NSC 402492
Triacontanol
CAS: 593-50-0;28351-05-5
Molecular Formula: C30H62O
NSC 402492 - Names and Identifiers
| Name | Triacontanol |
| Synonyms | myricyl -myricyl MIRACULAN WELL-BLOOM NSC 402492 triacon-10 NSC 405588 Triacontanol 1-Triacontanol N-TRIACONTANOL MYRICYLALCOHOL triacontan-1-ol Melissyl alcohol TRIACONTANOL, 1- |
| CAS | 593-50-0 28351-05-5 |
| EINECS | 209-794-5 |
| InChI | InChI=1/C30H62O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31/h31H,2-30H2,1H3 |
NSC 402492 - Physico-chemical Properties
| Molecular Formula | C30H62O |
| Molar Mass | 438.81 |
| Density | 0.8672 (rough estimate) |
| Melting Point | 86-87°C(lit.) |
| Boling Point | 480.56°C (rough estimate) |
| Flash Point | 130.1°C |
| Solubility | Almost insoluble in water, insoluble in cold ethanol and benzene, soluble in ether, chloroform and dichloromethane. |
| Vapor Presure | 1.01E-09mmHg at 25°C |
| Appearance | White flake crystal |
| Color | Slightly beige |
| Merck | 14,9591 |
| BRN | 1711965 |
| pKa | 15.20±0.10(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.4604 (estimate) |
| MDL | MFCD00002963 |
| Physical and Chemical Properties | Melting point 86-87°C |
| Use | As a plant growth regulator, rice, wheat, cotton, soybean, corn, sorghum, sugarcane and so on have a greater increase in yield; Pollution-free plant growth regulator. It has a variety of physiological functions: promoting energy storage, improving cell permeability, regulating physiological functions, increasing chlorophyll content, increasing photosynthetic intensity, enhancing enzyme activity, promoting mineral absorption, promoting seed germination, root roots, increase maturation, increase protein content and dry matter mass. Rice, wheat, cotton, soybean, corn, sorghum, tobacco, sugar beet, peanut, vegetables, fruit trees, sugar cane, oil crops have obvious effect on increasing yield and improving quality. General use concentration of 0.01~0.5mg/L, spray with 0.5~1mg/L, dip branch with 1~5mg/L. For food production |
NSC 402492 - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| WGK Germany | - |
| HS Code | 29051990 |
NSC 402492 - Upstream Downstream Industry
| Raw Materials | white wax |
NSC 402492 - Reference
| Reference Show more | 1. Li Yajie Zhang Qi An Lu Xiaomin. Effects of different exogenous substances on growth, antioxidant system and photosynthesis of cucumber seedlings under combined stress of low temperature and weak light secondary salinization [J]. Jiangsu Journal of Agricultural Sciences 2018 34(02):404-410. 2. Chen Ke, Wang Chang-Qian, Fan Yu-Qi, et al. Study on the lipid-lowering effect of seven traditional Chinese medicine monomers on zebrafish platform [J]. Journal of Physiology, 2017, 069(001):55-60. |
NSC 402492 - Nature
Open Data Verified Data
- the pure product is a white scale-like crystal with a melting point of 86. 5-87.5 °c. Insoluble in water, soluble in ether, chloroform, dichloromethane and hot benzene. Density 0.7770G/cm3. It is stable to light, heat and alkali. The oil agent is light yellow, and the emulsion is water cyan or milky white.
- dosage form single dose has 0. 1% soluble liquid, 0. 1% microemulsion, 1.4% soluble powder, etc.; Compound preparation 3. 95% ribavirin · Copper · alkanol · Zinc wettable powder, 6% bacteremia · alkanol wettable powder, 2. 1% copper-alkanol emulsion in water, etc.
Last Update：2024-01-02 23:10:35
NSC 402492 - Preparation Method
Open Data Verified Data
- the beeswax was heated and melted, and filtered to obtain a clean yellow transparent beeswax, which was prepared by alcohol extraction, saponification, crystallization and other steps.
