3-Nonen-2-one supplier | CasNO.14309-57-0

Name
3-Nonen-2-one
EINECS 238-248-9
CAS No. 14309-57-0
Article Data16
CAS DataBase
Density 0.835 g/cm³
Solubility
Melting Point
Formula C₉H₁₆O
Boiling Point 201.89 °C at 760 mmHg
Molecular Weight 140.225
Flash Point 81.667 °C
Transport Information
Appearance Colourless liquid
Safety 16
Risk Codes 11
Molecular Structure
Hazard Symbols R36/37:Irritating to eyes and respiratory system.;
Synonyms Non-3-en-2-one;
PSA 17.07000
LogP 2.71190

Synthetic route

: oxime of 3-nonen-2-one

: 14309-57-0
Non-3-en-2-on

Conditions

Conditions	Yield
With (Bu4N)2S2O8 In 1,2-dichloro-ethane for 1.5h; Heating;	93%

: 4202-14-6
dimethyl (2-oxopropyl)phosphonate

: 66-25-1
hexanal

: 14309-57-0
Non-3-en-2-on

Conditions

Conditions	Yield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane; water for 12h;	82%

: 80387-31-1
(3E,5E)-nona-3,5-dien-2-one

: 14309-57-0
Non-3-en-2-on

Conditions

Conditions	Yield
With <(But2PH)PdPBut2>2 pretreated with O2; hydrogen In tetrahydrofuran for 1.5h; Ambient temperature;	59%

: 66-25-1
hexanal

: 67-64-1
acetone

: 14309-57-0
Non-3-en-2-on

Conditions

Conditions	Yield
With sodium hydroxide
With piperidine; acetic acid
With L-proline In water at 20℃; Aldol condensation;

: 57374-31-9
2-acetoxy-non-2-ene

: 14309-57-0
Non-3-en-2-on

Conditions

Conditions	Yield
With potassium acetate; acetic acid

: 592-76-7
1-Heptene

: 108-24-7
acetic anhydride

: 14309-57-0
Non-3-en-2-on

Conditions

Conditions	Yield
With zinc(II) chloride

: 110-62-3
pentanal

: 67-64-1
acetone

: 14309-57-0
Non-3-en-2-on

Conditions

Conditions	Yield
(i) aq. NaOH, (ii) H2SO4; Multistep reaction;

: 705-86-2
(+/-)-δ-decanolactone

A: 14309-57-0
Non-3-en-2-on

B: 6175-23-1
2,4-nonanedione

C: 1038622-41-1
4-hydroxy-2-nonanone

D: 60-12-8
2-phenylethanol

E: 91525-87-0
nonane-2,4-diol

F: 66-25-1
hexanal

Conditions

Conditions	Yield
at 25℃; for 72h; Product distribution; Fusarium solani; degradative patways of alkano-δ-lactones by fungus Fusarium solani;

...Expand

: 592-76-7
1-Heptene

: 75-36-5
acetyl chloride

: 14309-57-0
Non-3-en-2-on

Conditions

Conditions	Yield
With tetraethylammonium chloride In dichloromethane at -10 - -5℃; electrolysis (undivided cell, Al-anode, Cu-cathode);	23 % Chromat.

: 66-25-1
hexanal

: 67-64-1
acetone

A: 14309-57-0
Non-3-en-2-on

B: 102368-24-1
(4S)-4-hydroxynonan-2-one

C: (R)-4-hydroxyl-2-nonenone

Conditions

Conditions	Yield
Stage #1: acetone With L-proline In N,N-dimethyl-formamide at 10℃; for 0.5h; Aldol Addition; Sealed tube; Stage #2: hexanal In N,N-dimethyl-formamide at 10℃; for 48h; Concentration; Solvent; Sealed tube; enantioselective reaction;	A 72 %Spectr. B 22 %Spectr. C n/a

