DL-Menthol
DL-Menthol
CAS: 89-78-1;1490-04-6
Molecular Formula: C10H20O
DL-Menthol - Names and Identifiers
| Name | DL-Menthol |
| Synonyms | Mentol Menthol DL-Menthol Racementhol p-Menthan-3-ol Menthol 89-78-1 Menthol Crystals DL-Menthol crystal component of Theragesic component of Dermoplast cyclohexanol,2-isopropyl-5-methyl- component of Robitussin cough drops Cyclohexanol, 2-isopropyl-5-methyl- (1R,2S,5R)-5-methyl-2-(propan-2-yl)cyclohexanol (1R,2R,5S)-5-methyl-2-propan-2-yl-1-cyclohexanol |
| CAS | 89-78-1 1490-04-6 |
| EINECS | 201-939-0 |
| InChI | InChI=1/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m1/s1 |
DL-Menthol - Physico-chemical Properties
| Molecular Formula | C10H20O |
| Molar Mass | 156.27 |
| Density | 0.89g/mLat 25°C(lit.) |
| Melting Point | 34-36°C(lit.) |
| Boling Point | 216°C(lit.) |
| Specific Rotation(α) | -2 º (c=10, EtOH) |
| Flash Point | 200°F |
| JECFA Number | 427 |
| Water Solubility | insoluble |
| Solubility | Soluble in alcohol, ether, glacial acetic acid, liquid paraffin and petroleum ether, slightly soluble in water. |
| Vapor Presure | 0.8 mm Hg ( 20 °C) |
| Appearance | Crystalline Solid |
| Color | Colorless to white |
| Merck | 14,5837 |
| BRN | 3194263 |
| pKa | 15.30±0.60(Predicted) |
| Storage Condition | Store below +30°C. |
| Refractive Index | 1.4615 |
| MDL | MFCD00001484 |
| Physical and Chemical Properties | Density 1.36 |
| Use | It is used in medicine for cooling oil, painkillers, etc. It is also used for making toothpaste, tooth powder, candy, beverage, spices, etc |
DL-Menthol - Risk and Safety
| Risk Codes | R37/38 - Irritating to respiratory system and skin. R41 - Risk of serious damage to eyes R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 - Wear eye / face protection. |
| UN IDs | UN 1888 6.1/PG 3 |
| WGK Germany | 2 |
| RTECS | OT0350000 |
| TSCA | Yes |
| HS Code | 29061100 |
| Toxicity | LD50 orally in rats: 3180 mg/kg (Jenner) |
DL-Menthol - Upstream Downstream Industry
| Raw Materials | Peppermint oil |
DL-Menthol - Reference
| Reference Show more | 1. [IF=9.776] Xian Shu et al."Biomimetic nanoparticles for effective mild temperature photothermal therapy and multimodal imaging."JOURNAL OF CONTROLLED RELEASE. 2022 Jul;347:270 |
DL-Menthol - Nature
Open Data Verified Data
colorless needle-like crystals with a cool mint aroma. Soluble in ethanol, acetone, ether, benzene and chloroform and other organic solvents, water-soluble. The chemical properties were relatively stable.
Last Update：2024-01-02 23:10:35
DL-Menthol - Preparation Method
Open Data Verified Data
menthol can be isolated from peppermint oil.
Last Update：2022-01-01 10:07:21
DL-Menthol - Standard
Authoritative Data Verified Data
This product is/-l-methyl -4-isopropylcyclohexanol-3, which is derived from the Labiatae plant menthahaplocyxbriq. Fresh lotus and leaf by steam evaporation harmonic, freezing, recrystallization. C1GH2t)0 should be 95.0%-105.0%.
Last Update：2024-01-02 23:10:35
DL-Menthol - Trait
Authoritative Data Verified Data
- This product is colorless needle-like or prismatic crystal or white crystalline powder; It has the special aroma of mint, and has the early taste and cooling after it. The ethanol solution showed a neutral reaction.
- This product is highly soluble in ethanol, chloroform and ether, and is very slightly soluble in water.
melting point
The melting point of this product is 42~44°C (General 0612).
specific rotation
take this product, precision weighing, plus ethanol dissolution and quantitative dilution made per lml about containing O.lg of the solution, determined by law (General rule 0621), the specific rotation should be a 49 ° to a 50 °.
Last Update：2022-01-01 11:28:41
DL-Menthol - Use
Open Data Verified Data
is widely used in daily flavor, food flavor, tobacco flavor. Generally, L10 mg/kg in chewing gum; 400mg/kg in candy; 130mg/kg in baked goods; 68mg/kg in ice cream; 35mg/kg in soft drinks.
