-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37/39-26
• WGK Germany: 3
• RTECS: QJ9708200
• F: 8
• Hazardous Substances Data: 881-03-8(Hazardous Substances Data)

Usage

Chemical Properties

yellow to ochre crystalline powder

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Aromatic nitro compounds, such as 2-METHYL-1-NITRONAPHTHALENE, range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction that culminates in a detonation. The aromatic nitro compounds may explode in the presence of a base such as sodium hydroxide or potassium hydroxide even in the presence of water or organic solvents. The explosive tendencies of aromatic nitro compounds are increased by the presence of multiple nitro groups. Stable under normal conditions. Protect from bases.

Fire Hazard

Flash point data are not available for 2-METHYL-1-NITRONAPHTHALENE, but 2-METHYL-1-NITRONAPHTHALENE is probably combustible.

InChI:InChI=1/C11H9NO2/c1-8-6-7-9-4-2-3-5-10(9)11(8)12(13)14/h2-7H,1H3

Upstream product

• 90-12-0 1-Methylnaphthalene 
• 86-57-7 1-Nitronaphthalene 
• 98750-90-4 methyl phenyl selenone 
• 10504-60-6 diphenylmethylsulfonium tetrafluoroborate 
• 3084-53-5 trimethylsulphonium bromide 
• 91-57-6 2-Methylnaphthalene 
• 89278-24-0 2-(1-nitronaphthalen-2-yl)acetic acid 
• 581-40-8 2,3-dimethylnaphthalene 
• 61903-44-4 2-methyl-1,8-dinitro-naphthalene 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 1774-47-6 trimethylsulfoxonium iodide 
• 103858-74-8 1-Nitro-2-methyl-naphthoesaeure-⁽³⁾ 
• 876484-58-1 7-methyl-8-nitro-[1]naphthylamine 

Downstream Products

• 2246-44-8 1-amino-2-methylnaphthalene 
• 341028-97-5 4-chloro-2-methyl-[1]naphthylamine 
• 573-98-8 dimethyl-1,2 naphtalene 
• 101327-84-8 1-nitronaphthalene-2-carboxaldehyde 
• 51136-18-6 1H-benzo[g]indole-3-carboxaldehyde 
• 1227924-20-0 3-((1S,2S)-2-hydroxycyclohexyl)-6-((6-(methylthio)pyridin-3-yl)methyl)benzo[h]quinazolin-4(3H)-one 
• 1227924-28-8 3-((1S,2S)-2-hydroxycyclohexyl)-6-((6-methoxypyridin-3-yl)methyl)benzo[h]quinazolin-4(3H)-one 
• 1227923-94-5 6-((6-chloropyridin-3-yl)methyl)-3-((1S,2S)-2-hydroxycyclohexyl)benzo[h]quinazolin-4(3H)-one 
• 176853-40-0 2-<β-trans-(N,N-dimethylamino)ethenyl>-1-nitronaphthalene 
• 42760-51-0 4-methyl-3-nitrophthalic acid 
• 1227924-49-3 3-((1S,2S)-2-hydroxycyclohexyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2yl)benzo[h]quinazolin-4(3H)-one 

Relevant articles and documents

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Corey-Chaykovsky Cyclopropanation of Nitronaphthalenes: Access to Benzonorcaradienes and Related Systems

Nitronaphthalene derivatives react as Michael acceptors in the Corey-Chaykovsky reaction with alkyl phenyl selenones and alkyl diphenyl sulfonium salts. Mechanistic studies reveal that sterically demanding substituents at the carbanionic center favor formation of cyclopropanes and suppress competitive β-elimination to the alkylated products. The transformation, demonstrated also on heterocyclic nitroquinoline and nitroindazolines, is an example of transition metal-free dearomatization method.

Selective ortho methylation of nitroheteroaryls by vicarious nucleophilic substitution

(Chemical Equation Presented) An efficient and scalable three-step one-pot approach to 6-methyl-5-nitroisoquinoline (1) from inexpensive 5-nitroisoquinoline, utilizing the vicarious nucleophilic substitution (VNS) as a key step, is described. The optimized reaction conditions can be applied to a limited number of other aromatic and heteroaromatic nitro compounds. Attempts to understand the observed selectivity in the VNS step led to the discovery of two new reaction pathways under VNS conditions, one leading to an isoxazole and the other resulting in the formal cyclopropanation of an aromatic nitro compound.