Cyclopentadecanone supplier

Name
Cyclopentadecanone
EINECS 207-951-2
CAS No. 502-72-7
Article Data86
CAS DataBase
Density 0.854 g/cm³
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
Appearance white crystalline powder
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Exaltone;NSC 63900;Normuscone;
PSA 17.07000
LogP 5.03050

Synthetic route

: 4727-17-7
cyclopentadecanol

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
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

Conditions	Yield
With potassium hydroxide In methanol; water for 3h; Heating;	100%

: 34341-05-4
cyclopentadecanone oxime

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
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

Conditions	Yield
With hydrogen; palladium on activated charcoal	100%

: 14224-80-7
cyclopentadec-4-yn-1-one

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
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

Conditions	Yield
With hydrogenchloride In methanol	98%

: 32247-08-8
cyclopentadec-2-en-1-one

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
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

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethyl acetate	95%

: 57969-18-3
trans-cyclopentadec-5-enone

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol	91%

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

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
With hydrogen; palladium In ethanol	88%

: 2-(2-Azaheptyliden)cyclopentadecanon

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water for 15h; Heating;	86%

: 56888-60-9
N'-cyclopentadecylidene-4-methylbenzenesulfonohydrazide

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
Envirocat EPZG In water; acetone at 80℃; for 3h;	86%

: 114340-69-1
5-Iodo-cyclopentadecanone

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene Irradiation;	80%

: 133932-56-6
N-Cyclopentadecylidene-N'-methyl-hydrazine

A: 502-72-7
cyclopentadecanone

B: 1,1-Difluorocyclopentadecane

Conditions

Conditions	Yield
With iodine monofluoride In chloroform	A 5% B 80%

: (E)-1-Nitro-cyclopentadecene

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
With sodium tetrahydroborate; dihydrogen peroxide; potassium carbonate In methanol for 20h; Ambient temperature;	80%

: 19102-90-0
dimethyl hexadecanedioate

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
TiO2 + 2 % K2O In tetrahydrofuran at 350℃; Gas phase;	78%
With potassium tert-butylate In decalin at 190℃; for 48h;	6%
With N-ethyl-N-phenylamine; sodium- anschl. mit wss. H2SO4;

: 35720-56-0
5-Hydroxy-cyclopentadecanon

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
	78%

: 4727-18-8
2-hydroxycyclopentadecanone

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
With hydrogenchloride; zinc In 1,4-dioxane; water at 95 - 100℃; for 17h;	77%
With hydrogenchloride; ethanol; zinc
With hydrogen; 5%-palladium/activated carbon In toluene at 250℃; under 7500.75 Torr; for 1 - 5h;	62 - 93 %Chromat.

: 133932-51-1
Cyclopentadecanone hydrazone

A: 502-72-7
cyclopentadecanone

B: 1,1-Difluorocyclopentadecane

Conditions

Conditions	Yield
With iodine monofluoride In chloroform at 25℃;	A 50% B 40%

: 106051-54-1
1,2,10,11-tetraoxocyclotricosane-3,6,9,12,23-pentaone

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
thermal decomposition;	40%

: methyl cis-16-oxabicyclo[13.1.0]hexadecane-1-carboxylate

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
Stage #1: methyl cis-16-oxabicyclo[13.1.0]hexadecane-1-carboxylate With methanol; water; sodium hydroxide for 5h; Reflux; Stage #2: With hydrogenchloride; methanol; water for 1h; Reflux;	33%

: 15786-31-9
diethyl hexadecanedioate

A: 502-72-7
cyclopentadecanone

B: 121623-71-0
cyclotriacontane-1,16-dione

Conditions

Conditions	Yield
With potassium tert-butylate; xylene

: 505-54-4
thapsic acid

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
With metal oxide
at 300 - 500℃; Erhitzen von Salzen unter vermindertem Druck;
Thermische Zersetzung des Thoriumsalzes, des Cersalzes oder anderer Salze;

: 34959-19-8
1,16-hexadecanedioyl dichloride

A: 502-72-7
cyclopentadecanone

B: 121623-71-0
cyclotriacontane-1,16-dione

Conditions

Conditions	Yield
With diethyl ether; triethylamine 3-std. Kochen des Reaktionsprodukts mit aethanol. KOH;
With etheric solution; triethylamine Erhitzen des Reaktionsprodukts mit aethanol. KOH;

: 1034470-47-7
hexadecanedioic acid-anhydride

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
With metal oxide
at 300 - 500℃; Erhitzen von Salzen unter vermindertem Druck;
With metal oxide
at 300 - 500℃; Erhitzen von Salzen unter vermindertem Druck;

: 60-29-7
diethyl ether

: 34959-19-8
1,16-hexadecanedioyl dichloride

: 121-44-8
triethylamine

A: 502-72-7
cyclopentadecanone

B: 121623-71-0
cyclotriacontane-1,16-dione

Conditions

Conditions	Yield
beim Kochen des Reaktionsprodukts mit alkoh. KOH;

