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リナロール

リナロール 化学構造式
78-70-6
CAS番号.
78-70-6
化学名:
リナロール
别名:
リナロール;(-)-3,7-ジメチル-1,6-オクタジエン-3-オール;1,5-ジメチル-1-ビニル-4-ヘキセン-1-オール;β-リナロール;d-リナロオール;3,7-ジメチルオクタ-1,6-ジエン-3-オール;β-リナロオール;3,7-ジメチル-1,6-オクタジエン-3-オール;リナロオール;リナリルアルコール;1-エテニル-1,5-ジメチル-4-ヘキセン-1-オール;リナロル;リナロ-ル;3,7ジメチル1,6オクタジエン3オル;リナロ?ル;リナロール, DL-;リナロール, 1000 µg/mL in Ethanol;リナロール, 97%
英語化学名:
Linalool
英語别名:
Phantol;Linalol;LINALLOL;Linalool;Linanool;Linolool;b-Linalool;linalool B;Linalool,97%;LINOLOOL (D)
CBNumber:
CB5347184
化学式:
C10H18O
分子量:
154.25
MOL File:
78-70-6.mol

リナロール 物理性質

融点 :
25°C
沸点 :
199 °C
比重(密度) :
0.87 g/mL at 25 °C(lit.)
蒸気圧:
0.17 mm Hg ( 25 °C)
屈折率 :
n20/D 1.462(lit.)
FEMA :
2635 | LINALOOL
闪点 :
174 °F
貯蔵温度 :
2-8°C
溶解性:
ethanol: soluble1ml/4ml, clear, colorless (60% ethanol)
外見 :
Liquid
色:
Clear colorless to pale yellow
比重:
0.860 (20/4℃)
PH:
4.5 (1.45g/l, H2O, 25℃)
爆発限界(explosive limit):
0.9-5.2%(V)
水溶解度 :
1.45 g/L (25 ºC)
Merck :
14,5495
JECFA Number:
356
BRN :
1721488
安定性::
Stable. Incompatible with strong oxidizing agents. Combustible.
InChIKey:
CDOSHBSSFJOMGT-UHFFFAOYSA-N
CAS データベース:
78-70-6(CAS DataBase Reference)
NISTの化学物質情報:
2,6-Dimethylocta-2,7-dien-6-ol(78-70-6)
EPAの化学物質情報:
1,6-Octadien-3-ol, 3,7-dimethyl-(78-70-6)
安全性情報
  • リスクと安全性に関する声明
  • 危険有害性情報のコード(GHS)
主な危険性  Xi,Xn
Rフレーズ  36/37/38-20/21/22
Sフレーズ  26-36
RIDADR  NA 1993 / PGIII
WGK Germany  1
RTECS 番号 RG5775000
自然発火温度 235 °C
TSCA  Yes
HSコード  29052210
有毒物質データの 78-70-6(Hazardous Substances Data)
毒性 LD50 orally in Rabbit: 2790 mg/kg LD50 dermal Rabbit 5610 mg/kg
消防法 危-4-3-III
化審法 (2)-249, (2)-258
絵表示(GHS)
注意喚起語 Warning
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード
H227 引火性液体 引火性液体 4 警告 P210, P280, P370+P378, P403+P235,P501
H303 飲み込むと有害のおそれ 急性毒性、経口 5 P312
H315 皮膚刺激 皮膚腐食性/刺激性 2 警告 P264, P280, P302+P352, P321,P332+P313, P362
H319 強い眼刺激 眼に対する重篤な損傷性/眼刺激 性 2A 警告 P264, P280, P305+P351+P338,P337+P313P
H335 呼吸器への刺激のおそれ 特定標的臓器毒性、単回暴露; 気道刺激性 3 警告
H402 水生生物に有害 水生環境有害性、急性毒性 3
注意書き
P210 熱/火花/裸火/高温のもののような着火源から遠ざ けること。-禁煙。
P264 取扱い後は皮膚をよく洗うこと。
P264 取扱い後は手や顔をよく洗うこと。
P273 環境への放出を避けること。
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。
P305+P351+P338 眼に入った場合:水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。
P337+P313 眼の刺激が続く場合:医師の診断/手当てを受けること。

