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N,N-Dimethylaniline CAS 121-69-7
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N,N-Dimethylaniline CAS 121-69-7

N,N-Dimethylaniline CAS 121-69-7

Product Code: BM-1-1-012
English Name: N, N-dimethylaniline
CAS No.: 121-69-7
Molecular formula: c8h11n
Molecular weight: 121.18
EINECS No.: 204-493-5
MDL No.:MFCD00008304
Hs code: 28273985
Analysis items: HPLC>99.0%, LC-MS
Main market: USA, Australia, Brazil, Japan, Germany, Indonesia, UK, New Zealand , Canada etc.
Manufacturer: BLOOM TECH Changzhou Factory
Technology service: R&D Dept.-4

N,N-Dimethylaniline is an organic compound, CAS 121-69-7, The chemical formula is C8H11N. It is a light yellow oily liquid with weak alkalinity, mixed with picric acid, insoluble in water, soluble in organic solvents such as ethanol, ether, chloroform, acetone, benzene, etc. Mainly used as a dye intermediate for the production of vanillin, azo dyes, triphenylmethane dyes, as well as solvents, stabilizers, analytical reagents, etc. With its unique chemical properties and multifunctionality, it has become a bridge connecting industries such as dyes, pharmaceuticals, fragrances, and pesticides. With the deepening of green chemistry and sustainable development concepts, its application fields will further expand, such as demonstrating potential in emerging fields such as photocatalysis and biomedicine.

Product Introduction

Chemical Formula

C8H11N

Exact Mass

121

Molecular Weight

121

m/z

121 (100.0%), 122 (8.7%)

Elemental Analysis

C, 79.29; H, 9.15; N, 11.56

CAS 121-69-7 N,N-Dimethylaniline | Shaanxi BLOOM Tech Co., Ltd

N,N-Dimethylaniline | Shaanxi BLOOM Tech Co., Ltd

Usage

N,N-Dimethylaniline (chemical formula C8H11N, CAS number 121-69-7) is a yellow oily liquid with the characteristic of being insoluble in water but easily soluble in organic solvents such as ethanol, ether, chloroform, etc. Its unique chemical structure, with two methyl amino groups attached to the benzene ring, endows it with excellent reactivity and functional properties, making it a key intermediate in industrial fields such as dyes, pharmaceuticals, fragrances, and pesticides.

Dye industry: dual roles of intermediates and functional additives
 

1. Core raw materials for basic and alkaline dyes
It is the basic raw material for producing triphenylmethane dyes (such as alkaline purple 5BN, alkaline green) and azo dyes (such as alkaline light yellow, bright red 5GN). Taking alkaline tender yellow O (C.I. alkaline yellow 2) as an example, its synthesis requires coupling reaction with diazonium salt of p-aminobenzenesulfonic acid to ultimately generate dye molecules with high color intensity and strong light resistance. This type of dye is widely used for dyeing textile fibers such as cotton, linen, and silk, as well as for coloring paper and leather, with an annual demand accounting for over 15% of the global dye market.

N,N-Dimethylaniline uses | Shaanxi BLOOM Tech Co., Ltd

 

N,N-Dimethylaniline uses | Shaanxi BLOOM Tech Co., Ltd

2. Synthesis of photosensitive dyes and functional materials
In the field of optical materials, methylene blue (C.I. Basic Blue 9) can be prepared by nitrosation reaction to generate para nitroso-N, N-dimethylaniline, which is further oxidized and condensed. This dye is not only used for biological staining and medical disinfection, but also as a core component of photochromic materials. Its light response time can be shortened to microseconds, and it is applied in fields such as smart glass and optical storage devices. In addition, derivatives of N, N-dimethylaniline (such as 4-amino-N, N-dimethylaniline) can be used as photosensitizers to improve the curing efficiency of UV curable coatings, increasing the hardness of the coating from 2H to 4H and increasing the wear resistance by three times.

Pharmaceutical industry: the cornerstone of building active molecules
 

1. Synthesis of antibiotics and sulfonamide drugs
It is a key intermediate of cephalosporin V. During the synthesis process, its methyl amino group is introduced into the cephalosporin nucleus through nucleophilic substitution reaction, forming an antibiotic molecule with a β - lactam ring structure, which increases the inhibitory activity against Gram positive bacteria by 50%. In addition, it is also used to synthesize sulfonamide drugs such as sulfamethoxazole, which exert antibacterial effects by blocking the bacterial folate metabolism pathway, with a clinical cure rate of over 85%.

2. Research and development of anti-tumor and antiviral drugs
In the synthesis of Flucytosine, as a catalyst, it promotes the fluorination reaction of the pyrimidine ring, increasing the purity of the product from 90% to 98% and significantly reducing drug side effects. Its derivative 4-amino-N, N-dimethylaniline can also be used to synthesize the anti-tumor drug Mitoxantrone. It can inhibit the proliferation of tumor cells by embedding double strands of DNA, with an effective rate of 60% for breast cancer and lymphoma.

