Triazole
1,2,4-1H-Triazole
CAS: 288-88-0;736917-78-5
Molecular Formula: C2H3N3
Triazole - Names and Identifiers
| Name | 1,2,4-1H-Triazole |
| Synonyms | TA-4 Triazole TRIAZOLE PYRRODIAZOLE 1,2,4-Triazol 1,2,4-Triazole 1H-1,2,4Triazole TRIAZOLE(1,2,4-) 1H-1,2,4-Triazole 1,2,4-1H-Triazole AKOS BBS-00004410 1H-1,2,4-TRIAZOLE 4H-1,2,4-triazole 1,2,4-1H-TRIAZOLE 1H-[1,2,4]Triazole 1H-1,2,4-Triazol-3-yl 1-HYDRO-1,2,4-TRIAZOLE 1,2,4-1H-1,2,4-1H-Triazole |
| CAS | 288-88-0 736917-78-5 |
| EINECS | 206-022-9 |
| InChI | InChI=1/C2H3N3/c1-3-2-5-4-1/h1-2H,(H,3,4,5) |
| InChIKey | NSPMIYGKQJPBQR-UHFFFAOYSA-N |
Triazole - Physico-chemical Properties
| Molecular Formula | C2H3N3 |
| Molar Mass | 69.07 |
| Density | 1.15 g/cm3 (130℃) |
| Melting Point | 119-121 °C (lit.) |
| Boling Point | 260 °C (lit.) |
| Flash Point | 140 °C |
| Water Solubility | 1250 g/L (20 ºC) |
| Solubility | Soluble in water and ethanol. |
| Vapor Presure | 0.215Pa at 20℃ |
| Appearance | Light yellow or brown needle crystals |
| Color | White |
| Merck | 14,9605 |
| BRN | 104767 |
| pKa | 2.27(at 20℃) |
| PH | 8 (10g/l, H2O, 20℃) |
| Storage Condition | Store below +30°C. |
| Sensitive | Sensitive to light |
| Refractive Index | 1.4854 (estimate) |
| MDL | MFCD00005228 |
| Physical and Chemical Properties | 1,2, 4-triazole pure is white needle-like crystals, industrial products are pink or brown solid, m.p.120 ~ 121 ℃, decomposition point above 220 ℃, soluble in water, slightly soluble in acetone, ethyl acetate, insoluble in chloroform, benzene. |
| Use | It can be used as pesticide and pharmaceutical intermediates, and is widely used in the synthesis of pesticides such as fanruining, paclobutrazol, uniconazole, diniconazole and so on |
Triazole - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R36 - Irritating to the eyes R63 - Possible risk of harm to the unborn child R34 - Causes burns |
| Safety Description | S36/37 - Wear suitable protective clothing and gloves. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S27 - Take off immediately all contaminated clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 2 |
| RTECS | XZ3806000 |
| TSCA | Yes |
| HS Code | 29339990 |
| Hazard Note | Irritant |
| Toxicity | LD50 orally in Rabbit: 1650 mg/kg LD50 dermal Rabbit 3129 - 4200 mg/kg |
Triazole - Upstream Downstream Industry
| Raw Materials | Formic acid Formic acid hydrazine hydrate hydrazine hydrate Ammonia |
| Downstream Products | Fluconazole |
Triazole - Introduction
Industrial products are light yellow or brown needle-like crystals with strong water absorption. Soluble in water and ethanol.
