CAS No.488-10-8,Jasmone Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	488-10-8
Name:	Jasmone
Article Data:	97

Formula:	C₁₁H₁₆O
Molecular Weight:	164.247
Synonyms:	2-Cyclopenten-1-one,3-methyl-2-(2-pentenyl)-, (Z)- (8CI);2-Cyclopenten-1-one,3-methyl-2-(2Z)-2-pentenyl- (9CI);Jasmone (6CI);(Z)-Jasmone;3-Methyl-2-(2-cis-pentenyl)-2-cyclopenten-1-one;3-Methyl-2-(cis-2-pentenyl)-2-cyclopenten-1-one;cis-Jasmone;
EINECS:	207-668-4
Density:	0.937 g/cm³
Melting Point:	203 - 205oC
Boiling Point:	264.2 °C at 760 mmHg
Flash Point:	107.2 °C
Solubility:	1.48g/L at 20℃
Appearance:	COA
Hazard Symbols:	Xi
Risk Codes:	36/37/38
Safety:	26-37/39
PSA:	17.07000
LogP:	3.02210

Synthetic route

: 7051-37-8
3-methyl-2-(2-pentynyl)-2-cyclopentenone

: 488-10-8
cis-jasmone

Conditions

Conditions	Yield
With hydrogen; Lindlar's catalyst In hexane	97%
With hydrogen; Lindlar's catalyst In ethyl acetate under 760 Torr;	95%
With hydrogen; Lindlar's catalyst In hexane	90%
With hydrogen; Lindlar's catalyst In ethanol	65%
Yield given;

: 82909-46-4
3-bromo-2-<(Z)-2-pentenyl>-2-cyclopenten-1-one

lithium dimethylcuprate: lithium dimethylcuprate

: 488-10-8
cis-jasmone

Conditions

Conditions	Yield
In diethyl ether 1.) -78 degC, 10 min., 2.) 0 degC, 1 h;	93%

: 4868-21-7
undec-8c-ene-2,5-dione

: 488-10-8
cis-jasmone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 4h; Heating;	92%
With potassium hydroxide In ethanol for 2h; Heating;	91%
With sodium hydroxide; water	88%

: 128192-01-8
2-(2-cis-pentenyl)-3-methyl-5-(phenylthio)-2-cyclopenten-1-one

: 488-10-8
cis-jasmone

Conditions

Conditions	Yield
With nickel In acetone	88%
With nickel

: 106763-43-3
methyl (Z)-2-<4-<(diethoxyphosphoryl)oxy>-1-oxo-4-pentenyl>-4-heptenoate

: 488-10-8
cis-jasmone

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran at 80℃; for 20h;	87%

: 32556-66-4, 32556-68-6, 87392-23-2, 131321-83-0, 135029-97-9, 135029-98-0
4-methyl-5-(2-pentenyl)cyclopent-2-en-1-one

: 488-10-8
cis-jasmone

Conditions

Conditions	Yield
With sodium methylate In methanol Ambient temperature;	83%

: ethyl (Z)-3-oxo-2-(2-oxopropyl)-6-nonenoate

: 488-10-8
cis-jasmone

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 95℃; for 0.5h;	76%

: 2-((4R,5S)-5-Ethyl-2-methoxy-[1,3]dioxolan-4-ylmethyl)-3-methyl-cyclopent-2-enone

: 488-10-8
cis-jasmone

Conditions

Conditions	Yield
In acetic anhydride for 6h; Heating;	75%

: 207798-52-5
1-methyl-2-pent-2-enyl-cyclopent-2-enol

: 488-10-8
cis-jasmone

Conditions

Conditions	Yield
With dipyridinium dichromate In dichloromethane at 0℃; for 1h;	74%

: 132604-79-6
2-(cis-2-Pentenyl)-3-<(phenylsulfonyl)methyl>-2-cyclopenten-1-one

: 488-10-8
cis-jasmone

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene for 1h; Heating;	71%
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene Heating; Yield given;

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Chemistry

Molecule structure of Jasmone (CAS NO.488-10-8):

IUPAC Name: 3-Methyl-2-[(Z)-pent-2-enyl]cyclopent-2-en-1-one
Molecular Weight: 164.24414 g/mol
Molecular Formula: C₁₁H₁₆O
Density: 0.937 g/cm³
Boiling Point: 264.2 °C at 760 mmHg
Flash Point: 107.2 °C
Index of Refraction: 1.491
Molar Refractivity: 50.77 cm³
Molar Volume: 175.1 cm³
Polarizability: 20.12×10^-24 cm³
Surface Tension: 31.1 dyne/cm
Enthalpy of Vaporization: 50.21 kJ/mol
Vapour Pressure: 0.00982 mmHg at 25 °C
XLogP3-AA: 2.2
H-Bond Acceptor: 1
Rotatable Bond Count: 3
Tautomer Count: 10
Exact Mass: 164.120115
MonoIsotopic Mass: 164.120115
Topological Polar Surface Area: 17.1
Heavy Atom Count: 12
Complexity: 233
Canonical SMILES: CCC=CCC1=C(CCC1=O)C
Isomeric SMILES: CC/C=C\CC1=C(CCC1=O)C
InChI: InChI=1S/C11H16O/c1-3-4-5-6-10-9(2)7-8-11(10)12/h4-5H,3,6-8H2,1-2H3/b5-4-
InChIKey: XMLSXPIVAXONDL-PLNGDYQASA-N
EINECS: 207-668-4
Product Categories: ketone Flavor

Uses

Jasmone (CAS NO.488-10-8) can act as an attractant or a repellent for various insects. However it is used primarily in perfumes and cosmetics. It also can be used in jasmine and mint flavor.

Production

Jasmone is manufactured within plants by the metabolism of jasmonate, from linolenic acid by the octadecanoid pathway.

Toxicity Data With Reference

1.		skn-rbt 500 mg/24H MOD		FCTXAV Food and Cosmetics Toxicology. 17 (1979),845.
2.		orl-rat LD50:5000 mg/kg		FCTXAV Food and Cosmetics Toxicology. 17 (1979),845.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 2
RTECS: GY7301000

Specification

Jasmone (CAS NO.488-10-8) is also named as (Z)-Jasmone ; 2-Cyclopenten-1-one, 3-methyl-2-(2-pentenyl)-, (Z)- ; 3-Methyl-2-(2-pentenyl)-2-cyclopenten-1-one, (Z)- ; 3-Methyl-2-(cis-2-penten-1-yl)-2-cyclopenten-1-one ; 4-07-00-00337 (Beilstein Handbook Reference) ; BRN 1907713 ; FEMA No. 3196 . It is a colorless to pale yellow liquid that has the odor of jasmine. It slightly soluble in water, soluble in ethanol, ether and carbon tetrachloride and oil.