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METHYL JASMONATE

Product Name
METHYL JASMONATE
CAS No.
1211-29-6
Chemical Name
METHYL JASMONATE
Synonyms
Methyl cis-jasmonate;JASMONIC ACID METHYL ESTER;(1R)-3-Oxo-2α-[(Z)-2-pentenyl]-1α-cyclopentaneacetic acid methyl ester;Cmc_7389;Cmc_13964;FEMA 3410;JASMONEIGE;,2beta(z)]]-;METHYL JASMONATE;(-)-methyljasmonate
CBNumber
CB4100148
Molecular Formula
C13H20O3
Formula Weight
224.3
MOL File
1211-29-6.mol
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METHYL JASMONATE Property

Boiling point:
110 °C0.2 mm Hg(lit.)
alpha 
D -76.5° (c = 3.4 in CH3OH)
Density 
1.03 g/mL at 25 °C(lit.)
FEMA 
3410 | METHYL JASMONATE
refractive index 
n20/D 1.474(lit.)
Flash point:
>230 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
Almost insoluble in water, soluble in alcohol and oils.
form 
oily liquid
Specific Gravity
1.02
color 
Colorless
Odor
at 100.00 %. floral fresh petal magnolia oily waxy
Odor Type
floral
JECFA Number
1400
LogP
2.12
CAS DataBase Reference
1211-29-6(CAS DataBase Reference)
EPA Substance Registry System
Cyclopentaneacetic acid, 3-oxo-2-(2Z)-2-pentenyl-, methyl ester, (1R,2R)- (1211-29-6)
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Safety

WGK Germany 
3
Hazardous Substances Data
1211-29-6(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
J210535
Product name
(-)-JasmonicAcidMethylEster
Packaging
5mg
Price
$880
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0013577
Product name
3-OXO-2-(2-PENTENYL)CYCLOPENTANEACETIC ACID METHYL ESTER
Purity
95.00%
Packaging
5G
Price
$1163.09
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0013577
Product name
3-OXO-2-(2-PENTENYL)CYCLOPENTANEACETIC ACID METHYL ESTER
Purity
95.00%
Packaging
1G
Price
$224.7
Updated
2021/12/16
Chemenu
Product number
CM202237
Product name
Methyl2-((1R,2R)-3-oxo-2-((Z)-pent-2-en-1-yl)cyclopentyl)acetate
Purity
95%
Packaging
100g
Price
$317
Updated
2021/12/16
Crysdot
Product number
CD13025718
Product name
Methyl2-((1R,2R)-3-oxo-2-((Z)-pent-2-en-1-yl)cyclopentyl)acetate
Purity
95+%
Packaging
100g
Price
$339
Updated
2021/12/16
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METHYL JASMONATE Chemical Properties,Usage,Production

Description

Methyl jasmonate has a powerful, floral-herbaceous, sweet, persistent odor. Can be isolated from jasmine oil; or it may be prepared synthetically (probably in the trans-form) from muconic acid via the methyl-3-oxo-cyclopenthyl acetate.

Chemical Properties

Methyl jasmonate has a powerful, floral–herbaceous, sweet, persistent odor.

Chemical Properties

METHYL JASMONATE is a volatile component of jasmine flower absolute. It is a colorless to pale yellow liquid, bp0.125 kPa 116–118 °C, d20 20 1.022–1.028, n20 D 1.473–1.477, possessing an odor reminiscent of the floral heart of jasmine. Synthesis of the title compound is accomplished by reaction of (2Z)-2-buten-1-yl bromide with Li in the presence of copper-(I) iodide, and the product is treated with a mixture of 2-methylene- and 4-methylene-3-oxocyclopentylacetic acid methyl ester. The aforementioned ester mixture is obtained by reaction of methyl 3-oxocyclopentylacetate with formaldehyde.
An alternative route uses a palladium-catalyzed decarboxylation of the readily available substituted allyl 2-oxocyclopentanecarboxylates, which leads to the corresponding cyclopentenones. Addition of dimethylmalonate, with subsequent saponification/decarboxylation and, if necessary, (Z)-selective hydrogenation, yields methyl jasmonate:
Methyl jasmonate exists in an equilibrium mixture in which the trans-isomer dominates. But of all possible four enantiomeric isomers, chiefly the minor (+)-cis-isomer is responsible for the typical sensory properties of methyl jasmonate. Therefore, several approaches to obtain this material selectively have been developed either by directed syntheses or by enrichment using special isomerization distillation techniques.
Methyl jasmonate is used in fine fragrances where it provides rich, soft effects in jasmine and muguet compositions.

Occurrence

Reportedly identified in jasmine oil (Jasminum grandiflorum L.) and in Tunisian rosemary. Also found in lemon peel oil, peppermint oil and green and fermented tea

Uses

(-)-Jasmonic Acid Methyl Ester can be used in biological study where it can exert concn.-dependent effect on SE1 and upregulated SE1 expression in both young and mature leaves of Gynostemma pentaphyllum, with greater upregulation in young leaves than in mature leaves.

Uses

Methyl ester in perfumes.

Definition

ChEBI: A jasmonate ester that is the methyl ester of jasmonic acid.