...Expand

: 21964-49-8
tetradeca-1,13-diene

: 4885-02-3
Dichloromethyl methyl ether

A: 502-72-7
cyclopentadecanone

B: 16556-72-2
2-nonylcyclohexanone

Conditions

Conditions	Yield
With 9-borabicyclo[3.3.1]nonane dimer; dimethylsulfide borane complex Product distribution;

...Expand

: 15210-25-0
bicyclo[10.3.0]pentadec-1(12)-en-13-one

: 502-72-7
cyclopentadecanone

: 55676-40-9
2-Brom-1-cyclopentadecen-1-carbonsaeuremethylester

: 502-72-7
cyclopentadecanone

Conditions

Conditions	Yield
With sodium hydroxide; sodium methylate 1.) methanol, reflux, 5 h, 2.) methanol, water, reflux, 7 h; Yield given. Multistep reaction;

: 502-72-7
cyclopentadecanone

: 90-11-9
1-Bromonaphthalene

: 1-Naphthylcyclopentadecanol

Conditions

Conditions	Yield
Stage #1: 1-Bromonaphthalene With iodine; magnesium In diethyl ether Grignard reaction; Stage #2: cyclopentadecanone In diethyl ether Grignard reaction;	100%

: 502-72-7
cyclopentadecanone

: 50635-71-7, 50635-72-8, 31350-93-3
1-chloroethyl p-tolyl sulfoxide

: 733016-26-7
1-[1-chloro-1-(p-tolylsulfinyl)ethyl]-1-cyclopentadecanol

Conditions

Conditions	Yield
at -70℃;	100%
Stage #1: 1-chloroethyl p-tolyl sulfoxide With lithium diisopropyl amide In tetrahydrofuran at -70℃; Stage #2: cyclopentadecanone In tetrahydrofuran at -70℃;
Stage #1: 1-chloroethyl p-tolyl sulfoxide With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.25h; Stage #2: cyclopentadecanone In tetrahydrofuran at -78℃; for 0.25h;

: 502-72-7
cyclopentadecanone

: 316-46-1
5-fluorouridine

: 1251763-86-6
5-fluoro-1-[(3a'R,4'R,6'R,6a'R)-3a',4',6',6a'-tetrahydro-6'-(hydroxymethyl)spiro[cyclopentadecane-1,2'-furo[3,4-d][1,3]dioxol]-4'-yl]pyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With hydrogenchloride; orthoformic acid triethyl ester In 1,4-dioxane; N,N-dimethyl-formamide at 20℃; for 24h;	100%
With orthoformic acid triethyl ester In N,N-dimethyl-formamide Acidic conditions;

: 502-72-7
cyclopentadecanone

: 102652-64-2
1,1-dichlorocyclopentadecane

Conditions

Conditions	Yield
With phosphorus pentachloride In benzene at 0 - 20℃; for 28h;	99%

: 502-72-7
cyclopentadecanone

: 59983-39-0
(S)-1-amino-2-(methoxymethyl)pyrrolidine

: Cyclopentadecylidene-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

Conditions

Conditions	Yield
at 70℃; for 20h; Condensation;	99%

: 502-72-7
cyclopentadecanone

: perdeuterated cyclopentadecanone

Conditions

Conditions	Yield
With water-d2; palladium on activated charcoal at 250℃; for 10h;	99%
With water-d2; palladium on activated charcoal at 250℃; for 10h;

: 502-72-7
cyclopentadecanone

: 107-21-1
ethylene glycol

: 184-41-8
cyclopentadecanone ethylene acetal

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In cyclohexane	98%
With toluene-4-sulfonic acid In toluene for 16h; Reflux;

: 502-72-7
cyclopentadecanone

: 145545-43-3
(1,1-dimethylethyl)diphenylsilyl cyanide

: 1-<<(1,1-dimethylethyl)diphenylsilyl>oxy>cyclopentadecanecarbonitrile

Conditions

Conditions	Yield
In dichloromethane at 25℃; for 72h;	97%

: 502-72-7
cyclopentadecanone

: 24824-93-9
chloromethyl p-tolyl sulfoxide

: 172467-95-7
1-[Chloro-(toluene-4-sulfinyl)-methyl]-cyclopentadecanol

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran at -78℃;	97%
With lithium diisopropyl amide at -78℃;	97%
With lithium diisopropyl amide 1.) THF, -78 deg C, 10 min, 2.) THF, -78 deg C, 10 min.; Yield given. Multistep reaction;

: 502-72-7
cyclopentadecanone

: 124-41-4
sodium methylate

: 892127-39-8
methyl cyclotetradec-1-ene-1-carboxylate

Conditions

Conditions	Yield
Stage #1: cyclopentadecanone With bromine In diethyl ether; toluene at 20 - 25℃; for 0.5h; Stage #2: sodium methylate In toluene at 20 - 25℃; for 0.5h;	97%

