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ジヒドロジャスモン酸メチル (cis-, trans-混合物)

ジヒドロジャスモン酸メチル (cis-, trans-混合物) 化学構造式
24851-98-7
CAS番号.
24851-98-7
化学名:
ジヒドロジャスモン酸メチル (cis-, trans-混合物)
别名:
ジヒドロジャスモン酸メチル (cis-, trans-混合物);3-オキソ-2-ペンチルシクロペンタン酢酸メチル;(2-ペンチル-3-オキソシクロペンチル)酢酸メチル;メチル(2-ペンチル-3-オクソ-シクロペンチル)アセテート;2-アミル-3-オキソ-1-シクロペンタン酢酸メチル;メチルジヒドロジャスモナート;2-ペンチル-3-オキソシクロペンタン-1-酢酸メチル;ジヒドロジャスモン酸メチル;メチルジヒドロジャスモネ-ト;メチル(2ペンチル3オクソシクロペンチル)アセテト;3-オキソ-2-ペンチル-1-シクロペンタン酢酸メチル (cis-, trans-混合物);メチル(2-ペンチル-3-オキソ-シクロペンチル)アセテート;(3-オキソ-2-ペンチルシクロペンチル)酢酸メチル;3-オキソ-2-ペンチル-1-シクロペンタン酢酸メチル;ジヒドロジャスモン酸メチル、CIS体およびTRANS体混合物
英語化学名:
Methyl dihydrojasmonate
英語别名:
HEDION;hedione;FEMA 3408;MDJ SUPER;kharismal;CAIGEON 98%;Fema no. 3408;CEPIONATE 95%;Einecs 246-495-9;Methyldihydrojasonate
CBNumber:
CB9377525
化学式:
C13H22O3
分子量:
226.31
MOL File:
24851-98-7.mol

ジヒドロジャスモン酸メチル (cis-, trans-混合物) 物理性質

沸点 :
110 °C0.2 mm Hg(lit.)
比重(密度) :
0.998 g/mL at 25 °C(lit.)
屈折率 :
n20/D 1.459(lit.)
FEMA :
3408 | METHYL DIHYDROJASMONATE
闪点 :
>230 °F
溶解性:
H2O: insoluble
Merck :
14,6052
JECFA Number:
1898
InChIKey:
KVWWIYGFBYDJQC-GHMZBOCLSA-N
CAS データベース:
24851-98-7(CAS DataBase Reference)
NISTの化学物質情報:
Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester(24851-98-7)
EPAの化学物質情報:
Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester(24851-98-7)

安全性情報

Sフレーズ  23-24/25
WGK Germany  2
RTECS 番号 GY2453800
HSコード  29183000
毒性 LD50 (g/kg): >5 orally in rats; >5 dermally in rabbits (Food Chem. Toxicol.)
消防法 危-4-3-III
化審法 (3)-3309

ジヒドロジャスモン酸メチル (cis-, trans-混合物) 価格 もっと(18)

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) W01COBQN-4271 ジヒドロジャスモン酸メチル
Methyl dihydrojasmonate
24851-98-7 1g ¥5400 2018-12-26 購入
富士フイルム和光純薬株式会社(wako) W01COBQN-4271 ジヒドロジャスモン酸メチル
Methyl dihydrojasmonate
24851-98-7 5g ¥10800 2018-12-26 購入
東京化成工業 D1431 ジヒドロジャスモン酸メチル (cis-, trans-混合物) >95.0%(GC)
Methyl Dihydrojasmonate (cis- and trans- mixture) >95.0%(GC)
24851-98-7 25mL ¥2000 2018-12-04 購入
東京化成工業 D1431 ジヒドロジャスモン酸メチル (cis-, trans-混合物) >95.0%(GC)
Methyl Dihydrojasmonate (cis- and trans- mixture) >95.0%(GC)
24851-98-7 100mL ¥5000 2018-12-04 購入
Sigma-Aldrich Japan 59677 ジヒドロジャスモン酸メチル、cis体およびtrans体混合物 analytical standard
Methyl dihydrojasmonate, mixture of cis and trans analytical standard
24851-98-7 1ml ¥6000 2018-12-25 購入

