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2,6-Dimethylaniline CAS 87-62-7

Molecular Formula: C8H11N

Formula Weight: 121.18

ZSpharmac: 2,6-Dimethylaniline Supplement

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Product Name: 2,6-Dimethylaniline
CAS No: 87-62-7
Purity: 99%

Basic Info

Product Name:2,6-Dimethylaniline
Other Names:2,6-Dimethylaniline, 99%
CAS:87-62-7
Place of Origin:Shandong, China
Brand Name:ZSpharmac
Type:Organic Chemical Raw Materials
Appearance:Clear Yellow to Red-Brown Liquid
EINECS No.:262-390-0
Storage:Store Below +30°C.
Provide:2,6-Dimethylaniline MSDS;
2,6-Dimethylaniline COA

What is 2,6-Dimethylaniline?

2,6-Dimethylaniline is a primary aromatic amine, which is an aniline in which the hydrogens at the 2 and 6 positions are replaced by methyl groups. It is used in the production of some anesthetics and other chemicals. It is a drug metabolite of lidocaine (a local anesthetic). It acts as a carcinogen and drug metabolite. It is a primary aromatic amine and a dimethylaniline.

2,6-Dimethylaniline Properties:

Melting point 10-12 °C(lit.)
Boiling point 216 °C
density 0.984 g/mL at 25 °C(lit.)
vapor pressure <0.01 mm Hg ( 20 °C)
refractive index n20/D 1.560(lit.)
Fp 196 °F
storage temp. Store below +30°C.
solubility 13g/l
form Liquid
pka3.89(at 25℃)
color Clear yellow to red-brown
PH12.5 (100g/l, H2O, 20℃)
PH Range12.5
explosive limit1.3-6.9%(V)
Water Solubility 7.5 g/L (20 ºC)

 

2,6-Dimethylaniline Uses

  1. 2,6-Dimethylaniline is an intermediate of pesticides, medicines and veterinary drugs. In the pesticide industry, it is used for the production of high-efficiency fungicides metalaxyl, furalaxyl, furalaxyl, furanamide, methylfuramide, benalaxyl, antiviral alum and high-efficiency and low-toxicity selective herbicides isobutachlor, teredol (dimethicone) amine) and imidazolamide, etc.
  2. 2,6-Dimethylaniline is used in the pharmaceutical industry for the production of anesthetics such as lidocaine hydrochloride, bupivacaine hydrochloride, fencaine hydrochloride, tocalium, and Dujuansu. In addition, it is the raw material for the production of the veterinary drug Jingsongling.
  3. 2,6-Dimethylaniline is an important intermediate in the production of pesticides and pharmaceuticals, and can also be used as a raw material for chemical products such as dyes.

2,6-Dimethylaniline Production Method

The synthetic routes of 2,6-dimethylaniline mainly include 2,6-dimethylphenol ammonolysis method, o-toluidine alkylation method, aniline methylation method, m-xylene double sulfonated nitration method and m-dimethylaniline method. Toluene nitration reduction method, etc.
Its preparation methods are as follows
(1) Using m-xylene as raw material, it is obtained by mixed acid nitration and catalytic hydrogenation. The process is to cool m-xylene to 0~5℃, add the cooled mixed acid (56.5% sulfuric acid, 28% nitric acid, 15.5% water) in batches, keep the temperature at 17℃~25℃ for the first time, add in 3h. Finished, the second time was added at 17-25°C in 2h, the final dropwise temperature was 25-30°C, the addition was completed within 1h, and then stirred at 25-30°C for 30min, the nitrates were separated and washed with water, and then reduced pressure The crude product was obtained by distillation, the fraction at 78-85°C/666.5Pa was distilled again, and 2,6-dimethylnitrobenzene was obtained by cooling and crystallization. 2,6-dimethylnitrobenzene is reduced, and iron powder and hydrochloric acid are used for stepwise reduction in the past, and iron powder is gradually added to 2,6-dimethylnitrobenzene and dilute hydrochloric acid solution, and then refluxed after adding 30min, cooling, then adding sodium carbonate to neutralize, adding water for distillation to obtain an oily solution, layering, and drying the oily layer to obtain a product. Catalytic hydrogenation has been used instead of iron powder reduction. In the presence of a catalyst, 2,6-dimethylnitrobenzene is subjected to catalytic hydrogenation to obtain a crude product, which is subjected to post-treatment to obtain a product. The products produced by this method are 2,6-dimethylaniline and 2,4-dimethylaniline, while the share of 2,6-dimethylaniline in the reaction process is small, which cannot meet the production requirements.
(2) Alkylation method, that is, using o-toluidine and methanol as raw materials, in the presence of a catalyst, the reaction is carried out under a certain pressure. In this reaction, in addition to the main product 2,6-dimethylaniline, there are many by-products, of which 2,3-dimethylaniline and 2,6-dimethylaniline have similar structures, similar physical properties, and boiling points. The difference is small and the separation is more difficult. Generally, the alkylated reactants are firstly separated from other by-products such as o-toluidine and tricolidine to obtain 2,3-dimethylaniline and 2,6-dimethylaniline with a content of 98%. The mixture of aniline, the mixture is the starting material (wherein the content of 2,3-dimethylaniline is 18%) through precision fractionation, the number of theoretical plates in the whole tower is more than 80, the two components can be completely Isolated to give 2,6-dimethylaniline.

