119-27-7

Basic information

• Product Name: 2,4-Dinitroanisole
• Synonyms: 1-Methoxy-2,4-dinitrobenzene
• CAS NO: 119-27-7
• Molecular Formula: C₇H₆N₂O₅
• Molecular Weight: 198.1329
• EINECS: 204-310-9
• Product Categories: AnisoleSeries
• Mol File: 119-27-7.mol
• Article Data: 50

Chemical Properties

• Melting Point: 94-96℃
• Boiling Point: 351°C at 760 mmHg
• Flash Point: 180.5°C
• Density: 1.444g/cm³
• Vapor Pressure: 8.59E-05mmHg at 25°C
• Refractive Index: 1.586
• Water Solubility: Solubility in hot methanol; almost transparency. Water solubility, 155 mg/L 15°C. Completely soluble in ethyl acetate & acetone.
• BRN: 1881474
• CAS DataBase Reference: 2,4-Dinitroanisole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dinitroanisole(119-27-7)
• EPA Substance Registry System: 2,4-Dinitroanisole(119-27-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-40-22
• Safety Statements: 7/8-22-36/37/39
• WGK Germany: 3
• RTECS: DA5250000
• TSCA: Yes
• HazardClass: 6.1
• Hazardous Substances Data: 119-27-7(Hazardous Substances Data)

Usage

Description

2,4-Dinitroanisole is a member of the dinitroanisoles class, specifically 2-nitroanisole where the hydrogen para to the methoxy group is replaced by a second nitro group. It is characterized by its yellow crystals or crystalline powder appearance.

Uses

Used in Dye Industry:
2,4-Dinitroanisole is used as a dye ingredient for its ability to provide color and enhance the visual appeal of various products.
Used in Munitions:
2,4-Dinitroanisole is used as an insensitive nitroaromatic ingredient in the munitions industry. It serves as a replacement for 2,4,6-trinitrotoluene (TNT) due to its relatively safer and more stable nature, making it a preferred choice for explosive applications.

Flammability and Explosibility

Notclassified

Safety Profile

Poison by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also NITRO COMPOUNDS of AROMATIC HYDROCARBONS and NITRATES.

Purification Methods

Purify the anisole by repeated crystallisation from EtOH, MeOH or H2O and dry it in a vacuum desiccator over P2O5. The naphthalene complex has m 69o (from EtOH). [Beilstein 6 III 869, 6 IV 1385.

Upstream product

• 67-56-1 methanol 
• 2734-78-3 1-(benzyloxy)-2,4-dinitrobenzene 
• 408349-30-4 (2,4-dinitro-phenyl)-(4-methyl-2,3-dinitro-phenyl)-ether 
• 124-41-4 sodium methylate 
• 529-28-2 4-iodoanisol 
• 100-17-4 para-methoxynitrobenzene 
• 91-23-6 2-Nitroanisole 
• 610-54-8 2,4-dinitro-1-ethoxybenzene 
• 89-41-8 4-methoxy-3-nitrobenzoic acid 
• 52692-09-8 4-iodo-2-nitroanisole 
• 10202-94-5 3-methoxy-2,6-dinitrobenzaldehyde 
• 872819-97-1 3-methoxy-2,6-dinitro-aniline 
• 860243-67-0 5-methoxy-2,4-dinitrobenzaldehyde 
• 70-34-8 2,4-Dinitrofluorobenzene 

Downstream Products

• 839-93-0 1-(2,4-dinitrophenyl)piperidine 
• 51-28-5 2,4-Dinitrophenol 
• 99974-28-4 1-furfuryloxy-2,4-dinitro-benzene 
• 10242-17-8 1-propoxy-2,4-dinitrobenzene 
• 610-54-8 2,4-dinitro-1-ethoxybenzene 
• 99842-11-2 (2,4-dinitro-phenyl)-isopentyl ether 
• 36400-76-7 (2,4-dinitro-phenyl)-isobutyl ether 
• 615-05-4 2,4-Diaminoanisole 
• 51348-06-2 N-(2,4-dinitrophenyl)hydroxylamine 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 99-59-2 3-amino-4-methoxynitrobenzene 
• 577-72-0 4-methoxy-3-nitroaniline 
• 13027-37-7 2,2'-dimethoxy-5,5'-dinitroazoxybenzene 
• 97-02-9 2,4-Dinitroanilin 