ジヒドロジャスモン酸メチル (cis-, trans-混合物) 化学特性,用途語,生産方法

外観

無色~わずかにうすい黄色, 澄明の液体

定義

本品は、次の化学式で表される環式ケトン誘導体である。

溶解性

エタノール及びアセトンに極めて溶けやすく、水にほとんど溶けない。

用途

有機合成原料、香料材料。

化粧品の成分用途

皮膚コンディショニング剤、香料

説明

Methyl dihydrojasmonate has a powerful sweet-floral, jasminelike, somewhat fruity odor. This is the odoriferous component in jasmine oil (Jasminum gradiflorum L.). May be prepared by condensation of 2-pentyl-2-cyclopenten-l-one with ethyl malonate, followed by hydrolysis, decarboxylation, and methylation.

化学的特性

Methyl dihydrojasmonate has a powerful sweet-floral, jasmine-like, somewhat fruity odor. This compound is the odoriferous component of jasmine oil (Jasminum gradiflorum L.)

化学的特性

Methyl dihydrojasmonate is a jasmine fragrance that is closely related to methyl jasmonate, which occurs in jasmine oil. Methyl dihydrojasmonate has been identified in tea. It is a liquid with a typical fruity, jasmine-like blossom odor.
Methyl dihydrojasmonate is prepared by Michael addition of malonic acid esters to 2-pentyl-2-cyclopenten-l-one, followed by hydrolysis and decarboxylation of the resulting (2-pentyl-3-oxocyclopentyl)malonate, and esterification of the (2-pentyl-3-oxocyclopentyl)acetic acid [304]. 2-Pentyl-2-cyclopenten-1-one is prepared by an aldol condensation between cyclopentanone and valeraldehyde and subsequent isomerization of the resulting 2- pentylidenecyclopentanone or by palladium catalyzed decarboxylation of allyl 2-oxo-1-pentylcyclopentanecarboxylates.
Dealkoxycarbonylation of the malonate can also be accomplished directly with water at elevated temperature.
Methyl dihydrojasmonate of the aforementioned quality consists of a 9 : 1 equilibrium mixture of the trans- and cis-isomers. However, methyl cisdihydrojasmonate is the much more intensive isomer, with a threshold about 20 times lower than that of the trans-isomer. Therefore, methyl dihydrojasmonate qualities with enriched portions of the cis-isomer are also marketed.
These “high-cis” products are colorless liquids with extremely powerful jasmine character.Thedifferent commercial qualities may contain different amounts of the cis-isomer.
High-cis methyl dihydrojasmonate is a valuable material in fine fragrances but suffers from stability problems due to its tendency to isomerize into the equilibrium mixture and, therefore, has only limited usage in other perfumery applications.
High-cis methyl dihydrojasmonate can be produced from the equilibrium mixture by special distillation techniques in which isomerization is effected by the action of sodium carbonate. A high proportion of cis methyl dihydrojasmonate can also be obtained by hydrogenation of methyl dehydrodihydrojasmonate, which is accessible from 1(2-furyl)-hexanol via rearrangement, isomerization, etherification, and condensation with dimethyl malonate.
For other stereoselective synthetic approaches, see review.
Of all possible isomers, the (+)-(1R)-cis-isomer possesses the most characteristic and intensive jasmine odor.Therefore, an industrially feasible process for the production of a methyl dihydrojasmonate with a high portion of this isomer has been developed. The process comprises the catalytic hydrogenation of the corresponding cyclopenteneacetic acid in the presence of a ruthenium(II) complexwith chiral ligands and subsequent esterification.
Methyl dihydrojasmonate is used in perfumery for blossom fragrances, particularly in jasmine types.