リナロール 価格 もっと(30)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01ACSALR-018N リナロール
Linalool
78-70-6 100mg ¥7400 2018-12-26 購入
富士フイルム和光純薬株式会社(wako) W01ACSALR-018S-ET-10X リナロール
Linalool, 1000 ug/mL in Ethanol
78-70-6 1mL ¥7400 2018-12-26 購入
東京化成工業 L0048 リナロール >96.0%(GC)
Linalool >96.0%(GC)
78-70-6 500mL ¥7500 2018-12-04 購入
東京化成工業 L0048 リナロール >96.0%(GC)
Linalool >96.0%(GC)
78-70-6 25mL ¥1700 2018-12-04 購入
関東化学株式会社(KANTO) 12515-3A リナロール
Linalool
78-70-6 100mL ¥6100 2018-12-13 購入

リナロール MSDS


3,7-Dimethyl-1,6-octadien-3-ol

リナロール 化学特性,用途語,生産方法

外観

無色~うすい黄色, 澄明の液体

定義

本品は、次の化学式で表されるテルペンアルコールである。

溶解性

水に難溶。含水エタノールに易溶。エタノールに溶ける。

用途

香料,香料物質の中間体、ビタミンEの合成中間体。

用途

スズラン、ライラックなどの花精油調合に用いられ、香粧品、石けんの香料としてきわめて重要なものである。その他エステル原料にも使用される。

化粧品の成分用途

香料

説明

Linalool has a typical floral odor free from camphoraceous and terpenic notes.1 Synthetic linalool exhibits a cleaner and fresher note than the natural product. It can be prepared synthetically starting from myrcene or from dehydrolinalool.
The optically active forms (d- and ι-) and the optically inactive form occur naturally in more than 2 0 0 oils from herbs, leaves, flowers, and wood; the ι-form is present in the largest amounts (80 - 85%) in the distillates from leaves of Cinnamomum cam phora var. orientalis and Cinnamomum camphora var. occidentalis and in the distillate from Cajenne rosewood; it also has been reported in: champaca, ylang-ylang, neroli, Mexican linaloe, ber gamot, lavandin, and others; a mixture of d- and ι-linalool has been reported in Brazil rosewood (85%); the d-form has been found in palmarosa, mace, sweet orange-flower distillate, petit grain, coriander (60 - 70%), marjoram, Orthodon linalooliferum (80%), and others; the inactive form has been reported in clary sage, jasmine, and Nectandra elaiophora.

化学的特性

Linalool has a typical pleasant floral odor, free from camphoraceous and terpenic notes. Synthetic linalool exhibits a cleaner and fresher note than the natural products.

化学的特性

Linalool occurs as one of its enantiomers in many essential oils, where it is often the main component. (3R)- (?)-Linalool, for example, occurs at a concentration of 80–85% in Ho oils from Cinnamomum camphora; rosewood oil contains about 80%. (3S)-(+)- Linalool makes up 60–70% of coriander oil (“coriandrol”).
Linalool is used frequently in perfumery for fruity notes and for many floral fragrance compositions (lily of the valley, lavender, and neroli). Because of its relatively high volatility, it imparts naturalness to top notes. Since linalool is stable in alkali, it can be used in soaps and detergents. Linalyl esters can be prepared from linalool.Most of the manufactured linalool is used in the production of vitamin E.

化学的特性

liquid

物理的性質

Properties. Racemic linalool is, similarly to the individual enantiomers, a colorless liquid with a floral, fresh odor, reminiscent of lily of the valley. However, the enantiomers differ slightly in odor. Together with its esters, linalool is one of the most frequently used fragrance substances and is produced in large quantities. In the presence of acids, linalool isomerizes readily to geraniol, nerol, and α-terpineol. It is oxidized to citral, for example, by chromic acid. Oxidation with peracetic acid yields linalool oxides, which occur in small amounts in essential oils and are also used in perfumery. Hydrogenation of linalool gives tetrahydrolinalool, a stable fragrance material. Its odor is not as strong as, but is fresher than, that of linalool. Linalool can be converted into linalyl acetate by reaction with ketene or with an excess of boiling acetic anhydride.