Last Update：2022-01-01 10:07:21
DL-Menthol - Differential diagnosis
Authoritative Data Verified Data
- Take lg of this product, add 20ml sulfuric acid to dissolve, that is, orange red, 24 hours after the precipitation of colorless oil layer without menthol aroma (difference from thymol).
- take 50mg of this product, add glacial acetic acid lm l to dissolve, add 6 drops of sulfuric acid and 1 drop of nitric acid cold mixture, only light yellow (with the difference of thymol).
Last Update：2022-01-01 11:28:42
DL-Menthol - Exam
Authoritative Data Verified Data
Related substances
take an appropriate amount of this product, accurately weigh it, add anhydrous ethanol to dissolve and quantitatively dilute it to make a solution containing about 50mg per lml as a test solution; Take an appropriate amount of menthol reference substance for precision measurement, A solution containing about 0.5mg of menthol per 1 ml was prepared by dissolving and quantitatively diluting with absolute ethanol as a control solution. According to the chromatographic conditions under the content determination item, wherein the column temperature is 110 ° c., the reference solution is injected into the gas chromatograph to adjust the detection sensitivity, make the peak height of the main component chromatographic peak to be 20% ~ 30% of the full scale; Then take the precision quantity for test
The product solution and the control solution were 1/J, respectively, the human gas chromatography was injected, and the chromatogram was recorded to 2 times of the retention time of the main component peak. If there are impurity peaks in the chromatogram of the test sample, the sum of each impurity peak area shall not be greater than the main peak area of the reference solution (1. 0%).
Non-volatile
Take 2g of this product, put it in an evaporation dish that has been dried to constant weight, heat it on a water bath, and then dry it at 105 ° C. To constant weight. The remaining residue should not pass 1 mg.
heavy metals and harmful elements
lead shall not exceed 5 parts per million and cadmium shall not exceed 3 parts per million as determined by the methods for determination of lead, cadmium, arsenic, mercury and copper (General rule 2321); arsenic must not exceed 2 parts per million; Mercury must not exceed 2 parts per million; Copper must not exceed 20 parts per million.
Last Update：2022-01-01 11:28:43
DL-Menthol - Content determination
Authoritative Data Verified Data
measured by gas chromatography (General 0521).
- chromatographic conditions and system suitability test capillary column with cross-linked bonded polyethylene glycol as stationary phase; Column temperature 120°C; Injection port temperature 250°C; Detector temperature 250°C; Split ratio 10:1. The number of theoretical plates should not be 10000 lower than the menthol peak.
- determination of this product 10mg, precision weighing, set 10ml measuring bottle. Add anhydrous ethanol to dissolve and dilute to scale, shake well, take 1ul accurately, inject human gas chromatograph, record chromatogram; Take menthol reference substance, same method for determination. According to the external standard method to calculate the peak area, that is.
Last Update：2022-01-01 11:28:44
DL-Menthol - Category
Authoritative Data Verified Data
pharmaceutical excipients, flavors and fragrances.
Last Update：2022-01-01 11:28:44
DL-Menthol - Storage
Authoritative Data Verified Data
sealed and kept in a cool place.
Last Update：2022-01-01 11:28:44
DL-Menthol - Reference Information
| FEMA | 2665 | MENTHOL RACEMIC |
| LogP | 3.4 at 37℃ |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| trait | colorless needle-like or prismatic crystals or white crystalline powder |
| properties | menthol has antipruritic, analgesic, antiseptic, stimulating, anesthetic, cooling and anti-inflammatory effects, can cure Head Pain, neuralgia, itching and respiratory tract inflammation, atrophic rhinitis, hoarseness, etc. A large number of flavoring agents for cigarettes, cosmetics, toothpaste, perfumes, toilet water, beverages and sweets. |
| Introduction | menthol a chemical agent, menthol is extracted from the leaves and stems of peppermint, white crystals, molecular formula C10H20O, as the main component of the essential oil of peppermint and peppermint. In the world, China and Brazil are the major producers of natural mint, and the annual output of peppermint oil is 2000-3000T. Menthol and Racemic menthol can be used as flavoring agents for toothpastes; Perfumes; Beverages and sweets. Used in medicine as a stimulant, acting on the skin. |