Relevant articles and documents

Alkoxyphosphonium Salts. 3. Kinetics and Thermodynamics in Alkylation by Alkoxyphosphonium Salts

Several methoxyphosphonium trifluoromethanesulfonates (triflates) are characterized by the rates of methyl transfer to the 2,4-dinitrophenoxide ion.In acetone at 25 deg C, the measured second-order rate constants range from about 0.2 to about 40 M-1s-1, putting substances of this class among the most powerful methylating agents.The methylating power is confirmed by the measurement of the equilibrium extent of methylation of the counterion, the triflate ion.The Arbuzov rearrangement of trimethyl phosphite is slow with the catalyst methyl iodide but is fast enough with the cata lyst methyltrimethoxyphosphonium triflate to allow calorimetric measurement for the conversion of trimethyl phosphite to dimethyl methylphosphonate; ΔH = -24 +/- 2 kcal/mol.An earlier error in the measurement of the rate of this reaction is corrected, so that the mechanism of the methyl iodide catalyzed Arbuzov reaction of trimethyl phosphite is no longer in question; the first step is rate-determining.

-

-

Ipso Nitration of Aryl Boronic Acids Using Fuming Nitric Acid

The ipso nitration of aryl boronic acid derivatives has been developed using fuming nitric acid as the nitrating agent. This facile procedure provides efficient and chemoselective access to a variety of aromatic nitro compounds. While several activating agents and nitro sources have been reported in the literature for this synthetically useful transformation, this report demonstrates that these processes likely generate a common active reagent, anhydrous HNO3. Kinetic and mechanistic studies have revealed that the reaction order in HNO3 is >2 and indicate that the ?NO2 radical is the active species.

2 - Amino - 4 - acetamido anisole novel synthesis process (by machine translation)

The present invention provides a novel 2 - amino - 4 - acetamido anisole synthesis process, the usage of palladium bi-metal catalysts and the palladium/carbon catalyst to replace Rany - Ni catalyst, to the anisole on the nitro-selective catalytic hydrogenation, which not only reduces use Rany - Ni catalyst of post-industrial risks, while at the same time, the resulting 2 - amino - 4 - acetyl anisole purity higher, greater yield. (by machine translation)

Synthesis process of 4-acetamino-2-aminoanisol

The invention belongs to the field of fine chemical engineering, and discloses a synthesis process of 4-acetamino-2-aminoanisol. The synthesis method comprises the following steps: step one, adding 0.25 mol of 2,4-dinitrochlorobenzene and 100 ml of methyl alcohol, carrying out heating to 35-45 DEG C, adding a sodium hydroxide solution with a mass fraction of 20% with a decreasing speed, carrying out heating to 55-65 DEG C, carrying out filtering, diluting the filter cake with water, and carrying out drying under reduced pressure to obtain 2,4-nitroanisole; step two, preparing 200 ml of a sodium disulfide solution with a concentration of 20%, adding 0.25 mol of the 2,4-dinitroanisole, carrying out heating to a reflux temperature, then carrying out cooling to 80 DEG C, carrying out standing,washing a filter cake by using cold water, and carrying out drying under reduced pressure to obtain 2,4-diaminophenyl ether; and step three, adding 0.25 mol of 2,4-diaminoanisole, 50 ml of acetic acid and 0.1 mol of a catalyst, carrying out ice bath, adding 0.25 mol of acetic anhydride, adding 125 ml of ice water, carrying out filtering, washing a filter cake with a solution of sodium dithionite,and carrying out drying under reduced pressure to obtain the 4-acetamino-2-aminoanisol. The invention aims at providing the synthesis process of 4-acetamino-2-aminoanisol, and the synthesis method has the advantages of high recovery rate, simple process and low cost.