- chemical synthesis was carried out with bromodecane and cyclododecanone.
Last Update：2022-01-01 11:19:07
NSC 402492 - Application
Open Data Verified Data
natural plant hormones, rice, wheat, cotton, soybean, corn, vegetables, flowers, fruit trees, and so have a greater yield. Increase the number of flowering, improve the seed rate, fruit rate, reduce the flower and empty grains, increase the weight of thousand grains. The methods of seed soaking, spraying at seedling stage and spraying at flowering stage were used. 2000 times the dilution of emulsion per mu. The dosage should not be increased blindly, and the seed soaking concentration is too small to inhibit germination. Dilution should not be less than 300 times. Can be mixed with carbendazim, insecticidal double.
Last Update：2025-08-19 16:24:40
NSC 402492 - Safety
Open Data Verified Data
- oral administration of LD50>15000mg/kg in rats and mice showed very low toxicity.
- glass bottle packaging. Should be stored in a cool and dry place, should not be frozen.
Last Update：2022-01-01 11:19:07
NSC 402492 - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| plant growth regulator | tridecanol, also known as beeswax, is the same as brassinolide, chlormequat, and sodium nitrophenolate, it is a kind of plant growth regulator commonly used in agriculture, which has a yield increasing effect on rice, wheat, cotton, soybean, corn, peanut and other crops. In 1974, Khanma et al. identified a straight-chain fatty alcohol from green tea, 1-trimonol [OH3(CH2)28CH2OH], which was later called "trimonol" and can be extracted from tea by-products. The material can be used as crop foliar nutrition fertilizer, in the tea Bud leaf stage can be used 0.5ppm concentration spraying, there is about 20% yield increasing effect, and can increase the proportion of normal bud leaves and improve the content of amino acids, tea polyphenols and water extract. In 1975, S.K.Ries was found in the crude extract of alfalfa leaves. This product is often combined with higher fatty acids to form esters, which are commonly found in insect wax or plant wax. Generally extracted from beeswax, bran wax or wax, also known as beeswax alcohol. It has many physiological functions, which can affect the growth, differentiation and development of plants. The main performance is: can enhance the activity of enzyme, promote seed germination, improve germination rate; Enhance photosynthetic intensity, improve chlorophyll content, increase the accumulation of dry matter; Promote the absorption of mineral elements, increase protein and sugar content, improve product quality, etc. It can also promote the differentiation of long roots, leaves and flower buds of crops; Increase tillering, promote early maturity, preserve flowers and fruits, improve seed setting rate; Promote water absorption of crops, reduce evaporation, and increase drought resistance of crops. It is suitable for seaweed cultivation such as kelp and Laver, as well as peanut, corn, wheat, tobacco and other crops to increase yield. The above information was collected by Xiaonan. |
| toxicity | (1), mainly in the form of esters are present in the waxes of various plants and insects. It is non-toxic and non-irritating to humans and livestock. It is a new type of plant hormone that does not affect the ecological environment. (2) This product is of low toxicity, and there is no special protection requirement in storage and use. No special antidote is needed. In case of accidental ingestion, symptomatic treatment should be taken. non-toxic to humans and animals. Mice acute oral LD50 18750mg/kg, internationally recognized LD50 up to 15g/kg is non-toxic. |
| method of use | the effect of trialkanol on rice, wheat, cotton, corn, soybean, sorghum, tobacco, sugar beet, peanut, sugarcane, fruit trees, vegetables, flowers, kelp, seaweed and other farming have a greater yield. Mushroom application of this product, also have to increase production. Such as germination sowing, generally with 0.1~1.0mg/L solution soaked for two days after sowing; Dry field crops with 0.1~1.0mg/L solution for half a day to one day sowing, can improve the germination rate of seeds. Stem and leaf as products of crops such as tubers, vegetables, seedlings, grass, etc., with 1.0~2.0mg/L liquid spray at seedling stage, can enhance the plant absorption capacity, promote metabolism. Fruit trees, oil crops, etc., with 1.0~2.0mg/L liquid spray in the beginning of