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| | ネロリドール (cis-, trans-混合物) 製品概要 |
| 化学名: | ネロリドール (cis-, trans-混合物) | | 英語化学名: | Nerolidol | | 别名: | TRANS-3,7,11-TRIMETHYL-1,6,10-DODECATRIEN-3-OL;(CIS AND TRANS)-NEROLIDOL;FEMA 2772;3-HYDROXY-3,7,11-TRIMETHYL-1,6,10-DODECATRIENE,3,7,11-TRIMETHYL-1,6,10-DODECATRIEN-3-OL;10-dodecatrien-3-ol,3,7,11-trimethyl-6;3,7,11-trimethyl-1,6,10-dodecatrien-3-ol (nerolidol);3,7,11-Trimethyl-1,6,10-dodecatriene-3-ol;3,7,11-trimethyl-dodeca-1,6,10-trien-3-ol | | CAS番号: | 7212-44-4 | | 分子式: | C15H26O | | 分子量: | 222.37 | | EINECS: | 230-597-5 | | カテゴリ情報: | Biochemistry;Terpenes;Terpenes (Others);Chamaemelum nobile (Chamomile tea);Panax ginseng;Acyclic;Alkenes;Building Blocks;Chemical Synthesis;Citrus aurantium (Seville orange);Elettaria Cardamomum (Cardamom);Humulus lupulus (Hops);Nutrition Research;Ocimum basilicum (Basil);Organic Building Blocks;Phytochemicals by Plant (Food/Spice/Herb);bc0001 | | Mol File: | 7212-44-4.mol |  |
| | ネロリドール (cis-, trans-混合物) 物理性質 |
| 主な危険性 | Xi,N | | Rフレーズ | 36/37/38-50/53 | | Sフレーズ | 26-36-61-60 | | RIDADR | UN 3082 9 / PGIII | | WGK Germany | 2 | | RTECS 番号 | JR4977000 | | F | 10-23 | | 自然発火温度 | 230 °C | | TSCA | Yes | | HSコード | 29052290 | | 毒性 | LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 5000 mg/kg |
| | ネロリドール (cis-, trans-混合物) Usage And Synthesis |
| 外観 | 無色～うすい黄色、液体 | | 用途 | 花、木を想起させる香気を持ち、ライラックやジャスミンなどのフレグランスの調合原料、石鹸や洗剤の香料として用いられる。ファルネソールやビタミンE、Kの中間体ともなる。 | | 使用上の注意 | アルゴン封入 | | 説明 | Nerolidol has a faint, floral odor similar to rose and apple. It is an unusually sweet, fresh, tenacious odor. The natural product can be dextro- or levo-rotatory, whereas the synthetic product is optically inactive; the double bond at positions 6-7 accounts for the cis- and trans-forms. | | 化学的特性 | Nerolidol is the sesquiterpene
analog of linalool. Because of the double bond at the 6-position, it exists as (6Z)- and (6E)- isomers, each forming an enantiomeric pair,
since the carbon atom in the 3-position is asymmetric.
Nerolidol is a component of many essential oils. (3S,6E)-(+)-nerolidol occurs in cabreuva oil.
Synthetic nerolidol consists of a mixture of racemic (6Z)- and (6E)-nerolidol
and is a colorless liquid with a long-lasting, mild floral odor.
Industrial synthesis of nerolidol starts with linalool, which is converted into
geranylacetone by using diketene, ethyl acetoacetate, or isopropenyl methyl
ether, analogously to the synthesis of 6-methyl-5-hepten-2-one from 2-methyl-
3-buten-2-ol. Addition of acetylene and partial hydrogenation of the resultant
dehydronerolidol produces a mixture of (6Z)- and (6E)-nerolidol racemates.Nerolidol is used as a base note in many delicate floral odor complexes. It is also
an intermediate in the production of vitamins E and K1. | | 化学的特性 | Clear slightly yellow liquid | | 化学的特性 | Nerolidol has a faint, fresh, unusually sweet, tenacious, floral odor similar to rose and appe | | 天然物の起源 | Reported found in over 25 natural sources, including the essential oils of neroli, ylang-ylang, Peru balsam; in
currant aroma; also reported in Dalbergia sissoo (60%, dl-), vervain, the distillation water of petitgrain bigarade, Helicrysum italicum, Myrocarpus frondosus and Myrocarpus fastigiatus (80%, d-), Tolu balsam, Acacia farnesiana, orange flower water, Paraguay
petitgrain, jasmine, Melaleuca smithii and Melaleuca viridiflora. Also reported found in citrus peel oils and juices, guava, strawberry, peppermint and spearmint oil, pepper, milk powder, hop oil, beer, cognac, white wine, green tea, beans, mushroom, cardamom, rice, dill, corn oil, basil, wort, myrtle leaf, maté and mastic gum oil. | | 使用 | Nerolidol is one of the main component in the essential oils from fresh aerial parts of Thymus ciliatus (Lamiaceae). Also, it is a terpene that displays high potency on the contractility of cardiac muscle in guinea pig left atrium. A potential and effective treatment for malaria. | | 使用 | anti-ulcer, insect antifeedant | | 定義 | 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. | | Aroma threshold values | Detection: 10 ppb to 10 ppm | | Taste threshold values | Taste characteristics at 25 ppm: green, floral, woody with fruity, citrus and melon nuances | | 一般的な説明 | Nerolidol is a naturally occurring sesquiterpene found in the essential oils. | | 燃焼性と爆発性 | Non flammable | | 合成 | The natural product can be dextro- or levorotatory, whereas the synthetic product is optically inactive; the double bond at
position 6 to 7 accounts for the cis- and trans-forms. |
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