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Methyl dihydrojasmonate

Methyl dihydrojasmonate
Methyl dihydrojasmonate structure
CAS No.
24851-98-7
Chemical Name:
Methyl dihydrojasmonate
Synonyms
HEDION;hedione;FEMA 3408;MDJ SUPER;kharismal;CAIGEON 98%;Fema no. 3408;CEPIONATE 95%;Einecs 246-495-9;Methyldihydrojasonate
CBNumber:
CB9377525
Molecular Formula:
C13H22O3
Formula Weight:
226.31
MOL File:
24851-98-7.mol

Methyl dihydrojasmonate Properties

Boiling point:
110 °C0.2 mm Hg(lit.)
Density 
0.998 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.459(lit.)
FEMA 
3408 | METHYL DIHYDROJASMONATE
Flash point:
>230 °F
solubility 
H2O: insoluble
Merck 
14,6052
JECFA Number
1898
InChIKey
KVWWIYGFBYDJQC-GHMZBOCLSA-N
CAS DataBase Reference
24851-98-7(CAS DataBase Reference)
NIST Chemistry Reference
Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester(24851-98-7)
EPA Substance Registry System
Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester(24851-98-7)

SAFETY

Safety Statements  23-24/25
WGK Germany  2
RTECS  GY2453800
HS Code  29183000
Toxicity LD50 (g/kg): >5 orally in rats; >5 dermally in rabbits (Food Chem. Toxicol.)

Methyl dihydrojasmonate price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W340804 Methyl dihydrojasmonate, mixture of cis and trans ≥96%, FG 24851-98-7 sample-k $40 2018-11-13 Buy
Sigma-Aldrich 59677 Methyl dihydrojasmonate, mixture of cis and trans analytical standard 24851-98-7 1ml $45.6 2018-11-20 Buy
TCI Chemical D1431 Methyl Dihydrojasmonate (cis- and trans- mixture) >95.0%(GC) 24851-98-7 100mL $100 2018-11-22 Buy
TCI Chemical D1431 Methyl Dihydrojasmonate (cis- and trans- mixture) >95.0%(GC) 24851-98-7 25mL $48 2018-11-22 Buy
Sigma-Aldrich W340804 Methyl dihydrojasmonate, mixture of cis and trans ≥96%, FG 24851-98-7 1kg-k $146 2018-11-13 Buy

Methyl dihydrojasmonate Chemical Properties,Uses,Production

Description

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.

Chemical Properties

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

Chemical Properties

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.

Occurrence

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

Preparation

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.

Trade name

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

Methyl dihydrojasmonate Preparation Products And Raw materials

Raw materials

Preparation Products


Methyl dihydrojasmonate Suppliers

Global( 149)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32447 55
Shenzhen Sendi Biotechnology Co.Ltd.
0755-23311925 18102838259
0755-23311925 Abel@chembj.com CHINA 3202 55
Tianjin Zhongxin Chemtech Co., Ltd.
022-89880739
022-66880086 sales@tjzxchem.com CHINA 575 58
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 27142 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293
+86 0531-67809011 sales@sdzschem.com CHINA 2995 58
Chemwill Asia Co.,Ltd.
86-21-51086038
86-21-51861608 chemwill_asia@126.com;sales@chemwill.com;chemwill@hotmail.com;chemwill@gmail.com CHINA 23964 58
Haihang Industry Co.,Ltd
86-531-88032799
+86 531 8582 1093 export@haihangchem.com CHINA 8260 58
Xiamen AmoyChem Co., Ltd
+86 592-605 1114
sales@amoychem.com CHINA 6370 58
Hubei xin bonus chemical co. LTD
86-13657291602
027-59338440 sales@guangaobio.com CHINA 23049 58
Liyang Ruipu New Materials Co., Ltd. 0519-82038123 18951201333
0519-87015112 sales@ruipuchem.net China 9950 58

View Lastest Price from Methyl dihydrojasmonate manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-08-03 Methyl dihydrojasmonate
24851-98-7
US $20.00 / KG 25KG 98% 200KG career henan chemical co

Methyl dihydrojasmonate Spectrum


24851-98-7(Methyl dihydrojasmonate)Related Search:


  • 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%
  • CAIGEON A.K.A. CYCLOPENTANEACETIC ACID, 3-OXO-2-
  • CEPIONATE 95%
  • Nano Liposomal sodium tetrahydrojasmonate
  • Methyl dihydrojasmonate(EDC)
  • (±)-9,10-DIHYDROJASMONIC ACID METHYL ESTER (MeDJA)
  • Einecs 246-495-9
  • Fema no. 3408
  • Methyl DihydrojasMonate 
  • Methyl dihydrojasMonate(MDJ)
  • 2-Amylcyclopentan-1-one-3-acetic Acid Methyl Ester Dihydrojasmonic Acid Methyl Ester Methyl 3-Oxo-2-pentyl-1-cyclopentaneacetate
  • Methyl dihydrojasMonate (cis-and trans-Mixture)
  • Methyl dihydrojasmonate Methyl (3-oxo-2-pentylcyclopentyl)acetate
  • Methyl dihydrojasmonate, mixture of cis and trans
  • kharismal
  • methyl(2-pentyl-3-oxocyclopentyl)acetate
  • methyl dihydrojasmonate/Hedione
  • 24851-98-7
  • Alphabetical Listings
  • Flavors and Fragrances
  • M-N
  • -
  • As an aroma chemical for use in flavor, fragrance, and other applications
  • Inhibitors
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