2,6-Dimethylaniline Absorption, Distribution and Excretion

To elucidate whether the carcinogenic risk of xylazine’s metabolite, 2,6-dimethylaniline (DMA), is increased by ingestion of edible tissue from xylazine-treated livestock, xylazine and DMA were investigated. following research. In experiment I, male F344 rats received a single oral dose of 150 mg/kg xylazine hydrochloride. Rats showed symptoms of sensory loss and pain immediately after treatment. These signs disappeared after 3 hours, but by 9 hours the animals died of pleural effusion and pulmonary edema. Plasma concentrations of xylazine were 2.88 +/- 0.95 ug/mL at 15 minutes and then decreased to 0.10 +/- 0.01 ug/mL at 6 hours. Plasma levels of DMA were maintained at 0.03 to 0.04 ug/mL during the measurement period. In experiment II, male F344 rats were fed a diet containing 1000 ppm of xylazine hydrochloride, considered the maximum tolerated dose, for 4 weeks. There were no overt clinical symptoms and plasma levels of xylazine were at the detection limit (0.02 ug/mL) or lower for both DMA and DMA, although thyroid follicular cell hypertrophy was observed in all treated animals. In Experiment III, male F344 rats were fed diets containing 3000 ppm or 300 ppm DMA for 4 weeks. Histological changes such as Bowman’s gland atrophy and irregular arrangement of olfactory epithelium were observed only in the olfactory epithelium of the 3000 ppm group. Plasma DMA levels in the 3000 ppm group ranged from 0.20 to 0.36 ug/mL, but were below the detection limit for the 300 ppm group. These results suggest that the possibility of DNA carcinogenicity in the nasal cavity of consumers by ingestion of edible tissue from food animals treated with xylazine is extremely low, as the blood of rats given high doses of xylazine continuously DMA levels are still below the detection limit.
Example 1: Potential toxicological concerns of 2,6-dimethylaniline (2,6-DMA) transferred from mother to nursing infant via breast milk. Solid-phase microextraction was optimized for separation and detection by gas chromatography-mass spectrometry and for the analysis of 2,6-DMA in milk. 2,6-DMA-d9 was synthesized and quantified by isotope ratio method. At 5 ppb 2,6-DMA, the method detection limit was 0.20 ppb with a relative standard deviation of 3.6%. Milk samples were obtained from cows administered lidocaine (2.9-3.9 mg/kg) during surgery. Breast milk samples were also obtained from human donors who received 36 mg of lidocaine during dental work. 2,6-DMA is present in bovine milk at levels ranging from 14.5 to 66.0 ppb, with 1.6 ppb detected in human milk samples. Our findings suggest that 2,6-DMA, formed from lidocaine metabolism, is transferred into bovine and human milk.
Example 2: Xylazine hydrochloride was administered intramuscularly at time 0 at 0.35 mg/kg to 13 bulls and 10 lactating cows. After 10 minutes, mebazoline hydrochloride was administered intravenously at 4 mg/kg. Tissue and milk samples were analyzed using gas chromatography with nitrogen and phosphorus detection to determine the levels of xylazine, 2,6-dimethylaniline (a toxic metabolite of xylazine), and mexazoline (at various time intervals). concentration. The concentrations of xylazine and 2,6-dimethylaniline were both below the limit of quantification (10 microg/kg) at 72 hours in tissue and at 12 hours in milk. Mebazoline concentrations below 10 microg/kg at 96 hours in tissue and 48 hours in milk
Example 3: Lidocaine is a local anesthetic used for laparotomy (caesarean section, true stomach displacement) in dairy cows. Since there is no registered drug for this indication, it can be applied under the so-called Cascade rule (off-label use), with off-label withdrawal periods limited to 7 days for milk and 28 days for meat taking into account. In animals, lidocaine is rapidly metabolized to various metabolites, one of which is 2,6-dimethylaniline (DMA), which has been reported to have carcinogenic and mutagenic properties and has also been detected in milk. To investigate whether the off-label withdrawal period was long enough to rule out the presence of lidocaine and DMA and potentially other metabolites, 8 cows treated with intramuscular lidocaine were studied in edible products. Blood samples, milk and urine were collected at different time points. Four animals were slaughtered 3.5 hours after treatment, and the other four were slaughtered 48.5 hours later. The injection site, meat, liver and kidney were analyzed for lidocaine, DMA, monoethyl glycinate (MEGX) and 3-OH-lidocaine levels. The results show that DMA is an important metabolite in dairy cows and can be detected in both meat and milk. In addition, MEGX, 3-OH-lidocaine and three other metabolites were identified and quantified to some extent. These metabolites are 4-OH-lidocaine, lidocaine-N-oxide and 4-hydroxy-DMA. The latter compound is the most important metabolite in urine. However, the levels in milk and meat dropped rapidly after application. Overall, it can be concluded that the off-label withdrawal times for milk and meat were 7 and 28 days, respectively, which warranted the absence of detectable levels of lidocaine and metabolites.