flowering, full-flowering period spray once again, can increase the number of flowering, improve the rate of fruit setting, fruit rate, reduce flower fall and so on. Leaf vegetables with 1.0~2.0mg/L solution in the growth of the peak spraying once, also can improve the yield. The seedlings of Porphyra haitanensis were treated with 0.5-2mg/L of trimethyl alcohol to promote the seedling production and increase the yield. Based on the results of many years of research in China, the use of this product requires attention to the methods and conditions. Such as the application concentration, to be tested, according to the crop varieties, development period, growth conditions and other different, otherwise often no effect of increasing production, or even lead to yield reduction. The quality of the tridecanol is also important, and the product contains impurities of higher even-numbered fatty alcohols such as octadecanol which have not been separated and removed, and their presence has an inhibitory effect on the activity of the tridecanol. According to relevant departments, The content of the product should be more than or equal to 95%, the content of octanol should be less than or equal to 5%. In addition, the pH of the diluting solution should be not less than 8, in order to react in plants, play a role. (1) Peanut: spray the leaves once each at the Peanut flowering stage and at the end of the needle at the young fruit expansion stage, add water (60 L) with 0.1% dicanol microemulsion (48-60 ml) per mu. It can improve the peanut fruit rate, promote the fruit expansion and weight gain, and increase the yield. (2) cultivation of kelp and Laver: When the kelp seedlings are out of the warehouse, soak the seedlings for 2 hours with 1.4%-fold solution of 7000 hetanol milk powder, or 28000 times liquid soaking seedlings after 12 hours into the sea area, can significantly promote the growth of seedlings, increase yield. The method of raising seaweed is the same as that of kelp. |
| note | (1) The diluting solution of the tridecanol should be prepared as it is, and it should be fully stirred evenly during preparation. Control the dosage, the concentration is too high will inhibit germination. (2) the trialkanol shall not be mixed with acidic substances to avoid decomposition failure. (3) in the process of use, attention should be paid to protection. If there is liquid medicine on the skin, rinse with water. (4) the spraying time is after 3 pm, and the temperature before spraying is above 20 ℃. The spray should be made up once in case of rain within 6 hours after spraying. (5) this product should be stored in a cool, ventilated place, not frozen, not mixed with seeds, food, feed. If trace precipitation occurs after storage, shake well before use. |
| preparation method | beeswax contains a relatively large amount of a trialkanol component. The preparation of the three alkyl alcohol from the beeswax is first heated and extracted with alcohol, followed by saponification with sodium hydroxide, and then the unsaponifiable matter is dissolved in hot amyl alcohol and concentrated hydrochloric acid solution, cooling and precipitation of the solid with three alkyl alcohol, select the appropriate solvent for fractional crystallization and activated carbon decolorization, white scale crystal products can be obtained. The synthesis of trimethanols from bromodecane and cyclododecanone: |
| analytical method | with di-n-octyl phthalate or diisooctyl sebacate as internal standard, gas chromatography with flame ionization detector, the analysis may be performed on the tridecanol. Part of the domestic gas chromatograph, the highest gasification temperature is 250~350 deg C, and the boiling point of the three alkanol is 244 deg C/67Pa, it is not applicable. There is a literature introduction to reform the instrument, the use of chromatographic column end into the sample, and the end of the chromatographic column will be closely connected to the hydrogen flame detector, can be determined by tridecanol. |
| degradation and metabolism | This product is biodegradable. |