...Expand

: 66-25-1
hexanal

: 67-64-1
acetone

A: 14309-57-0
Non-3-en-2-on

B: C13H26O2

C: 102368-24-1
(4S)-4-hydroxynonan-2-one

D: (R)-4-hydroxyl-2-nonenone

Conditions

Conditions	Yield
Stage #1: acetone With L-proline In N,N-dimethyl-formamide at 10℃; for 0.5h; Aldol Addition; Sealed tube; Stage #2: hexanal In N,N-dimethyl-formamide at 10℃; for 48h; Concentration; Sealed tube; enantioselective reaction;	A 13 %Spectr. B 30 %Spectr. C 34 %Spectr. D n/a

...Expand

: 66-25-1
hexanal

: 1439-36-7
1-triphenylphosphoranylidene-2-propanone

: 14309-57-0
Non-3-en-2-on

Conditions

Conditions	Yield
In dichloromethane at 80℃; for 19h; Wittig Olefination; Inert atmosphere; Sealed tube;
In tetrahydrofuran for 48h; Inert atmosphere; Reflux;

: 66-25-1
hexanal

: 67-63-0
isopropyl alcohol

A: 14309-57-0
Non-3-en-2-on

B: 64935-38-2, 99915-14-7, 13019-16-4
2-(n-butyl)-2-octenal

C: 111-27-3
hexan-1-ol

Conditions

Conditions	Yield
With hafnium based tannic acid catalyst at 100℃; for 10h; Meerwein-Ponndorf-Verley Reduction; Sealed tube;	A n/a B n/a C 65.5 %Chromat.

...Expand

: 14309-57-0
Non-3-en-2-on

: 98-80-6
phenylboronic acid

: 501919-45-5
(4S)-4-phenylnonan-2-one

Conditions

Conditions	Yield
With chlorobis(ethylene)rhodium(I) dimer; (R,R)-1,4-dimethyl-2,5-di(3',5'-di(trifluoromethyl)phenyl)bicyclo[2.2.2]octane-2,5-diene; potassium hydroxide In 1,4-dioxane; water at 20℃; for 3h; enantioselective reaction;	99%
With chlorobis(ethylene)rhodium(I) dimer; C41H24F12O2P2; potassium hydroxide In water; toluene at 20℃; for 0.5h; Inert atmosphere; Schlenk technique; enantioselective reaction;	99%
With chlorobis(ethylene)rhodium(I) dimer; (1R,4R,7R)-2,6-dimethylphenyl 7-isopropyl-5-methylbicyclo[2.2.2]octa-2,5-diene-2-carboxylate; potassium hydroxide In 1,4-dioxane; water at 50℃; for 12h; optical yield given as %ee; enantioselective reaction;	97%

: 7677-24-9
trimethylsilyl cyanide

: 14309-57-0
Non-3-en-2-on

: 2-(2-oxopropyl)heptanenitrile

Conditions

Conditions	Yield
With water; caesium carbonate In 1,4-dioxane for 3h; Inert atmosphere; Reflux; regioselective reaction;	99%

: 14309-57-0
Non-3-en-2-on

: 98-80-6
phenylboronic acid

: (S)-3-phenylnonan-2-one

Conditions

Conditions	Yield
With chlorobis(ethylene)rhodium(I) dimer; (R,R)-1,4-dimethyl-2,5-di(3',5'-di(trifluoromethyl)phenyl)bicyclo[2.2.2]octane-2,5-diene; potassium hydroxide In methanol; dichloromethane at 30℃; for 3h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	99%

: 14309-57-0
Non-3-en-2-on

: 98-80-6
phenylboronic acid

: 435269-67-3
(4R)-4-phenylnonan-2-one

Conditions

Conditions	Yield
With BF4(1-)*C68H44N2O4P2Rh(1+); water; potassium hydroxide In 1,4-dioxane at 60℃; for 1h; Anaerobic conditions; Combinatorial reaction / High throughput screening (HTS); optical yield given as %ee; enantioselective reaction;	99%
With chlorobis(ethylene)rhodium(I) dimer; (R)-[6,6'-bis(bis(3,5-di(trifluoromethyl)phenyl)phosphino)-2,2',3,3'-tetrahydro-5,5'-bibenzo[b][1,4]dioxine]; potassium hydroxide In water; toluene at 20℃; for 60h; Hayashi-Miyaura reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	92%

