615-05-4

Basic information

• Product Name: 2,4-DIAMINOANISOLE
• Synonyms: 1,3-benzenediamine,-methoxy-;1,3-Diamino-4-methoxybenzene;2,4 DAA;2,4daa;2,4-Diamineanisole;2,4-diamino-1-methoxy-benzen;2,4-Diamino-1-methoxybenzene;2,4-Diaminoanisol
• CAS NO: 615-05-4
• Molecular Formula: C₇H₁₀N₂O
• Molecular Weight: 138.17
• EINECS: 210-406-1
• Mol File: 615-05-4.mol
• Article Data: 27

Chemical Properties

• Melting Point: 67.5°C
• Boiling Point: 253.57°C (rough estimate)
• Flash Point: 148.5°C
• Appearance: /
• Density: 1.1315 (rough estimate)
• Vapor Pressure: 0.00266mmHg at 25°C
• Refractive Index: 1.5200 (estimate)
• PKA: 5.19±0.10(Predicted)
• BRN: 2085522
• CAS DataBase Reference: 2,4-DIAMINOANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIAMINOANISOLE(615-05-4)
• EPA Substance Registry System: 2,4-DIAMINOANISOLE(615-05-4)

Safety Data

• Hazard Codes: T,N
• Statements: 45-22-51/53-68
• Safety Statements: 53-45-61
• RIDADR: 2811
• WGK Germany: 3
• RTECS: BZ8580500
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 615-05-4(Hazardous Substances Data)

Usage

Uses

2,4-Diaminoanisole may be used as an analytical reference standard for the determination of the analyte in:Mainstream waterpipe smoke using liquid chromatography-electrospray ionization-tandem mass spectrometry (LC-ESI-MS/MS).Haircolor products by high performance liquid chromatography (HPLC).

General Description

Colorless needles. Primarily used (along with salts such as 2,4-DIAMINOANISOLE sulfate) as a component of hair & fur dye formulations.

Reactivity Profile

2,4-DIAMINOANISOLE is incompatible with the following: Strong oxidizers .

Safety Profile

Confirmed carcinogen. Poison by intraperitoneal route. Moderately toxic by ingestion. Experimental reproductive effects. Human mutation data reported. A skin irritant. When heated to decomposition it emits toxic fumes of NOx. See also other diaminoanisole entries.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN3143 Dyes, solid, toxic, n.o.s. or Dye intermediates, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

InChI:InChI=1/C7H10N2O/c1-10-6-4-2-3-5(8)7(6)9/h2-4H,8-9H2,1H3

Upstream product

• 95-86-3 2,4-diaminophenol 
• 74-88-4 methyl iodide 
• 51-28-5 2,4-Dinitrophenol 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 104-94-9 4-methoxy-aniline 
• 21702-84-1 2,4-dibromoanisole 
• 119-27-7 2,4-dinitroanisole 
• 90-04-0 2-methoxy-phenylamine 
• 100-66-3 methoxybenzene 

Downstream Products

• 6375-47-9 3-amino-4-methoxyacetanilide 
• 1442637-05-9 4-methoxy-6-[4-(N-ethyl-N-isopropylamino)phenylimino]-3-iminocyclohexa-1,4-dienyl-1-amine 
• 1246084-29-6 N,N'-bis(3-fluoro-4,6-dinitrophenyl)-4-methoxy-1,3-phenylenediamine 
• 100724-85-4 6-methoxy-2-phenyl-2H-benzotriazol-5-ylamine 
• 82701-91-5 1,10-phenanthroline-5,6-dione 
• 105612-80-4 4-methoxy-N,N'-bisthiobenzoyl-m-phenylenediamine 
• 919769-94-1 ethyl N-(3-ethoxycarbonylamino-4-methoxyphenyl)carbamate 
• 869058-68-4 4-methoxy-N¹-(4-methylacridin-9-yl)benzene-1,3-diamine 
• 869058-67-3 N¹-(acridin-9-yl)-4-methoxybenzene-1,3-diamine 
• 41540-61-8 2-Amino-5-methoxyindamin 

Relevant articles and documents

Enhanced reductive transformation of 2,4-dinitroanisole in a anaerobic system: The key role of zero valent iron

Accelerated reduction of typical multi-substituted nitroaromatic compounds (NACs), i.e., 2,4-dinitroanisole (DNAN), was achieved in an anaerobic system coupled with zero valent iron (ZVI), with the underlying role of ZVI in this process elucidated. Both removal of DNAN and formation of its final reductive product 2,4-diaminoanisole (DAAN) were notably improved in the ZVI coupled biosystem. In the ZVI coupled biosystem and biotic control system, complete removal of DNAN could be achieved within 4 h and 20 h, respectively. However, only 28.71 ± 5.06% of DNAN could be removed in the ZVI control system after 20 h. Correspondingly, the formation efficiencies of DAAN in the ZVI coupled biosystem, biotic control system and ZVI control system were 99.66 ± 0.70%, 16.99 ± 1.73% and 0.00 ± 0.00%, respectively. The increased DNAN removal and DAAN formation in the ZVI coupled biosystem was linked to the high accumulation of formate, low oxidation-reduction potential (ORP) and great pH self-buffering capability, which was provided by the addition of ZVI. Compared with the biotic control system, the production of CH4 was significantly accelerated in the ZVI coupled biosystem, indicating that a favorable environment for methanogens was created at the presence of ZVI. Especially, the ZVI coupled biosystem displayed a more stable performance in terms of DNAN reduction with the coexistence of the competitive electron acceptors, such as nitrate and sulfate. Therefore, the ZVI coupled biosystem could be a promising alternative to the conventional anaerobic reduction process for the removal of multi-substituted NACs from wastewater.

Synthesis process of 2-amino-4-acetylaminoanisole

The invention discloses a synthesis process of 2-amino-4-acetylaminoanisole. The process includes: taking 2, 4-dinitroanisole as the raw material, performing hydrogenation to obtain 2, 4-diaminoanisole, complexing the 2-amino of 2, 4-diaminoanisole with an acidification reagent, then carrying out acylation reaction with an acetylation reagent to obtain 2-amino-4-acetylaminoanisole. The synthesis method provided by the invention not only effectively reduces the oxidation of diamino and secondary acylation of amino, improves the purity and yield of 2-amino-4-acetylaminoanisole, but also recyclesthe catalyst and methanol, and effectively utilizes the hydrogenation reaction heat, meets the requirements of clean production, and can be used for industrial production.

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.