About Us

The production base is located in Zhangqiu chemical industry park and Tai’an high-tech chemical industry park. laboratory and workshop in strict accordance with the GMP standard and the product fit national ISO9001 and ISO2000 standards.

“Zhishang” products are exported to Europe, North and South America, the Middle East, Asia Pacific and Africa area, so as to establish a long-term and stable cooperation relationship with customer in the world.

Company Info
  • Business Type: Manufacturer
  • Product Range: Additive , Chemical Auxiliary & Catalyst , Organic Chemicals
  • Products/Service: Organic Intermediate,Inorganic Chemistry, APIs, Dyestuffs And Pigments, Fragrance And Spices, Food Additives
  • Total Employees: 51~100
  • Capital (Million US $): 10000000RMB
  • Year Established: 2016
Production Capacity
  • No. of Production Lines : 8
  • No. of QC Staff : 5 -10 People
  • OEM Services Provided : yes
  • Factory Size (Sq.meters) : 3,000-5,000 square meters
  • Certificate: ISO9001 , CE , GMP , API , MSDS
  • Factory Location : Diao Town Industry Park, Zhangqiu City, Jinan City, Shandong Province, China.

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*we provide Commerical Invoice, Packing List, Bill of loading, COA , Health certificate and Origin certificate. If your markets have any special requirements, let us know.

 

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FAQ

Do you accept sample order?

We will make samples before mass production, and after sample approved, we’ll begin mass production. Doing 100% inspection during production, then do random inspection before packing.

 

HOW TO CONFIRM THE PRODUCT QUALITY BEFORE PLACING ORDERS?

You can get free samples for some products,you only need to pay the shipping cost or arrange a courier to us and take the samples. You can send us your product specifications and requests,we will manufacture the products according to your requests.

What’s your MOQ?

Our MOQ is 1kg. But usually we accept less quantity such as 100g on the condition that sample charge is 100% paid.

Do you supply product report?

Yes. We’ll give you product analysis report before shipping.

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Different quantity has different discount.

Shipping

1. ≤50kg, Express delivery recommended, usually called as DDU service;

2. ≤500kg, Air shipping recommended, usually called as FOB, CFR, or CIF service;

3. >500kg, sea shipping recommended, usually called as FOB, CFR, or CIF service;

4. For high value products, please select air shipping and express delivery for safe.

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