: 14309-57-0
Non-3-en-2-on

: 63503-60-6
3-chlorophenylboronic acid

: 1346758-83-5
(S)-4-(3-chlorophenyl)nonan-2-one

Conditions

Conditions	Yield
With chlorobis(ethylene)rhodium(I) dimer; (S,S)-1,1'-(1,7,7-trimethylbicyclo[2.2.1]hepta-2,5-diene-2,5-diyl)dinaphthalene; triethylamine In ethanol at 20℃; for 16h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	99%

: 14309-57-0
Non-3-en-2-on

: 128796-39-4
4-trifluoromethylphenylboronic acid

: (S)-4-(4-(trifluoromethyl)phenyl)nonan-2-one

Conditions

Conditions	Yield
With chlorobis(ethylene)rhodium(I) dimer; (S,S)-1,1'-(1,7,7-trimethylbicyclo[2.2.1]hepta-2,5-diene-2,5-diyl)dinaphthalene; triethylamine In ethanol at 20℃; for 72h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	99%

: 14309-57-0
Non-3-en-2-on

: 5720-05-8
4-methylphenylboronic acid

: (S)-4-p-tolylnonan-2-one

Conditions

Conditions	Yield
With chlorobis(ethylene)rhodium(I) dimer; (S,S)-1,1'-(1,7,7-trimethylbicyclo[2.2.1]hepta-2,5-diene-2,5-diyl)dinaphthalene; triethylamine In ethanol at 20℃; for 29h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	98%

: 14309-57-0
Non-3-en-2-on

: 1679-18-1
4-Chlorophenylboronic acid

: 1346758-81-3
(S)-4-(4-chlorophenyl)nonan-2-one

Conditions

Conditions	Yield
With chlorobis(ethylene)rhodium(I) dimer; (S,S)-1,1'-(1,7,7-trimethylbicyclo[2.2.1]hepta-2,5-diene-2,5-diyl)dinaphthalene; triethylamine In ethanol at 20℃; for 24h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	98%

: bis(pinacolato)diborane

: 14309-57-0
Non-3-en-2-on

: 1293289-38-9
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nonan-2-one

Conditions

Conditions	Yield
With picoline; copper(ll) sulfate pentahydrate In water at 20℃;	98%

: 14309-57-0
Non-3-en-2-on

: C11H15BNO4(1-)*Li(1+)

: C15H23NO2

Conditions

Conditions	Yield
With bis(norbornadiene)rhodium(l)tetrafluoroborate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) In 1,4-dioxane at 95℃; for 16h; enantioselective reaction;	97%

: 14309-57-0
Non-3-en-2-on

: 3406-02-8
bis(phenylsulfonyl)methane

: 1266679-13-3
R-4-(bis(phenylsulfonyl)methyl)nonan-2-one

Conditions

Conditions	Yield
With 9-epi-9-amino-9-deoxyquinine; benzoic acid In 1,4-dioxane at 35℃; for 48h; Michael condensation; optical yield given as %ee; enantioselective reaction;	97%

: 120-72-9
indole

: 14309-57-0
Non-3-en-2-on

: 4-(1H-indol-3-yl)nonan-2-one

Conditions

Conditions	Yield
With tin(II) chloride dihdyrate In isopropyl alcohol at 20℃; for 96h; conjugated Friedel-Crafts alkylation;	96%
With [Cp2Hf2(H2O)6(μ2-OH)2(OSO2C4F9)4·4H2O·2THF] In acetonitrile at 20℃; for 3h; Reagent/catalyst; Michael Addition;	94%
With 3 In acetonitrile at 20℃;	87%

: 530-48-3
1,1-Diphenylethylene

: 14309-57-0
Non-3-en-2-on

: C23H28O

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In dichloromethane at 25℃; for 1h;	96%

: 14309-57-0
Non-3-en-2-on

: 557-20-0
diethylzinc

: 87148-00-3
rac-4-ethylnonan-2-one

Conditions

Conditions	Yield
Stage #1: diethylzinc With [3-[(1R,2R)-2-(3,5-di-tert-butyl-2-hydroxybenzylamino)cyclohexyl]-1-isopropyl-4-phenyl-3H-imidazol-1-ylidene]copper(I) bromide In diethyl ether at 25℃; for 0.25h; Inert atmosphere; Stage #2: Non-3-en-2-on In diethyl ether at 25℃; for 1.16667h; Inert atmosphere; Stage #3: With hydrogenchloride; water In diethyl ether	95%