Last Update：2022-10-16 17:24:17
Triazole - Reference Information
| LogP | -0.76 at 25℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | triazole heterocyclic compounds have a wide range of biological activities, such as antibacterial, sedative, anti-anxiety, anti-inflammatory, weeding, insecticidal and regulating plant growth. 1,2,4-triazole is a very wide range of organic chemical intermediates, due to the rapid development of triazole agrochemicals, especially triazole fungicides, 1,2,4-triazole opened up a new application field. |
| application | 1,2, 4-triazole is an important intermediate of synthetic pesticide fungicide, plant growth regulator paclobutrazol, diniconazole, triadimefon, triadimefon, triadimefon, etc., and can also be used as an intermediate of a variety of pesticides, medicines, dyes, and its demand is increasing with the expansion of the application range. 1,2, 4-triazole, as a very valuable five-membered nitrogen-containing heterocyclic framework, widely exists in many functional molecules and is used in organic catalysis, materials science and other fields. In addition, 1,2, 4-triazole skeleton also appears in many bioactive molecules, which has important applications in the pharmaceutical industry and pesticides. |
| preparation | 164g of formic acid was added into a 500mL three-mouth bottle, 350mL of 25% ammonia water was added dropwise at 20-30 ℃, stirred for 30min, heated to 165-170 ℃, slowly added 80g of hydrazine hydrate dropwise, evaporated ammonia water at the same time, kept the temperature for about three hours, and cooled to obtain 1,2, 4-triazole. Add 250g of pure water to the obtained crude 1,2, 4-triazole, stir, raise the temperature to clear, reflux for 30min, adjust the stirring speed to 20-30 rpm, slowly reduce to 8-10 ℃ at a speed of 2-3 ℃/min, and filter. First, under a vacuum state of 50-60 ℃, after baking most of the surface water, slowly heating to 105 ℃, continue baking to moisture <1%, successively passing through a sieve of 600 and 100 microns, and the part with a particle size of 100-600 microns is the target product 1,2, 4-triazole. |
| use | 1,2, 4-triazole is referred to as triazole, it is triazole fungicides such as triadimefon, triadimenol, biphenyltriadimenol, tebuconazole, benzlorotriadimenol, diniconazole, triazole, triazole, hexaconazole, cyclonazole, flusilazole, trifluobenzazole, furosazole, oxanazole, fluoroether azole, oxybazole, furoether azole, clobutriazole, clobutronazole, triazole, etc. Intermediates in and triazole plant growth regulators such as uniconazole and paclobutra. used as a pesticide and pharmaceutical intermediate, widely used in the synthesis of pesticides such as triactinine, paclobutrazol, uniconazole, diniconazole, etc. used as a pesticide and pharmaceutical intermediate, widely used in triactinine, The synthesis of pesticides such as paclobutrazol, uniconazole, diniconazole, etc. This product is used in the production of pesticides, medicines (fluconazole), dyes, rubber additives, and is also used for the photoconductor of replication systems. |
| Production method | is obtained by the reaction of formamide and hydrazine. There are several preparation methods. Dimethylhydrazide method Dimethylhydrazide and ammonia react in formamide at 150~250 ℃ to continuously remove water to prepare 1,2, 4-triazole. Hydrazine is added to the formamide liquid surface at 170~180 ℃ by formamide method, and by-products are continuously evaporated to generate 1,2, 4-triazole. The formyl hydrazide method uses methyl formate as the basic raw material to prepare formyl hydrazide and formamide by hydrazinolysis and ammonolysis respectively, and then heats at 145 ℃ to generate 1,2, 4-triazole. In the formic acid method, ammonia is introduced into formic acid to make ammonium formate and then heated to 160 ℃, hydrazine is added, heating is continued, and the generated ammonia and water are continuously steamed to generate 1,2, 4-triazole. The formic acid method is easy to obtain raw materials, the process is simple, and the by-product ammonia can be recycled and reused. This method is generally used to produce 1,2, 4-triazole in China. The specific process is as follows. Put the quantitative formic acid into a salt kettle, and pass in ammonia to form ammonium formate salt under stirring. When the pH of the reaction solution is 8, it is the end point of ammonia passing. Put the ammonium formate into the condensation kettle, raise the temperature and dehydrate to 145 ℃, start to add the quantitative hydrazine hydrate dropwise, add one side of the water dropwise until the addition is completed, then raise the temperature to 203 ℃, and the reaction ends, and discharge is 1,2,4-triazole. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-28 13:09:42
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View History
Triazole
ALLYLTRENBOLONE
Methyl hydrogen phosphate
RuPhos Pd G2
3-Hydroxypropionitrile
7-Benzyl-2,4-dichloro-5,6...
Ethylene dichloride
Fast Yellow 2RN
Fmoc-Dab
CCTOO7093
ALLYLTRENBOLONE
Methyl hydrogen phosphate
RuPhos Pd G2
3-Hydroxypropionitrile
7-Benzyl-2,4-dichloro-5,6...
Ethylene dichloride
Fast Yellow 2RN
Fmoc-Dab
CCTOO7093
Raw Materials for Triazole
Downstream Products for Triazole