天然物の起源

The optically active forms (d- and l-) and the optically inactive form occur naturally in more than 200 oils from herbs, leaves, flowers and wood; the l-form is present in the largest amounts (80 to 85%) in the distillates from leaves of Cinnamomum camphora var. orientalis and Cinnamomum camphora var. occidentalis and in the distillate from Cajenne rosewood; it also has been reported in champaca, ylang-ylang, neroli, Mexican linaloe, bergamot and lavandin; a mixture of d- and l-linalool has been reported in Brazil rosewood (85%); the d-form has been found in palmarosa, mace, sweet orange-flower distillate, petitgrain, coriander (60 to 70%), marjoram and Orthodon linalooliferum (80%); the inactive form has been reported in clary sage, jasmine and Nectandra elaiophora. Also reported found in over 280 products including apple, citrus peel oils and juices, berries, grapes, guava, celery, peas, potato, tomato, cinnamon, cloves, cassia, cumin, ginger, mentha oils, mustard, nutmeg, pepper, thymus, cheeses, grape wines, butter, milk, rum, cider, tea, passion fruit, olive, mango, beans, coriander, cardamom and rice.

使用

perfume use

使用

linalool is a fragrant component of both lavender and coriander. It can be incorporated into cosmetics for perfuming, deodorant, or odor-masking activity.

製造方法

In the 1950s, nearly all linalool used in perfumery was isolated from essential oils, particularly from rosewood oil. Currently, this method no longer plays a commercial role.
Since linalool is an important intermediate in the manufacture of vitamin E, several large-scale processes have been developed for its production. Preferred starting materials and/or intermediates are the pinenes and 6-methyl-5-hepten- 2-one. Most perfumery-grade linalool is synthetic.
1) Isolation from essential oils: Linalool can be isolated by fractional distillation of essential oils, for example, rosewood oil and coriander oil, of which Brazilian rosewood oil was the most important.
2) Synthesis from α-pinene: α-Pinene from turpentine oil is selectively hydrogenated to cis-pinane, which is oxidized with oxygen in the presence of a radical initiator to give a mixture of about 75% cis-pinane and 25% transpinane hydroperoxide.The mixture is reduced to the corresponding pinanols either with sodium bisulfite (NaHSO3) or with a catalyst. The pinanols can be separated by fractional distillation and are pyrolyzed to linalool: (?)-α- pinene yields cis-pinanol and (+)-linalool, whereas (?)-linalool is obtained from trans-pinanol.
3) Synthesis from ??-pinene: For a description of this route, see under Geraniol. Addition of hydrogen chloride to myrcene (obtained from β-pinene) results in a mixture of geranyl, neryl, and linalyl chlorides. Reaction of this mixture with acetic acid–sodium acetate in the presence of copper(I) chloride gives linalyl acetate in 75–80% yield. Linalool is obtained after saponification.
4) Synthesis from 6-methyl-5-hepten-2-one:The total synthesis of linalool starts with 6-methyl-5-hepten-2-one; several large-scale processes have been developed for synthesizing this compound:
a. Addition of acetylene to acetone results in the formation of 2-methyl-3- butyn-2-ol, which is hydrogenated to 2-methyl-3-buten-2-ol in the presence of a palladium catalyst.This product is converted into its acetoacetate derivative with diketene or with ethyl acetoacetate. The acetoacetate undergoes rearrangement when heated (Carroll reaction) to give 6-methyl-5-hepten-2-one:
b. In another process, 6-methyl-5-hepten-2-one is obtained by reaction of 2-methyl-3-buten-2-ol with isopropenyl methyl ether followed by a Claisen rearrangement:
c. A third synthesis starts fromisoprene, which is converted into 3-methyl-2- butenyl chloride by addition of hydrogen chloride. Reaction of the chloride with acetone in the presence of a catalytic amount of an organic base leads to 6-methyl-5-hepten-2-one:
d. In another process, 6-methyl-5-hepten-2-one is obtained by isomerization of 6-methyl-6-hepten-2-one.The latter can be prepared in two steps from isobutylene and formaldehyde. 3-Methyl-3-buten-l-ol is formed in the first step and is converted into 6-methyl-6-hepten-2-one by reaction with acetone. 6-Methyl-5-hepten-2-one is converted into linalool in excellent yield by base-catalyzed ethynylation with acetylene to dehydrolinalool. This is followed by selective hydrogenation of the triple bond to a double bond in the presence of a palladium carbon catalyst.

定義

ChEBI: A monoterpenoid that is octa-1,6-diene substituted by methyl groups at positions 3 and 7 and a hydroxy group at position 3. It has been isolated from plants like Ocimum canum.

Aroma threshold values

Detection: 4 to 10 ppb

Taste threshold values

Taste characteristics at 5 ppm: green, apple and pear with an oily, waxy, slightly citrus note.