: 3262-89-3
triphenylboroxine

: 14309-57-0
Non-3-en-2-on

: 435269-67-3
(4R)-4-phenylnonan-2-one

Conditions

Conditions	Yield
With potassium hydroxide; [RhCl((S,S)-2,5-dibenzylbicyclo[2.2.2]octa-2,5-diene)]2 In 1,4-dioxane; water Heating;	93%

: 14309-57-0
Non-3-en-2-on

: 64420-86-6
O-p-toluenesulfonyl benzyloxyhydroxamate

: 1096017-04-7
benzyl 2-acetyl-3-pentylaziridine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: Non-3-en-2-on With 1.5C13H17NO4*C20H27N3O In chloroform at 23℃; for 0.166667h; Stage #2: O-p-toluenesulfonyl benzyloxyhydroxamate With sodium hydrogencarbonate In chloroform at 23℃; for 24h; optical yield given as %ee; enantioselective reaction;	93%

: 14309-57-0
Non-3-en-2-on

: C9H12BO3S(1-)*Li(1+)

: 4-thiophen-3-ylnonan-2-one

Conditions

Conditions	Yield
With bis(norbornadiene)rhodium(l)tetrafluoroborate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) In 1,4-dioxane at 95℃; for 16h; enantioselective reaction;	93%

: 14309-57-0
Non-3-en-2-on

: 821-55-6
2-Nonanone

Conditions

Conditions	Yield
With CuF(PPh3)3*2MeOH; bis[2-(diphenylphosphino)phenyl] ether In toluene at 25℃; for 15h; Inert atmosphere; chemoselective reaction;	93%
With triethylsilane; sulfuric acid; 5%-palladium/activated carbon In tetrahydrofuran at 20℃; for 0.5h;	91%
With hydrogen In ethanol; water at 25℃; under 760.051 Torr; for 12h; chemoselective reaction;	88%
With hydrido(phosphonite)cobalt(I); 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In tetrahydrofuran at 20℃; for 16h; Inert atmosphere; Sealed tube; Irradiation; Schlenk technique;	63%
With (2,6-bis((diphenylphosphino)methyl)-3,5-dimethylphenyl)palladium(II) chloride; potassium carbonate; butan-1-ol for 12h; Reflux; chemoselective reaction;	68 %Chromat.

: 14309-57-0
Non-3-en-2-on

: 29681-57-0
tert-butyldimethylsilane

: 1190963-31-5
(Z)-2-tert-butyldimethylsiloxy-2-nonene

Conditions

Conditions	Yield
With palladium diacetate; tricyclohexylphosphine In toluene at 60℃; for 10h; Inert atmosphere; stereoselective reaction;	92%

: 14309-57-0
Non-3-en-2-on

: 98-80-6
phenylboronic acid

: (R)-4-Phenyl-nonan-2-one

Conditions

Conditions	Yield
With chlorobis(ethylene)rhodium(I) dimer; (R)-[6,6'-bis(bis(3,5-di(trifluoromethyl)phenyl)phosphino)-2,2',3,3'-tetrahydro-5,5'-bibenzo[b][1,4]dioxine]; potassium hydroxide In water; toluene at 20℃; for 18h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	92%

: 14309-57-0
Non-3-en-2-on

: rac-(R,S)-3,4-dibromononan-2-one

Conditions

Conditions	Yield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; 1-(3,5-bis(trifluoromethyl)phenyl)-3-(2-(dimethylamino)ethyl)thiourea In dichloromethane at 22℃; for 3h; optical yield given as %de; diastereospecific reaction;	92%

: 603-76-9
1-methylindole

: 14309-57-0
Non-3-en-2-on

: 1404369-00-1
4-(1-methyl-1H-3-indolyl)-2-nonanone

Conditions

Conditions	Yield
With [Cp2Hf2(H2O)6(μ2-OH)2(OSO2C4F9)4·4H2O·2THF] In acetonitrile at 20℃; for 3h; Reagent/catalyst; Michael Addition;	92%
With 3 In acetonitrile at 20℃;	82%

