2.6-DiMethylan
2,6-Dimethylaniline
CAS: 87-62-7
Molecular Formula: C8H11N
2.6-DiMethylan - Names and Identifiers
| Name | 2,6-Dimethylaniline |
| Synonyms | ai3-52358 NCI-C56188 2,6-Xylidine 2.6-DiMethylan 2,6-Dimethylanilin 2,6-Dimethylaniline 2,6-two Methyl aniline Aniline, 2,6-dimethyl- 2,6-Xylidine, 2-Amino-m-xylene 2,6-Dimethylaniline (Lidocaine RCA) 2,6-Dimethylaniline Solution, 100ppm |
| CAS | 87-62-7 |
| EINECS | 201-758-7 |
| InChI | InChI=1/C8H11N/c1-6-4-3-5-7(2)8(6)9/h3-5H,9H2,1-2H3 |
2.6-DiMethylan - Physico-chemical Properties
| Molecular Formula | C8H11N |
| Molar Mass | 121.18 |
| Density | 0.984g/mLat 25°C(lit.) |
| Melting Point | 10-12°C(lit.) |
| Boling Point | 216 °C |
| Flash Point | 196°F |
| Water Solubility | 7.5 g/L (20 ºC) |
| Solubility | 13g/l |
| Vapor Presure | <0.01 mm Hg ( 20 °C) |
| Appearance | Liquid |
| Color | Clear yellow to red-brown |
| Merck | 14,10084 |
| BRN | 636332 |
| pKa | 3.89(at 25℃) |
| PH | 12.5 (100g/l, H2O, 20℃) |
| Storage Condition | Store below +30°C. |
| Explosive Limit | 1.3-6.9%(V) |
| Refractive Index | n20/D 1.560(lit.) |
| Physical and Chemical Properties | Density 0.9842 melting point 10-12°C boiling point 216°C refractive index 1.5591-1.5611 flash point 91°C water-soluble 7.5g/L (20°C) |
| Use | Used as pesticides, pharmaceutical intermediates, used in the manufacture of metalaxyl, furazolyl and lidocaine |
2.6-DiMethylan - Risk and Safety
| Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R37/38 - Irritating to respiratory system and skin. R40 - Limited evidence of a carcinogenic effect R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S23 - Do not breathe vapour. S25 - Avoid contact with eyes. S36/37 - Wear suitable protective clothing and gloves. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | UN 1711 6.1/PG 2 |
| WGK Germany | 2 |
| RTECS | ZE9275000 |
| FLUKA BRAND F CODES | 8 |
| TSCA | Yes |
| HS Code | 29214910 |
| Hazard Class | 6.1 |
| Packing Group | II |
| Toxicity | LD50 orally in Rabbit: 1290 mg/kg |
2.6-DiMethylan - Nature
Open Data Verified Data
yellowish liquid. Melting Point 11 ℃, boiling point 214 ℃(98. 5kPa), relative density 0.984 (15 ℃), refractive index 1. 5600 (20 ℃), flash point 91 ℃. Soluble in ethanol, ether, insoluble in water. This product is toxic.
Last Update：2025-06-10 22:55:16
2.6-DiMethylan - Preparation Method
Open Data Verified Data
prepared by reduction with 2,6-= methylnitrobenzene.
Last Update：2022-01-01 10:51:01
2.6-DiMethylan - Application
Open Data Verified Data
This product is used as an intermediate of pesticide, and can be used to synthesize metalaxyl, furazolyl, furoamide, mefuramide, isobutachlor, dialachlor, etc. In medicine for the synthesis of lidocaine hydrochloride, bupivacaine hydrochloride, tocarbaine, Dujuan and other drugs.
Last Update：2025-08-19 16:24:40
2.6-DiMethylan - Safety
Open Data Verified Data
- This product is toxic. LD50 840mg/kg (Rat oral). This product can cause methemoglobinemia, cause tissue hypoxia; The central nervous system and liver damage is strong, the blood effect is weak. Very easily absorbed through the skin. May cause dermatitis. Production should be strictly sealed to provide adequate local ventilation. Mechanization and automation as far as possible. Safe shower and eye wash available. Wear a filter-type gas mask when possible contact with its vapor. Wear safety glasses and rubber gloves.
- The packaging shall be made of small-opening steel drum, glass bottle with threaded mouth, glass with pressure Mouth of Iron cover, plastic bottle or outer wooden box of metal drum (Can); Outer wooden box of ampule bottle. Store in a cool, ventilated warehouse. Keep away from fire and heat source. Protection from direct sunlight. Keep the container sealed. Should be stored separately from oxidants, acids, edible chemicals. Handling should be light and light unloading, to prevent packaging and container damage.