N,N-Dimethylaniline uses | Shaanxi BLOOM Tech Co., Ltd

Spice Industry: Chemical Synthesis of Natural Spices

 

N,N-Dimethylaniline uses | Shaanxi BLOOM Tech Co., Ltd

1. Large scale production of vanillin
It is an important intermediate in the synthesis of vanillin. Using guaiacol as raw material, vanillin is ultimately produced through steps such as nitrosylation and oxidation-reduction. This process reduces the cost of vanillin from $5000 per kilogram for natural extraction to $20 per kilogram for chemical synthesis, making vanillin one of the world's largest spice producers with an annual output of over 20000 tons. It is widely used in food, cosmetics, and daily chemical products.
2. Synthesis of other spices
It can also be used to synthesize fragrances such as ethyl vanillin and coumarin. For example, in the synthesis of ethyl vanillin, it acts as a catalyst to promote the ethylation reaction, increasing the product yield from 60% to 85% and doubling the aroma intensity.

Pesticide industry: research and development of highly efficient and low toxicity pesticides
 

1. Intermediate of fungicides and herbicides
N,N-Dimethylaniline is the core intermediate of fungicides such as Dexon. Dikesong effectively prevents and treats crop root rot and Fusarium wilt by inhibiting the respiratory chain enzyme activity of pathogenic bacteria, with a clinical prevention and control effect of over 90%. In addition, its derivatives can be used to synthesize the herbicide 2,4-D (2,4-dichlorophenoxyacetic acid). By simulating the interference of plant growth hormone on weed growth, the killing rate of broad-leaved weeds can reach 95%, and it is environmentally friendly.
2. Synthesis of insect pheromones and attractants
N. Derivatives of N-dimethylaniline (such as N, N-dimethyl-1-naphthylamine) can serve as precursors for insect pheromones, used for synthesizing sex attractants, trapping agricultural pests (such as cotton bollworms and corn borers), reducing the use of chemical pesticides by more than 30%, and promoting the development of green agriculture.

N,N-Dimethylaniline uses | Shaanxi BLOOM Tech Co., Ltd

Analytical Chemistry and Functional Materials: Precise Detection and Performance Optimization

 

N,N-Dimethylaniline uses | Shaanxi BLOOM Tech Co., Ltd

1. Development of analytical reagents and detection methods
It is a standard reagent for detecting substances such as methanol, hydrogen peroxide, nitrate, etc. For example, in methanol detection, it reacts with methanol under acidic conditions to form a purple complex, and the methanol content can be quantitatively determined by colorimetric method with a detection limit as low as 0.1 ppm. In addition, it can also be used for colorimetric determination of nitrite, with a sensitivity of 0.01mg/L, widely used in water quality monitoring and food testing.
2. Performance improvement of functional materials
In the field of epoxy resin curing, N, N-dimethylaniline as a promoter can reduce the curing temperature from 150 ℃ to 80 ℃, shorten the curing time from 4 hours to 1 hour, and improve the heat resistance and mechanical strength of the resin. In the curing of polyester resin, the curing system composed of benzoyl peroxide (BPO) can increase the crosslinking density of the resin by 50% and the hardness from 3H to 5H.

Other industrial applications: multifunctionality of solvents and intermediates
 

1. High performance solvents and extractants
Due to its high boiling point (193.1 ℃) and good solubility, it is used as a solvent for paints and inks, as well as a carrier for metal preservatives. For example, in ship anti rust paint, it can dissolve anti rust pigments such as zinc powder and zinc phosphate to form a uniform coating, extending the anti-corrosion life to more than 10 years.
2. Intermediate of explosives and propellants
Can be used as an intermediate for synthesizing explosives such as TNT (trinitrotoluene). By introducing nitro groups through nitration reaction, 2,4,6-trinitro-N, N-dimethylaniline is generated, which can be further reduced to obtain TNT with an explosive energy density of 3500 kJ/kg. It is widely used in military and mining fields.

N,N-Dimethylaniline uses | Shaanxi BLOOM Tech Co., Ltd

Manufacture Information

A continuous preparation method of N,N-Dimethylaniline, which is characterized in that, with solid acid so42-/zro2 as catalyst, methanol and aniline undergo gas-phase catalytic reaction in a tubular reactor, and the obtained reaction product is separated by distillation to obtain n, N-dimethylaniline.

The specific steps of the method are:

6

(1) Solid acid so42-/zro2 catalyst is added into the tubular reactor, and the raw aniline and methanol are heated and vaporized before being continuously introduced into the tubular reactor. The mixed gas generated by the gas-phase catalytic reaction is condensed into the chemicalbook to obtain the crude product of N, N-dimethylaniline;

(2) The crude product of N, n-xylidine obtained in step (1) is added to the side line rectification tower for vacuum rectification and separation. The side line discharge of the side line rectification tower is n, n-xylidine with a content ≥ 99.1wt%, the methanol aqueous solution is obtained at the top of the side line rectification tower, and the discharge at the bottom of the side line rectification tower is a mixture containing N, n-xylidine;

(3) The methanol aqueous solution obtained from the top of the side line rectification tower is added to the rectification tower, and the methanol obtained from the top of the rectification tower is recycled as raw material after rectification and separation.

 

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