: 14309-57-0
Non-3-en-2-on

: 80-15-9
Cumene hydroperoxide

A: 1037806-80-6
C18H28O3

B: 1-((2S,3R)-3-pentyloxiran-2-yl)ethanone

Conditions

Conditions	Yield
With 9-epi-9-amino-9-deoxyquinine; trifluoroacetic acid In toluene at 23℃; for 72h; optical yield given as %ee; enantioselective reaction;	A n/a B 91%

...Expand

: 14309-57-0
Non-3-en-2-on

: 1174908-09-8
C13H28OSi2

: 1008534-00-6
C20H38OSi

Conditions

Conditions	Yield
With [Rh(OH)(R)-binap]2 In 1,4-dioxane; water at 60℃; for 12h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	91%

: 95-20-5
2-methyl-1H-indole

: 14309-57-0
Non-3-en-2-on

: 1455513-12-8
4-(2-methyl-1H-3-indolyl)-2-nonanone

Conditions

Conditions	Yield
With [Cp2Hf2(H2O)6(μ2-OH)2(OSO2C4F9)4·4H2O·2THF] In acetonitrile at 20℃; for 3h; Reagent/catalyst; Michael Addition;	91%
With 3 In acetonitrile at 20℃;	82%

: 288-13-1
NH-pyrazole

: 14309-57-0
Non-3-en-2-on

: 4-(1H-pyrazol-1-yl)nonan-2-one

Conditions

Conditions	Yield
With caesium carbonate In 1,4-dioxane at 105℃; for 12h; Schlenk technique;	91%

: 14309-57-0
Non-3-en-2-on

: 88626-90-8
BuMnCl

: 125408-48-2
4-Butyl-nonan-2-one

Conditions

Conditions	Yield
copper(l) chloride In tetrahydrofuran at 0℃; for 4h;	90%

: 75-91-2
tert.-butylhydroperoxide

: 14309-57-0
Non-3-en-2-on

A: 90646-63-2, 102368-23-0, 102490-11-9
1-(3-pentyloxiran-2-yl)ethanone

: C13H26O3

Conditions

Conditions	Yield
With trifluoroacetic acid In decane; toluene at 23℃; for 4h; optical yield given as %ee; enantioselective reaction;	A n/a B 90%

...Expand

: 14309-57-0
Non-3-en-2-on

: lithium 5-methyl-2-furyltriolborate

: 4-(5-methyl-2-furanyl)-2-nonanone

Conditions

Conditions	Yield
Stage #1: lithium 5-methyl-2-furyltriolborate With bis(norbornadiene)rhodium(l)tetrafluoroborate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) In 1,4-dioxane; water at 20℃; for 0.5h; Inert atmosphere; Stage #2: Non-3-en-2-on In 1,4-dioxane; water at 30℃; for 20h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	90%

3-Nonen-2-one Chemical Properties

IUPAC Name: (E)-non-3-en-2-one
Molecular Formula: C₉H₁₆O
Molecular Weight: 140.22
Flash Point: 81.3 °C
EINECS: 238-248-9
Refractive index n20/D 1.449(lit.)
Product Name: 3-Nonen-2-one
Density 0.848 g/mL at 25 °C(lit.)
Enthalpy of Vaporization: 43.81 kJ/mol
Boiling Point: 201.9 °C at 760 mmHg
Vapour Pressure of 3-Nonen-2-one (14309-57-0): 0.301 mmHg at 25°C
Synonyms: Trans-3-nonen-2-one ; 3-Nonen-2-one ; Fema 3955 ; (3E)-3-nonen-2-one ; Non-3-en-2-one
Following is the molecular structure of 3-Nonen-2-one (14309-57-0):

3-Nonen-2-one Safety Profile

Safety Information of 3-Nonen-2-one (14309-57-0):
WGK Germany: 3

Product Name

3-Nonen-2-one

Synthetic route

3-Nonen-2-one Chemical Properties

3-Nonen-2-one Safety Profile

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