| flavor and fragrance | menthol, also known as menthol and menthol, is a kind of cyclic terpene alcohol flavor and fragrance, the appearance is colorless needle-like or shuttle columnar crystal or white crystalline powder. There is a special aroma of mint, after the first hot taste cool, ethanol solution showed a neutral reaction, easily dissolved in ethanol, chloroform, petroleum ether, ether, liquid paraffin or volatile oil, very slightly dissolved in water. There are three asymmetric carbon atoms in the molecular structure, so it has four stereoisomers, and their aroma intensity and type and cooling feeling are also different. There are two common natural menthol and synthetic menthol. Natural menthol is a saturated cyclic alcohol separated and refined by freezing crystallization of peppermint oil, and the optical rotation is levorotatory; Synthetic menthol is made from lemon eucalyptus oil as a raw material. Its main component, citronellal, is closed-loop to obtain isonomyl alcohol, which is hydrogenated, or thymol is synthesized from m-cresol, and then four menthol isomer mixtures are obtained by catalytic hydrogenation, which are subjected to precise vacuum fractionation, purified synthetic menthol can be obtained as a racemate without optical activity. Sterilization and antiseptic effect, can be used as toothpaste, perfume, beverage, Candy flavoring agent. In medicine, it is used to make cooling oil, painkillers, stomatitis, etc. The main applications are as follows: 1. Menthol can act on the skin sensory nerve endings, so that the skin surface produces a cooling feeling, to achieve the purpose of relieving itching. Topical applied to the affected area can be used for the treatment of urticaria, prurigo, prickly heat, rash, neurodermatitis, pruritus and so on. 2. For Head Pain, Nasal Congestion, sore throat. This product is light up and floating, aromatic, tongqiao, good energy scattered on the hot wind, can clear the eyes, throat. |
| Use | menthol can be used as a flavor, flavor enhancer, can be used for candy (mint, pectin), beverages, ice cream, etc. Menthol and Racemic menthol can be used as flavoring agents for toothpastes; Perfumes; Beverages and sweets. In medicine, it is used as a stimulant, acting on the skin or mucous membrane, has the effect of cooling and relieving itching; Oral can be used as a wind-repelling medicine, for Head Pain and nose; Pharynx; Throat inflammation; Etc; its esters are used in fragrances and pharmaceuticals. |
| First Aid for poisoning | local application of menthol can promote blood circulation, reduce inflammation, relieve itching, etc, pain, reduce edema, etc. [Diagnostic points] 1. After a large number of menthol or inhalation of a large number of gas, can occur Nausea, Vomit, Abdominal Pain and other gastrointestinal symptoms and nervous system symptoms, excitement, tremor, dizziness, vertigo, numbness of hands and feet, rocking gait, lethargy, respiratory changes, facial flushing, blood pressure drop, muscle rigidity or relaxation, occasionally unable to speak; Children taking large doses, can occur Coma. But in general can be recovered in a few hours. 2. For those who are allergic to this product, eczema can occur with intolerable pain and itching. 3. Small infants sometimes with nasal mint liquid or ointment and glottic spasm, cyanosis and suffocation, secretion of large amounts of mucus, severe cases can cause respiratory and cardiac arrest. [treatment principle] 1. Gastric lavage, with salt laxative catharsis. Oil and Fat should not be used. 2. Intravenous rehydration to promote excretion. 3. Allergy symptoms, with antihistamines such as diphenhydramine, chlorpheniramine, etc.; If necessary, with hydrocortisone or dexamethasone intravenous drip. |
| detection method | (1) chemical characterization ① take 1g of this product and add 20ml of sulfuric acid to dissolve, that is, the orange red, 24h after the precipitation of no menthol aroma of colorless oil layer (with the difference of thymol). ② take 50mg of this product, add 1mL of glacial acetic acid to dissolve, add 6 drops of sulfuric acid and 1 drop of nitric acid in cold mixture, only light yellow (the difference from thymol). (2) thin layer chromatography: an appropriate amount of menthol was dissolved in anhydrous ethanol to make a solution containing 6mg of menthol per 1ml for spotting. Thin layer plate: silica gel G hand-made plate, dry, 105 C activation for 1 hour. Developer A: hexane-ethyl acetate-benzene (43:4.5:4); Developer B: petroleum ether-ethyl acetate-chloroform (25:2.5:5.5). Color reagent: 5% vanillin ethanol-concentrated sulfuric acid (100:6). Color development: heating at 105 °c for 6-10min showed round blue spots. (3) physical constant measurement: Melting Point: 42-44 °c. Specific rotation: Take the precision of this product, add ethanol to make a solution containing 0.1g per 1mL, according to the law, the specific rotation is -49 ° ~-50 °. (4) non-volatile matter: Take 2g of this product, place it in a weighing evaporation dish, heat it in a water bath, make it volatilize slowly, and then dry it to constant weight at 105 ℃, the remaining residue should not exceed 1mg. |
| autoignition temperature | 405°C |
Last Update：2024-04-09 15:16:53
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Raw Materials for DL-Menthol