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Methyl dihydrojasmonate

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

Boiling point:
110 °C/0.2 mmHg (lit.)
Density 
0.998 g/mL at 25 °C (lit.)
FEMA 
3408 | METHYL DIHYDROJASMONATE
refractive index 
n20/D 1.459(lit.)
Flash point:
>230 °F
storage temp. 
Sealed in dry,2-8°C
solubility 
H2O: insoluble
Water Solubility 
399.8mg/L(25 ºC)
JECFA Number
1898
Merck 
14,6052
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
Methyl 3-oxo-2-pentyl-cyclopentaneacetate (24851-98-7)
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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.)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
59677
Product name
Methyl dihydrojasmonate, mixture of cis and trans
Purity
analytical standard
Packaging
1ml
Price
$49.8
Updated
2021/03/22
Sigma-Aldrich
Product number
W340804
Product name
Methyl dihydrojasmonate, mixture of cis and trans
Purity
≥96%, FG
Packaging
sample-k
Price
$50
Updated
2021/03/22
Sigma-Aldrich
Product number
W340804
Product name
Methyl dihydrojasmonate, mixture of cis and trans
Purity
≥96%, FG
Packaging
1 kg
Price
$146
Updated
2021/03/22
Sigma-Aldrich
Product number
W340804
Product name
Methyl dihydrojasmonate, mixture of cis and trans
Purity
≥96%, FG
Packaging
5 kg
Price
$387
Updated
2021/03/22
Sigma-Aldrich
Product number
W340804
Product name
Methyl dihydrojasmonate, mixture of cis and trans
Purity
≥96%, FG
Packaging
10 kg
Price
$651
Updated
2021/03/22
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Methyl dihydrojasmonate Chemical Properties,Usage,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

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Methyl dihydrojasmonate Suppliers

Hubei chushuo Biotechnology Co., Ltd
Tel
191-07272398- ;
Email
2228954758@QQ.COM;3509784745@qq.com
Country
China
ProdList
239
Advantage
58
Shanghai Jiulin Industrial Co., Ltd.
Tel
15155460207
Email
2937566114@qq.com
Country
CHINA
ProdList
329
Advantage
58
Chengdu XiYa Chemical Technology Co., Ltd.
Tel
;
Fax
0539-6365991
Email
sale@xiyashiji.com;3007716753@qq.com
Country
China
ProdList
10578
Advantage
57
Jiangxi Baolin Natural Spices Co.Ltd.
Tel
0796-8180428-
Fax
0796-8116585
Email
1510355607@qq.com
Country
China
ProdList
118
Advantage
58
Tianjin Zhongxin Chemtech Co., Ltd.
Tel
022-66880623;022-89880623
Fax
86(0)22-66880086
Email
sales@tjzxchem.com;sales@tjzxchem.com
Country
China
ProdList
617
Advantage
60
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833-
Fax
86-10-82849933
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
21-61259100-
Fax
86-21-61259102
Email
sh@meryer.com
Country
China
ProdList
40264
Advantage
62
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386 / 800-988-0390
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24555
Advantage
81
Energy Chemical
Tel
021-58432009-
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
43496
Advantage
61
Adamas Reagent, Ltd.
Tel
400-600-9262
Email
bxy@titansci.com
Country
China
ProdList
13915
Advantage
59
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View Lastest Price from Methyl dihydrojasmonate manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Methyl dihydrojasmonate 24851-98-7
Price
US $0.00/Kg/Drum
Min. Order
200Kg/Drum
Purity
N/A
Supply Ability
80tons/month
Release date
2021-06-08
Hebei Guanlang Biotechnology Co., Ltd.
Product
Methyl dihydrojasmonate 24851-98-7
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2021-09-23
Hebei Crovell Biotech Co Ltd
Product
Methyl dihydrojasmonate 24851-98-7
Price
US $15.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 ton
Release date
2021-06-23

24851-98-7, Methyl dihydrojasmonateRelated Search:


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  • Alphabetical Listings
  • Flavors and Fragrances
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  • As an aroma chemical for use in flavor, fragrance, and other applications
  • VX:15689727968