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| | Nerolidol Basic information |
| Product Name: | Nerolidol | | Synonyms: | Teprenone Impurity 19;trans-Nerolidal solution;(6E)-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol;1,6,10-Dodecatrien-3-ol, 3,7,11-trimethyl-, (E)-;Trans-(E)-Nerolidol;3-Hydroxy-3,7,11-trimethyl-1,6,10-dodecatriene;Nerolidol;(E)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol | | CAS: | 40716-66-3 | | MF: | C15H26O | | MW: | 222.37 | | EINECS: | 255-053-4 | | Product Categories: | | | Mol File: | 40716-66-3.mol |  |
| | Nerolidol Chemical Properties |
| Boiling point | 145-146 °C12 mm Hg(lit.) | | density | 0.876 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.479(lit.) | | Fp | 230 °F | | storage temp. | -20°C | | solubility | DMF: miscible,DMSO: miscible,Ethanol: miscible,Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml | | pka | 14.40±0.29(Predicted) | | form | neat | | Odor | at 100.00 %. floral green citrus woody waxy | | Odor Type | floral | | JECFA Number | 1646 | | Merck | 13,6501 | | BRN | 5731231 | | Stability: | Light Sensitive | | LogP | 5.316 (est) | | NIST Chemistry Reference | 1,6,10-Dodecatrien-3-ol, 3,7,11-trimethyl-, (e)-(40716-66-3) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | RIDADR | UN1230 - class 3 - PG 2 - Methanol, solution | | WGK Germany | 1 | | F | 10-23 | | toxicity | Both the acute oral LD50 in rats and the acute dermal LD50 in rabbits exceeded 5 g/kg (Russell. 1973). |
| | Nerolidol Usage And Synthesis |
| Description | trans-Nerolidol is a sesquiterpene that has been found in various plants, including C. sativa, and has diverse biological activities, including antimicrobial, antioxidant, anticancer, and insecticidal properties. In a disc assay, trans-nerolidol inhibits the growth of S. aureus, B. subtilis, E. coli, and S. cerevisiae with zones of inhibition measuring 10, 9, 10, and 4 mm, respectively. It reduces viability of CaCo-2 adenocarcinoma cells with an IC50 value of 28.7 mg/L and reduces production of reactive oxygen species (ROS). trans-Nerolidol is insecticidal against A. aegypti larvae with a 24-hour LC50 value of 9 mg/L. | | Occurrence | Reported to be found in cabreuva oil, oil of neroli, balsam Peru, ylang ylang and many others (Gildemeister & Hoffman, 1959). | | Uses | Nerolidol (cas# 40716-66-3) is a terpene standard found in cannabis. | | Preparation | By isolation from a suitable essential oil or by chemical synthesis. | | Definition | ChEBI: Nerolidol is a farnesane sesquiterpenoid that is dodeca-1,6,10-triene which carries methyl groups at positions 3, 7 and 11 and a hydroxy group at position 3. It is a natural product that is present in various flowers and plants with a floral odor. Chemically, it exists in two geometric isomers, trans and cis forms. It is widely used in cosmetics (e.g. shampoos and perfumes), in non-cosmetic products (e.g. detergents and cleansers) and also as a food flavoring agent. It has a role as a flavouring agent, a cosmetic, a pheromone, a neuroprotective agent, an antifungal agent, an anti-inflammatory agent, an antihypertensive agent, an antioxidant, a volatile oil component, an insect attractant and a herbicide. It is a farnesane sesquiterpenoid, a tertiary allylic alcohol and a volatile organic compound. |
| | Nerolidol Preparation Products And Raw materials |
| Raw materials | 5-Hepten-1-yne, 6-methyl--->Diphosphoric acid, mono[(2Z,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl] ester-->CIS-TRANS-FARNESOL-->GERANYL BROMIDE-->Geranylacetone | | Preparation Products | Teprenone Impurity 20-->(E)-BETA-FARNESENE-->(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienal |
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