: 502-72-7
cyclopentadecanone

: 22483-09-6
2,2-dimethoxyethylamine

: N-(2,2-dimethoxyethyl)cyclopentadecanamine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; Inert atmosphere; Schlenk technique;	97%
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 24h; Inert atmosphere;	93%

: 502-72-7
cyclopentadecanone

: 24824-93-9
chloromethyl p-tolyl sulfoxide

: 851662-61-8
3'-(p-tolylsulfinyl)spiro[cyclopentadecane-1,2'-oxirane]

Conditions

Conditions	Yield
Stage #1: chloromethyl p-tolyl sulfoxide With lithium diisopropyl amide In tetrahydrofuran at -78℃; Stage #2: cyclopentadecanone In tetrahydrofuran at -78℃; Stage #3: With potassium tert-butylate In tetrahydrofuran; tert-butyl alcohol at 0℃;	94%

: 502-72-7
cyclopentadecanone

A: C15H26F2O

B: (+/-)-2-fluorocyclopentadecanone

Conditions

Conditions	Yield
With sodium dodecyl-sulfate; Selectfluor In water at 80℃; Micellar solution; regioselective reaction;	A n/a B 92%

: 502-72-7
cyclopentadecanone

: 28144-70-9
anthranilic acid amide

: spiro[cyclopentadecane-1,2′(1′H)-quinazolin]-4′(3′H)-one

Conditions

Conditions	Yield
With iodine; zirconium(IV) oxide In neat (no solvent) at 25℃; for 2h; Autoclave; Milling; Green chemistry;	91%

: 502-72-7
cyclopentadecanone

: 55264-50-1
8-hydroxycyclopentadecanone

Conditions

Conditions	Yield
With ferredoxin reductase; [2Fe–2S] ferredoxin; cytochrome P450 enzyme CYP101B1 In aq. buffer pH=7.4; Kinetics; Enzymatic reaction;	90%
In ethanol (microbiological transformation);

: 2564-83-2, 45842-10-2
2,2,6,6-Tetramethyl-1-piperidinyloxy free radical

: 502-72-7
cyclopentadecanone

: 2-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)cyclopentadecan-1-one

Conditions

Conditions	Yield
Stage #1: cyclopentadecanone With lithium chloride; lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.75h; Inert atmosphere; Stage #2: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical With ferrocenium hexafluorophosphate at -78℃; for 0.833333h;	90%

: 502-72-7
cyclopentadecanone

: 56345-01-8
(2E)-cyclopentadec-2-en-1-one

Conditions

Conditions	Yield
Stage #1: cyclopentadecanone With chloro-trimethyl-silane; lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; Stage #2: palladium diacetate In acetonitrile for 2h;	89%
Multi-step reaction with 2 steps 1: tetrahydrofuran / 24 h / 20 °C 2: hydrogen peroxide / tetrahydrofuran; H2O / 1 h View Scheme
Multi-step reaction with 3 steps 1: diethyl ether / 2 h / Ambient temperature 2: SO2Cl2 / hexane; diethyl ether 3: 92 percent / aq. NaHCO3 / CH2Cl2 / 4 h View Scheme

: 502-72-7
cyclopentadecanone

: 13307-75-0
(phenylthio)methyllithium

: 78514-60-0
1-(phenylthiomethyl)cyclopentadecanol

Conditions

Conditions	Yield
	88%
	85%

: 502-72-7
cyclopentadecanone

: 2101-87-3
p-methoxy-phenylazide

: 1352807-17-0
1-(4-methoxyphenyl)-1,4,5,6,7,8,9,10,11,12,13,14,15,16-tetradecahydro-1H-cyclopentadeca[d][1,2,3]triazole

Conditions

Conditions	Yield
With L-proline In dichloromethane at 80℃; Sealed tube;	87%

: 502-72-7
cyclopentadecanone

: 106-02-5
pentadecanolide

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 108h;	86%
Stage #1: cyclopentadecanone With N-hydroxyphthalimide; 1,1-Diphenylmethanol; 2,2'-azobis(isobutyronitrile); oxygen In acetonitrile at 75℃; under 760.051 Torr; for 22h; Baeyer-Villiger oxidation; Stage #2: With 1,1,1,3',3',3'-hexafluoro-propanol; toluene-4-sulfonic acid at 60℃; Baeyer-Villiger oxidation; Inert atmosphere;	70%
With potassium peroxomonosulphate; sulfuric acid; Petroleum ether at 50 - 65℃;

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

Product Name

Cyclopentadecanone

Synthetic route

Cyclopentadecanone Consensus Reports

Cyclopentadecanone Specification

Related Products

Hot Products