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Cyclopentadecanone

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Name

Cyclopentadecanone

EINECS 207-951-2
CAS No. 502-72-7 Density 0.854 g/cm3
PSA 17.07000 LogP 5.03050
Solubility 578μg/L at 20℃ Melting Point 63-65 °C(lit.)
Formula C15H28O Boiling Point 338.3 °C at 760 mmHg
Molecular Weight 224.387 Flash Point 139 °C
Transport Information N/A Appearance white crystalline powder
Safety 22-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 502-72-7 (Cyclopentadecanone) Hazard Symbols N/A
Synonyms

Exaltone;NSC 63900;Normuscone;

Article Data 86

Cyclopentadecanone Synthetic route

4727-17-7

cyclopentadecanol

502-72-7

cyclopentadecanone

Conditions
ConditionsYield
With Amberlyst A26 resin bound bis(azido)iodate(I) In acetonitrile at 20℃; for 18h; Irradiation; Inert atmosphere;100%
With iodine; [bis(pyridine)iodine]+ tetrafluoroborate; caesium carbonate In acetonitrile at 60℃; for 7h;92%
With chromium(VI) oxide; sulfuric acid; benzene
52794-21-5

2-Oxocyclopentadecancarbonsaeure-methylester

502-72-7

cyclopentadecanone

Conditions
ConditionsYield
With potassium hydroxide In methanol; water for 3h; Heating;100%
34341-05-4

cyclopentadecanone oxime

502-72-7

cyclopentadecanone

Conditions
ConditionsYield
With 2,2'-dipyridyldiselenide; trimethylphosphane In tetrahydrofuran; toluene at 20℃; for 0.5h; Product distribution; Further Variations:; Reagents; Solvents;100%
With diphenyldisulfane; triethylphosphine In tetrahydrofuran for 0.333333h; Ambient temperature;92%
Stage #1: cyclopentadecanone oxime With diphenyldisulfane; trimethylphosphane In tetrahydrofuran at 20℃;
Stage #2: With water In tetrahydrofuran Further stages.;
With gold(III) tribromide; dimethylglyoxal In ethanol; water at 20℃; for 15h; pH=7;100 %Spectr.
56345-01-8

(2E)-cyclopentadec-2-en-1-one

502-72-7

cyclopentadecanone

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal100%
14224-80-7

cyclopentadec-4-yn-1-one

502-72-7

cyclopentadecanone

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In ethanol at 20℃; under 3750.38 Torr; for 8h; Temperature; Autoclave;99%
184-41-8

cyclopentadecanone ethylene acetal

502-72-7

cyclopentadecanone

Conditions
ConditionsYield
With hydrogenchloride In methanol98%
32247-08-8

cyclopentadec-2-en-1-one

502-72-7

cyclopentadecanone

Conditions
ConditionsYield
With enone reductase from Sporidiobolus salmonicolor TPU 2001; NADH In aq. phosphate buffer at 30℃; for 1h; pH=7; Kinetics; Enzymatic reaction;97.5%

(3E,7E,9E)-Cyclopentadeca-3,7,9-trienone

502-72-7

cyclopentadecanone

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethyl acetate95%
57969-18-3

trans-cyclopentadec-5-enone

502-72-7

cyclopentadecanone

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol91%

cyclopentadeca-4E,12E-dien-1-one

502-72-7

cyclopentadecanone

Conditions
ConditionsYield
With hydrogen; palladium In ethanol88%

Cyclopentadecanone Consensus Reports

Reported in EPA TSCA Inventory.

Cyclopentadecanone Specification

The Cyclopentadecanone is an organic compound with the formula C15H28O. The IUPAC name of this chemical is cyclopentadecanone. With the CAS registry number 502-72-7, it is also named as Exaltone. The product's categories are C15 to C38; Carbonyl Compounds; Ketones. Besides, it is a white crystalline powder, which should be stored in a closed ventilated and dry place. It is widely used in the preparation of flavor.

Physical properties about Cyclopentadecanone are: (1)ACD/LogP: 5.84; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.84; (4)ACD/LogD (pH 7.4): 5.84; (5)ACD/BCF (pH 5.5): 16177.82; (6)ACD/BCF (pH 7.4): 16177.82; (7)ACD/KOC (pH 5.5): 35837.05; (8)ACD/KOC (pH 7.4): 35837.05; (9)#H bond acceptors: 1; (10)Polar Surface Area: 17.07 Å2; (11)Index of Refraction: 1.44; (12)Molar Refractivity: 69.3 cm3; (13)Molar Volume: 262.5 cm3; (14)Polarizability: 27.47×10-24cm3; (15)Surface Tension: 28.4 dyne/cm; (16)Density: 0.854 g/cm3; (17)Flash Point: 139 °C; (18)Enthalpy of Vaporization: 58.16 kJ/mol; (19)Boiling Point: 338.3 °C at 760 mmHg; (20)Vapour Pressure: 9.92E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-hydroxy-cyclopentadecanone. This reaction will need reagent zinc-powder, HCl and ethanol.



Uses of Cyclopentadecanone: it can be used to produce 2-methylenecyclopentadecanone ny heating. It will need reagent N-methylanilinium trifluoroacetate and solvent dioxane with reaction time of 8.3 hours. The yield is about 55%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1CCCCCCCCCCCCCC1
(2)InChI: InChI=1/C15H28O/c16-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-15/h1-14H2
(3)InChIKey: OSOIQJGOYGSIMF-UHFFFAOYAB
(4)Std. InChI: InChI=1S/C15H28O/c16-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-15/h1-14H2
(5)Std. InChIKey: OSOIQJGOYGSIMF-UHFFFAOYSA-N

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