Last Update：2022-01-01 10:51:01
2.6-DiMethylan - Reference Information
| pH range of acid-base indicator discoloration | 12.5 |
| (IARC) carcinogen classification | 2B (Vol. 57) 1993 |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Use | 2, 6-dimethylaniline is a fungicide metalaxyl, benzalenin, an intermediate of fursulin and the herbicide isobutachlor. 2, 6-dimethylaniline is an intermediate of pesticide, medicine and veterinary medicine. In the pesticide industry for the production of highly effective fungicides metalaxyl, furamyl, furamide, mefuramide, benzalum, antiviral alum and highly effective low toxicity selective herbicides isobutachlor, terido (alachlor) and imidazolium Amine; In the pharmaceutical industry for the production of anesthetic lidocaine hydrochloride, bupivacaine hydrochloride, racaine hydrochloride, tolcarmine, Dujuan and other drugs. In addition, it is also the raw material for the production of veterinary drug jingsongling. used as pesticide, pharmaceutical intermediates, used in the manufacture of metalaxyl, furazolidone and lidocaine, etc. This product is an important intermediate in the production of pesticides and pharmaceuticals, it can also be used as a raw material for chemical products such as dyes. |
| production methods | The main synthetic routes of 2, 6-dimethylaniline are 2, 6-dimethylphenol aminolysis method, O-methylaniline alkylation method, aniline methylation method, M-xylene bis-sulfonation nitration method and M-xylene nitration reduction method. There are several preparation methods. (1) using M-xylene as raw material, it is obtained by Nitration with mixed acid and catalytic hydrogenation. The process is to cool m-xylene to 0~5 ℃, add mixed acid (56.5% sulfuric acid, 28% nitric acid, 15.5% water) after cooling in batches, and keep the temperature at 17~25 ℃ for the first time, after 3H, the second one was added at 17~25 ℃ in 2H, and the final dropping temperature was 25~30 ℃, which was added within 1H, and then stirred at 25~30 ℃ for 30min, the nitrates were separated and washed with water, and then the crude product was distilled under reduced pressure, and then the fraction of 78~85 C/666.5PA was distilled, cooled and crystallized to obtain 2, 6-dimethyl nitrobenzene. The 2, 6-dimethylnitrobenzene was reduced, and the iron powder and hydrochloric acid were gradually reduced in the past. The iron powder was gradually added to the 2, 6-dimethylnitrobenzene and dilute hydrochloric acid solution, and then refluxed for 30min and cooled, then, sodium carbonate was added for neutralization, and water was added for distillation to obtain an oily solution, which was layered and the oil layer was dried to obtain a product. Now catalytic hydrogenation has been used instead of iron powder reduction, in the presence of a catalyst, 2, 6-dimethylnitrobenzene catalytic hydrogenation, to obtain crude product, post-treatment, to obtain product. 2, 6-dimethylaniline and 2, 4-dimethylaniline are produced by this method, and the proportion of 2, 6-dimethylaniline in the reaction process is small, which cannot meet the production requirements, the production of 2, 6-dimethylaniline by o-toluidine alkylation has become the focus of attention abroad. (2) alkylation method, that is, the use of o-toluidine and methanol as raw materials, in the presence of a catalyst, under a certain pressure reaction. In this reaction, in addition to the main product 2, In addition to 6-dimethylaniline, there are many by-products, of which 2,3-dimethylaniline and 2,6-dimethylaniline are similar in structure, with similar physical properties, small difference in boiling point and difficult separation, in general, the alkylation reactants are first separated from o-toluidine, trimethylaniline and other by-products to obtain a mixture of 98% 2, 3-dimethylaniline and 2, 6-dimethylaniline, the mixture is used as the starting material (wherein the content of 2, 3-dimethylaniline is 18%), and the two components can be completely separated by precise fractionation with the number of theoretical plates in the whole column being more than 80, 2,6-dimethylaniline was obtained. |
| category | toxic substances |
| toxicity grade | poisoning |
| Acute toxicity | oral-rat LD50: 840 mg/kg; Oral-mouse LD50: 707 mg/kg |
| flammability hazard characteristics | open flame flammable; Working with oxidants; high thermal decomposition of toxic nitrogen oxides smoke |
| storage and transportation characteristics | The warehouse is ventilated and dried at low temperature, separate storage of food additives |
| fire extinguishing agent | foam, carbon dioxide, dry powder, sand |
| spontaneous combustion temperature | 490°C |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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View History
2.6-DiMethylan
Solvent Yellow 93
Glibenclamide
PHENYLTRIBUTYLSTANNANE
4-(4-Hydroxyphenyl) cyclohexanone
NEODYMIUM CHLORIDE HYDRATE
epsilon-Chlorocaproic acid
56961-75-2
Solvent Yellow 93
Glibenclamide
PHENYLTRIBUTYLSTANNANE
4-(4-Hydroxyphenyl) cyclohexanone
NEODYMIUM CHLORIDE HYDRATE
epsilon-Chlorocaproic acid
56961-75-2