Dihydrojasmone
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Dihydrojasmone
structure -
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CAS No:
1128-08-1
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Formula:
C11H18O
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Chemical Name:
Dihydrojasmone
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Synonyms:
2-Cyclopenten-1-one,3-methyl-2-pentyl-;3-Methyl-2-pentyl-2-cyclopenten-1-one;Dihydrojasmone;3-Methyl-2-pentyl-2-cyclopentenone;2-Pentyl-3-methyl-2-cyclopentenone;2-Amyl-3-methyl-2-cyclopentenone;NSC 71928;2-n-Pentyl-3-methyl-2-cyclopenten-1-one;30966-11-1
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CAS No:
Description
2-Pentyl-3-methyl-2-cyclopenten-1-one is a colorless, slightly viscous liquid with a typical jasmine odor, resembling that of the naturally occurring (Z)-jasmone. Dihydrojasmone is produced by an acid-catalyzed rearrangement of 4-methyl-""-decalactone, which is readily obtained by radical addition of 2-octanol to acrylic acid. Dihydrojasmone is used in perfumery in jasmine bases and, more generally, in floral and fruity fragrances.
Dihydrojasmone is an aroma compound with the chemical formula C11H18O. It has a fruity, jasmine odor with woody and herbal undertones. Perfumery uses include natural green, woody, lavender and bergamot. Dihydrojasmone is found in citrus and in bergamot orange oil. Dihydrojasmone belongs to the family of ketones.
Colourless liquid; celery, herbacous, spicy aroma
3-methyl-2-pentylcyclopent-2-en-1-one is a cyclic ketone.
Dihydrojasmone Basic Attributes
166.26
166.26
1906471
214-434-5
Y953R7PP90
71928
DTXSID4051584
2914299000
Characteristics
17.1
3.24610
Colourless liquid; celery, herbacous, spicy aroma
0.9176 g/cm3 @ Temp: 20 °C
75-76 °C @ Press: 1 Torr
230 °F
n 20/D 1.479(lit.)
Soluble in fats; Very slightly soluble in water
Keep tightly closed. Store in a cool dry place.
0.0575mmHg at 25°C
The acute oral LD 50 in rats was reported as 2.5 g/kg (1.79-3.50 g/kg) (Keating, 1972). The acute dermal LD 50 value in rabbits was reported as 5 g/kg (Keating, 1972).
Safety Information
NONH for all modes of transport
2
GY7302000
P264, P280, P305+P351+P338, P33, P313
H319
|Warning|H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]|P264, P280, P305+P351+P338, and P337+P313|Aggregated GHS information provided by 1634 companies from 3 notifications to the ECHA C&L Inventory.
Dihydrojasmone Use and Manufacturing
There are many synthetic methods, catalytic reduction of jasmone, or condensation of 2, 5-undecanedione in sodium hydroxide ethanol solution, or condensation of acrylate and double octanol under peroxide catalysis, and then dehydration After rearrangement, dihydrojasmone can be obtained. Undecanedione method. The 2, 5-undecanedione, ethanol, and 2% sodium hydroxide solution were heated to reflux for 6 hours under the protection of nitrogen. The reaction solution was concentrated and extracted with petroleum ether. The extract was evaporated to remove the solvent and then distilled under reduced pressure to collect 113- The fraction at 115°C (1.33kPa) is the finished product.
There are various synthesis methods, catalytic reduction of jasmonone, or condensation of 2,5-undecanedione in sodium hydroxide ethanol solution, or condensation of acrylate and heavy octanol under peroxide catalysis, and then dehydration After rearrangement, dihydrojasmone can be prepared. Undecanedione method. The 2,5-undecanedione, ethanol, and 2% sodium hydroxide solution were heated to reflux under nitrogen for 6 hours. The reaction solution was concentrated and extracted with petroleum ether. The extract was distilled off of the solvent and then distilled under reduced pressure to collect 113- 115℃ (1.33kPa) fraction, that is, finished product.
2-Cyclopenten-1-one, 3-methyl-2-pentyl-: ACTIVE
Food additives -> Flavoring Agents|Flavoring Agents -> JECFA Flavorings Index
Flavoring Agents
Computed Properties
Molecular Weight:166.26
XLogP3:2.9
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:4
Exact Mass:166.135765193
Monoisotopic Mass:166.135765193
Topological Polar Surface Area:17.1
Heavy Atom Count:12
Complexity:201
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Price Analysis
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