天然物の起源

Reported found in jasmine oil (Jasminum gradiflorum L.) and black tea

製造方法

By condensation of 2-pentyl-2-cyclopenten-1-one with ethyl malonate, followed by hydrolysis, decarboxylation and methylation

Taste threshold values

Taste characteristics at 20 ppm: sweet, floral, citrus, fruity and berry with tutti-frutti undernotes.

製品名

Claigeon®, Cepionate®(Nippon Zeon),Hedione®,Hedione®HC (Firmenich), Kharismal® (IFF).

ジヒドロジャスモン酸メチル (cis-, trans-混合物) 上流と下流の製品情報

原材料

準備製品


ジヒドロジャスモン酸メチル (cis-, trans-混合物) 生産企業

Global( 151)Suppliers
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24851-98-7(ジヒドロジャスモン酸メチル (cis-, trans-混合物))キーワード:


  • 24851-98-7
  • 3-oxo-2-pentyl-cyclopentaneaceticacimethylester
  • Cyclopentaneaceticacid,3-oxo-2-pentyl-,methylester
  • hedione
  • CEPIONATE A.K.A. METHYL EPI-DIHYDROJASMONATE
  • (3-Oxo-2-pentyl-cyclopentyl)-acetic acid methyl ester
  • Methyl Dihydrojasmonate (cis- and trans- mixture)
  • METHYL DIHYDROJASMONATE HC
  • (2-Pentyl-3-oxocyclopentyl)acetic acid methyl ester
  • 2-Amyl-3-oxo-1-cyclopentaneacetic acid methyl ester
  • Dihydrojasmonic acid methyl
  • Methyl epi-dihydrojasmonate
  • methyl3-oxo-2-pentylcyclopentaneacetate
  • 2-AMYLCYCLOPENTAN-1-ONE-3-ACETIC ACID METHYL ESTER
  • METHYL-(2-PENTYL-3-OXOCYCLOPENTAN-1-YL) ACETATE
  • METHYL 3-OXO-2-PENTYL-1-CYCLOPENTANEACETATE
  • METHYL (3-OXO-2-PENTYLCYCLOPENTYL)ACETATE
  • METHYL DIHYDROJASMONATE
  • METHYLDIHYDRO JASMONATE (CIS)
  • DIHYDROJASMONIC ACID METHYL ESTER
  • FEMA 3408
  • Methyl epi-dihydrojysmonate
  • 3-(METHYLTHIO)-1-PROPANOL 98+%
  • 3-Oxo-2-pentylcyclopentaneaceticacidmethylester
  • Claigeon(R),Cepionate(R)orSuperCepionate(R)
  • Methyldihydrojasonate
  • hedione(r) (firmenich)
  • HEDION
  • Methyl-3-oxo-2-pentylcyclopentanacetat
  • MDJ SUPER
  • CAIGEON 98%
  • ジヒドロジャスモン酸メチル (cis-, trans-混合物)
  • 3-オキソ-2-ペンチルシクロペンタン酢酸メチル
  • (2-ペンチル-3-オキソシクロペンチル)酢酸メチル
  • メチル(2-ペンチル-3-オクソ-シクロペンチル)アセテート
  • 2-アミル-3-オキソ-1-シクロペンタン酢酸メチル
  • メチルジヒドロジャスモナート
  • 2-ペンチル-3-オキソシクロペンタン-1-酢酸メチル
  • ジヒドロジャスモン酸メチル
  • メチルジヒドロジャスモネ-ト
  • メチル(2ペンチル3オクソシクロペンチル)アセテト
  • 3-オキソ-2-ペンチル-1-シクロペンタン酢酸メチル (cis-, trans-混合物)
  • メチル(2-ペンチル-3-オキソ-シクロペンチル)アセテート
  • (3-オキソ-2-ペンチルシクロペンチル)酢酸メチル
  • 3-オキソ-2-ペンチル-1-シクロペンタン酢酸メチル
  • ジヒドロジャスモン酸メチル、CIS体およびTRANS体混合物
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