接触アレルゲン

Linalool is a terpene chief constituent of linaloe oil,also found in oils of Ceylon cinnamon, sassafras,orange flower, bergamot, Artemisia balchanorum, ylang-ylang. This frequently used scented substance is a sensitizer by the way of primary or secondary oxida-tion products. As a fragrance allergen, linalool has to be mentioned by name in cosmetics within the EU

抗がん研究

Studies of antitumor activities and toxicity were done on solid S-180 tumor-bearingSwiss albino mice. It results in an induction of oxidative stress with an antitumoractivities result. In comparison with cyclophosphamide, antioxidant effects wereobserved in the liver and modulation of proliferation of spleen cells in tumor-bearingmice challenged with lipopolysaccharides, while both were seriously affected bycyclophosphamide (Costa et al. 2015).

Chemical Synthesis

It can be prepared synthetically starting from myrcene or from dehydrolinalool; it can be obtained by fractional distilla tion and subsequent rectification from the oils of Cajenne rosewood (Licasia guaianensis, Ocotea caudata), Brazil rosewood (Ocotea parviflora), Mexican linaloe, shiu (Cinnamomum camphora Sieb. var. linalooifera) and coriander seeds (Coriandrum sativum L.).

リナロール 上流と下流の製品情報

原材料

準備製品


リナロール 生産企業

Global( 265)Suppliers
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78-70-6(リナロール)キーワード:


  • 78-70-6
  • Low Price linalool 78-70-6 kf-wang(at)kf-chem.com
  • Linalool solution
  • Linalool - Natural grade
  • Linalool - synthetic grade
  • LINALOOL 96+% FCC
  • Linalool,97%
  • linalool,3,7-dimethylocta-1,6-dien-3-ol,2,6-dimethylocta-2,7-dien-6-ol(R,S,andracemate)
  • LINALLOL
  • LINALOOL NATUERLICH
  • 2,6-Dimethylocta-2,7-dien-6-ol
  • 3,7-Dimethyl-1,6-octadien-3-ol
  • Linalool
  • 3,7-DIMETHYLOCT-1,6-DIEN-3-OL
  • Linalool(1,1,2-D3)
  • 2,6-dimethyl-2,7-octadien-6-ol (linalool)
  • 2,6-Dimethyl-2,7-octadiene-6-ol
  • 3,7-dimethyl-1,6-octadien-3-ol (linalool)
  • 3,7-dimethyl-1,6-octandien-3-ol (linalool)
  • 3,7-dimethyl-octa-1,6-dien-3-ol
  • 3,7-Dimethylocta-1,6-dien-3-ol
  • LINALOOL SYNTHETIC TECH. GRADE
  • LINALOOL, NATURAL EX-BASIL
  • (±)-3,7-Dimethyl-1,6-octadien-3-ol, (±)-3,7-Dimethyl-3-hydroxy-1,6-octadiene, Linalool
  • (±)-3,7-Dimethyl-1,6-octadien-3-ol, (±)-3,7-Dimethyl-3-hydroxy-1,6-octadiene
  • 3,7-Dimethylocta-1,6-diene-3-ol
  • Octadien-3-ol, 3,7-dimethyl-
  • Linalool,(±)-3,7-Dimethyl-1,6-octadien-3-ol, (±)-3,7-Dimethyl-3-hydroxy-1,6-octadiene
  • 3.7-Dimethyl-1.6-octadien-3-ol 1g [78-70-6]
  • Linalool,(±)-3,7-Dimethyl-1,6-octadien-3-ol, (±)-3,7-Dimethyl-3-hydroxy-1,6-octadiene, Linalool
  • Linalool, 97% 100ML
  • リナロール
  • (-)-3,7-ジメチル-1,6-オクタジエン-3-オール
  • 1,5-ジメチル-1-ビニル-4-ヘキセン-1-オール
  • β-リナロール
  • d-リナロオール
  • 3,7-ジメチルオクタ-1,6-ジエン-3-オール
  • β-リナロオール
  • 3,7-ジメチル-1,6-オクタジエン-3-オール
  • リナロオール
  • リナリルアルコール
  • 1-エテニル-1,5-ジメチル-4-ヘキセン-1-オール
  • リナロル
  • リナロ-ル
  • 3,7ジメチル1,6オクタジエン3オル
  • リナロ?ル
  • リナロール, DL-
  • リナロール, 1000 µg/mL in Ethanol
  • リナロール, 97%
  • 非環式モノテルペン
  • 生化学
  • テルペン
  • 誘引剤
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