Aroma threshold values

Detection: 5.7 ppm

Taste threshold values

Taste characteristics at 15 ppm: floral, fruity, green, waxy, seedy and melon-like

Trade name

Jasmoneige® (Nippon Zeon), Splendione® (Firmenich)

Synthesis

Can be isolated from jasmine oil; synthetically it can be prepared (probably in the trans-form) from muconic acid via the methyl-3-oxo-cyclopentyl acetate

METHYL JASMONATE Preparation Products And Raw materials

Raw materials

Preparation Products

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METHYL JASMONATE Suppliers

Wako Pure Chemical Industries, Ltd.
Tel
--
Fax
--
Email
labchem-tec@wako-chem.co.jp
Country
Japan
ProdList
6819
Advantage
80
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View Lastest Price from METHYL JASMONATE manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Methyl Jasmonate 1211-29-6
Price
US $60.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-05-16
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Methyl Jasmonate 1211-29-6
Price
US $0.00/ml
Min. Order
5ml
Purity
≥95.0%
Supply Ability
10kg/month
Release date
2021-09-29
Hebei Weibang Biotechnology Co., Ltd
Product
METHYL JASMONATE 1211-29-6
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-21

1211-29-6, METHYL JASMONATERelated Search:


  • (1R)-3-Oxo-2α-[(Z)-2-pentenyl]-1α-cyclopentaneacetic acid methyl ester
  • (1R)-3-Oxo-2α-[(Z)-2-pentenyl]cyclopentane-1α-acetic acid methyl ester
  • (1R,2S)-2-[(Z)-2-Pentenyl]-3-oxocyclopentane-1-acetic acid methyl ester
  • Methyl 3R,7S-jasmonate
  • (1R)-3-Oxo-2β-[(Z)-2-pentenyl]cyclopentaneacetic acid methyl ester
  • Methyl cis-jasmonate
  • Methyl 2-(3-oxo-2-((Z)-pent-2-enyl)-cyclopentyl)-acetate
  • (3R,7R)-Methyl jasmonate
  • Cmc_13964
  • Cmc_7389
  • Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester, (Z)-trans- (8ci)
  • (1R,2R)-3-Oxo-2-(2Z)-2-penten-1-ylcyclopentaneacetic acid methyl ester
  • methyl [1R-[1alpha,2beta(Z)]]-3-oxo-2-(pent-2-enyl)cyclopentaneacetate
  • TRANS-3-OCTEN-2-ONE 98+%
  • (-)-JASMONIC ACID METHYL ESTER 98% (HPLC)
  • (±)-JASMONIC ACID METHYL ESTER 95% (HPLC)
  • methyljasmonate,(E)-methyljasmonate
  • Cyclopentaneacetic acid, 3-oxo-2-(2Z)-2-pentenyl-, methyl ester, (1R,2R)-
  • 2-(2-PENTENYL)-3-METHOXYCARBONYLMETHYLCYCLOPENTANONE
  • 3-OXO-2-(2-PENTENYL)CYCLOPENTANEACETIC ACID METHYL ESTER
  • METHYL 3-OXO-2-(2-PENTENYL)CYCLOPENTANEACETATE
  • METHYL (+/-)-JASMINATE
  • METHYL (+/-)-JASMONATE
  • METHYL JASMONATE
  • JASMONIC ACID METHYL ESTER
  • FEMA 3410
  • ,2beta(z)]]-
  • 3-oxo-2-(2-pentenyl)-,methylester,[1R-[1.alpha.,2.beta.(Z)]]-Cyclopentaneaceticacid
  • Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester, [1R-[1alpha,2beta(Z)]]-
  • Cyclopentaneacetic acid, 3-oxo-trans-2-(cis-2-pentenyl), methyl ester
  • Cyclopentaneaceticacid,3-oxo-2-(2-pentenyl)-,methylester,[1R-[1.alpha.,2.beta.(Z)]]-
  • cyclopentaneaceticacid,3-oxo-2-(2-pentenyl)-,methylester,[1theta-[1alpha
  • Cyclopentaneaceticacid,3-oxo-trans-2-(cis-2-pentenyl),methylester
  • Methyl (3-oxo-2-[(2E)-2-pentenyl]cyclopentyl)acetate
  • methyl(1r-(1a,2b(z)))
  • methyl(1r-(1a,2b(z)))-3-
  • methyl(1r-(1a,2b(z)))-3-oxo-2-(pent-2-enyl)cyclopentaneacetate
  • Methyl 2-((1R,2R)-3-oxo-2-((Z)-pent-2-en-1-yl)cyclopentyl)acetate
  • (Z)-methyl epi-jasmonate
  • Anabasine Methyl (2-pent-2-enyl-3-oxo-1-cyclopentyl)acetate
  • Jasmonic Acid Impurity 6 ((-)-Jasmonic Acid Methyl Ester)
  • (-)-methyljasmonate
  • METHYL JASMONATE USP/EP/BP
  • JASMONEIGE
  • Methyl Jasmonate CAS No.?1211-29-6?with Best Price
  • Methyl [1R-[1?,2?(Z)]]-3-oxo-2-(pent-2-enyl)cyclopentaneacetate
  • 2-Nitro-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene 102121-55-1
  • METHYL JASMONATE,Methyl dihydrojasmonate
  • 1211-29-6
  • 39924-52-3
  • Organic Building Blocks
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  • Plant Growth Regulators
  • C12 to C63
  • Carbonyl Compounds
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