99-12-7

Basic information

• Product Name: Nitroxylol
• Synonyms: 1-Nitro-3,5-dimethylbenzene;5-Nitro-m-xylene,97%;5-NITRO-M-XYLENE;5-Nitro-1,3-dimethylbenzene;3,5-DIMETHYLNITROBENZENE;1,3-DIMETHYL-5-NITROBENZENE;1,3-dimethyl-5-nitro-benzen;3,5-Dimethyl-1-nitrobenzene
• CAS NO: 99-12-7
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.16
• EINECS: 202-732-8
• Product Categories: Analytical Standards;AromaticsVolatiles/ Semivolatiles;Chemical Class;D;DAlphabetic;DID - DINAnalytical Standards;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;Halogen toluene;Alpha Sort
• Mol File: 99-12-7.mol
• Article Data: 20

Chemical Properties

• Melting Point: 72-74 °C(lit.)
• Boiling Point: 273 °C739 mm Hg(lit.)
• Flash Point: 273°C
• Appearance: yellow to yellow-orange crystals or chunks
• Density: 1.1446 (estimate)
• Vapor Pressure: 0.00913mmHg at 25°C
• Refractive Index: 1.5359 (estimate)
• Water Solubility: Insoluble in water.
• BRN: 1936130
• CAS DataBase Reference: Nitroxylol(CAS DataBase Reference)
• NIST Chemistry Reference: Nitroxylol(99-12-7)
• EPA Substance Registry System: Nitroxylol(99-12-7)

Safety Data

• Hazard Codes: T,Xn
• Statements: 23/24/25-33-20/21/22-36/37/38
• Safety Statements: 45-36/37-36/37/39-26-13
• RIDADR: UN 3447 6.1/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 99-12-7(Hazardous Substances Data)

Usage

Chemical Properties

yellow to yellow-orange crystals or chunks

Uses

5-Nitro-m-xylene was used in aerobic oxidation of aromatic anilines to aromatic azo compounds using gold nanoparticles supported on TiO2 as a catalyst.

General Description

Needles or yellow crystalline solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Nitroxylol is incompatible with strong oxidizing agents and strong bases.

Fire Hazard

Flash point data for Nitroxylol is not available, but Nitroxylol is probably combustible.

InChI:InChI=1/C8H9NO2/c1-6-3-7(2)5-8(4-6)9(10)11/h3-5H,1-2H3

Upstream product

• 108-69-0 3,5-dimethylaminoaniline 
• 114650-62-3 C₁₄H₁₃N₃O₂S 
• 556-97-8 1-chloro-3,5-dimethylbenzene 
• 51760-20-4 1,3-bis-bromomethyl-5-nitro-benzene 
• 71176-55-1 5-nitro-m-xylene-(α,α')-diol 
• 618-88-2 5-nitrobenzene-1,3-dicarboxylic acid 
• 172975-69-8 3,5-dimethylphenyl boronic acid 
• 22445-41-6 3,5-dimethylphenyl iodide 
• 556-96-7 5-bromo-1,3-xylene 
• 606-38-2 N-(2,4-dimethyl-6-nitro-phenyl)-acetamide 
• 2050-43-3 N-(2,4-dimethylphenyl)acetamide 
• 108-38-3 m-xylene 
• 10442-39-4 tetra-n-butylammonium cyanide 
• 61469-79-2 3-Methyl-1-nitro-4-pyrrolidino-1,3-butadien 

Downstream Products

• 142068-90-4 1,2-bis(3,5-dimethylphenyl)hydrazine 
• 68395-77-7 N-(3,5-dimethylphenyl)hydroxylamine 
• 113882-33-0 5-Methyl-3-nitrobenzoic acid 
• 21161-11-5 2-nitroisophthalic acid 
• 65151-56-6 3,5-dimethyl-1,2-dinitrobenzene 
• 20150-89-4 5,7-dimethylquinoline 
• 51760-20-4 1,3-bis-bromomethyl-5-nitro-benzene 
• 1200366-29-5 C₁₂H₂₀NO₃P 
• 91000-43-0 3,5-dimethyl-N-benzylideneaniline 
• 124043-95-4 N-benzyl-3,5-dimethylaniline 
• 102871-67-0 2,5,7-trimethylquinoline 
• 108-69-0 3,5-dimethylaminoaniline 
• 1450984-22-1 N-(3,5-dimethylcyclohexyl)-3,5-dimethylaniline 
• 858428-83-8 C₁₆H₃₁N 

Relevant articles and documents

Photoinduced Iron-Catalyzed ipso-Nitration of Aryl Halides via Single-Electron Transfer

A photoinduced iron-catalyzed ipso-nitration of aryl halides with KNO2 has been developed, in which aryl iodides, bromides, and some of aryl chlorides are feasible. The mechanism investigations show that the in situ formed iron complex by FeSO4, KNO2, and 1,10-phenanthroline acts as the light-harvesting photocatalyst with a longer lifetime of the excited state, and the reaction undergoes a photoinduced single-electron transfer (SET) process. This work represents an example for the photoinduced iron-catalyzed Ullmann-type couplings.

Base promoted peroxide systems for the efficient synthesis of nitroarenes and benzamides

A useful and efficient approach for the synthesis of nitroarenes from several aromatic amines (including heterocycles) using peroxide and base has been developed. This oxidative reaction is very easy to handle and afforded the products in good yields. Formation of benzamides from benzylamine was also successfully carried out with this metal-free catalytic system in good to excellent yields.

Synthetic method for 1,5-bis(chloromethyl)-3-fluorobenzene

The invention discloses a synthetic method for 1,5-bis(chloromethyl)-3-fluorobenzene, which belongs to the field of chemical synthesis. The synthetic method comprises the following steps: adding concentrated sulfuric acid and fuming nitric acid into 3,5-dimethylchlorobenzene and carrying out a reaction in an ice bath so as to obtain 3,5-dimethylnitrobenzene; then adding ethanol and palladium charcoal and introducing hydrogen so as to obtain 3,5-dimethylaniline; allowing 3,5-dimethylaniline and tetrafluoroboric acid to undergo an ice bath and adding a sodium nitrite solution drop by drop; carrying out filtering after completion of addition and drying obtained filter residue; and placing the filter residue in a flask for decomposition, adding water and petroleum ether and carrying out distillation so as to obtain 1,5-bis(chloromethyl)-3-fluorobenzene.