| Application | used as plant growth regulator, applicable to a variety of crops pollution-free plant growth regulator. It has a variety of physiological functions: promoting energy storage, improving cell permeability, regulating physiological functions, increasing chlorophyll content, increasing photosynthetic intensity, enhancing enzyme activity, promoting mineral absorption, promoting seed germination, root roots, increase maturation, increase protein content and dry matter mass. Rice, wheat, cotton, soybean, corn, sorghum, tobacco, sugar beet, peanut, vegetables, fruit trees, sugar cane, oil crops have obvious effect on increasing yield and improving quality. General use concentration of 0.01~0.5mg/L, spray with 0.5~1mg/L, dip branch with 1~5mg/L. For grain crops increased by about 4.5/100 m2, cotton increased by about 0.75/100 m2, peanut, Bean increased by about 10%, cucumber increased by about 6%, mushroom increased by about 10%, potato, the yield of tomato was increased by 30%, and the yield of lettuce was increased by 34% ~ 64%. Trialkanol is not a plant nutrient, and the application amount should not be increased blindly, and can not replace other measures such as fertilization. Can be mixed with carbendazim, insecticide and other pesticides. as a plant growth regulator, it has a significant effect on increasing yield of rice, wheat, cotton, soybean, corn, sorghum, sugarcane and so on. It has a variety of physiological functions: promoting energy storage, improving cell permeability, regulating physiological functions, increasing chlorophyll content, increasing photosynthetic intensity, enhancing enzyme activity, promoting mineral absorption, promoting seed germination, root roots, increase maturation, increase protein content and dry matter mass. Rice, wheat, cotton, soybean, corn, sorghum, tobacco, sugar beet, peanut, vegetables, fruit trees, sugar cane, oil crops have obvious effect on increasing yield and improving quality. General use concentration of 0.01~0.5mg/L, spray with 0.5~1mg/L, dip branch with 1~5mg/L. Used for biochemical studies |
| production method | many insect waxes and vegetable waxes contain trialkanols, such as Chinese beeswax content as high as 30%, usually composed of palmitate, the composition of the trialkanol ester of wax acid and the trialkanol ester of hexadecenoic acid. These esters are saponified with alkali to produce the higher fatty acids sodium and trialkanol. Therefore, it is generally extracted from beeswax (or bran wax), and the process is as follows. The beeswax is heated and melted, and the mechanical impurities are removed by filtration to obtain a clean yellow transparent beeswax. Heat the clean beeswax and industrial alcohol to boiling, pour out the upper layer of alcohol solution, repeat the extraction 2 times, combine the wine semen, cool, filter to a light yellow solid, combined with hot alcohol insolubles. The solid obtained above was heated and refluxed with sodium hydroxide ethanol solution and benzene, and saponified. Then, hot water was added, stirred and washed, and the aqueous layer was removed. Finally, it was recrystallized from a mixed solvent to obtain a white crystalline product of tridecanol. It has been reported that the content of the purified tridecanol is up to 98%, and the content of the impurity, which inhibits the biological activity of the tridecanol, is only a few parts per thousand. The Ester is often combined with higher gallic acid, commonly found in insect wax or plant, such as beeswax, Sugar wax, cane wax, cotton wax, alfalfa wax, apple peel wax, tea wax, etc. In Chinese beeswax, The trialkanol content is as high as 30% and is generally composed of trialkanol palmitate, trialkanol wax and trialkanol hexadecanoate. These esters undergo a Saponification reaction with an alkali to produce sodium higher fatty acids and trialkanols. At the time of saponification, extraction is carried out by adding a solvent (e. G., benzene, petroleum ether, etc.), and then the solvent is removed to obtain a product containing higher monohydric alcohols such as tridecanol and hydrocarbons, and the product is purified from hydrocarbons and purified to obtain pure tridecanol. The overall yield was 10-15%. In some experimental examples, a phase transfer catalyst (quaternary ammonium salt or crown ether) was also added during saponification, so that the saponification reaction time was shortened and the yield of tridecanol was slightly increased. Decanedioic acid as a raw material, the use of alkyl zinc chloride method, or from hexadecene by metathesis reaction and zirconium hydrogenation reaction, and some other methods can also be synthesized to obtain tridecanol. |
Last Update：2024-04-09 21:04:16
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Raw Materials for NSC 402492