2-Hexylcyclopentanone supplier

Name
2-N-HEXYLCYCLOPENTANONE
EINECS 235-970-6
CAS No. 13074-65-2
Article Data19
CAS DataBase
Density 0.891 g/cm³
Solubility at 25 deg C (mg/L): 63.27 Insoluble in water; soluble in alcohol.
Melting Point 234.9 °C at 760 mmHg
Formula C11H20 O
Boiling Point 92 ºC at 4 mm Hg
Molecular Weight 168.279
Flash Point 88.6 °C
Transport Information
Appearance light yellow liquid
Safety Low toxicity by ingestion and skin contact. When heated to decomposition it emits acrid smoke and irritating vapors.
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2-Hexyl-1-cyclopentanone;2-Hexylcyclopentanone;2-n-Hexylcyclopentanone;Jasmatone;
PSA 17.07000
LogP 3.32600

Synthetic route

: 592-41-6
1-hexene

: 120-92-3
cyclopentanone

: 13074-65-2
2-hexylcyclopentanone

Conditions

Conditions	Yield
With tert.-butylhydroperoxide at 150 - 160℃; under 12000.9 - 13501.1 Torr;	68%
With di-tert-butyl peroxide at 130℃; for 6.5h;	43.5%
With 7-azaindoline; chlorobis(cyclooctene)rhodium(I) dimer; tert-Octylamine; toluene-4-sulfonic acid; [1,3-bis(2,4,6-trimethylphenyl)imidazol]-2-ylidene In water at 130℃; for 48h; Catalytic behavior; regioselective reaction;
With di-tert-butyl peroxide at 140 - 160℃; Autoclave;

: 17373-89-6
2-hexylidenecyclopentanone

: 13074-65-2
2-hexylcyclopentanone

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal
Ir(CO)(PPh3)2Cl at 240℃;

: 592-41-6
1-hexene

: 37160-52-4
lithium cyclopent-1-enolate

: 13074-65-2
2-hexylcyclopentanone

Conditions

Conditions	Yield
Yield given. Multistep reaction;

: 58567-72-9
(2-Hexyl-cyclopent-1-enylsulfanyl)-benzene

: 13074-65-2
2-hexylcyclopentanone

Conditions

Conditions	Yield
With water; titanium tetrachloride; acetic acid

: 39834-30-5
1-Trimethylsiloxy-2-n-hexylcyclopenten

: 13074-65-2
2-hexylcyclopentanone

Conditions

Conditions	Yield
(hydrolysis);
With hydrogenchloride

: 111-25-1
1-bromo-hexane

: 14090-60-9
2-cyclopentylidene-1,1-dimethylhydrazine

: 13074-65-2
2-hexylcyclopentanone

Conditions

Conditions	Yield
With potassium dihydrogenphosphate; n-butyllithium; phosphonic Acid 1.) THF, -30 deg C, 1 h, 2.) 25 deg C, 2 h, 3.) 25 deg C, overnight; Yield given. Multistep reaction;

(+-)-1-hexyl-cyclopenten-(2)-one-(5): (+-)-1-hexyl-cyclopenten-(2)-one-(5)

: 13074-65-2
2-hexylcyclopentanone

Conditions

Conditions	Yield
With ethanol; nickel Hydrogenation;

1-hexyl-cyclopenten-(1)-one-(5): 1-hexyl-cyclopenten-(1)-one-(5)

: 13074-65-2
2-hexylcyclopentanone

Conditions

Conditions	Yield
With ethanol; nickel Hydrogenation;

1-hexylidene-cyclopentanone-(2): 1-hexylidene-cyclopentanone-(2)

: 13074-65-2
2-hexylcyclopentanone

Conditions

Conditions	Yield
Hydrogenation;

: 120-92-3
cyclopentanone

2-methyl-phenethyl magnesium chloride: 2-methyl-phenethyl magnesium chloride

: 13074-65-2
2-hexylcyclopentanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: 1.) n-BuLi, 3.) KH2OP4, H3PO3 / 1.) THF, -30 deg C, 1 h, 2.) 25 deg C, 2 h, 3.) 25 deg C, overnight View Scheme

: 66-25-1
hexanal

: 13074-65-2
2-hexylcyclopentanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: (i) aq. KOH, (ii) oxalic acid 2: H2 / Pd-C View Scheme
Multi-step reaction with 2 steps 1: (i) benzene, (ii) aq. HCl 2: Ir(CO)(PPh3)2Cl / 240 °C View Scheme

: 39834-28-1
2-Hexyl-2-methyl-1-oxa-spiro[2.2]pentane

: 13074-65-2
2-hexylcyclopentanone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: (i) LiNEt2, (ii) /BRN= 1209232/ 2: 330 °C 3: aq. HCl View Scheme

: 39834-29-2
2-(1-Trimethylsiloxycyclopropyl)oct-1-en

: 13074-65-2
2-hexylcyclopentanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 0 h / 330 °C 2: (hydrolysis) View Scheme
Multi-step reaction with 2 steps 1: 330 °C 2: aq. HCl View Scheme

: 58567-67-2
[1-(1-Methylene-heptyl)-cyclopropylsulfanyl]-benzene

: 13074-65-2
2-hexylcyclopentanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 350 °C 2: TiCl4, AcOH, H2O View Scheme

: 63365-75-3
2-(1-Phenylsulfanyl-cyclopropyl)-octan-2-ol

: 13074-65-2
2-hexylcyclopentanone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: SOCl2, Py 2: 350 °C 3: TiCl4, AcOH, H2O View Scheme

: 111-13-7
hexyl-methyl-ketone

: 13074-65-2
2-hexylcyclopentanone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: (i) KOH, (ii) Et2NLi, (iii) /BRN= 1209232/ 2: 0 h / 330 °C 3: (hydrolysis) View Scheme

: 66-25-1
hexanal

: 120-92-3
cyclopentanone

: 13074-65-2
2-hexylcyclopentanone

Conditions

Conditions	Yield
With hydrogen at 140℃; under 26252.6 Torr; for 6.66667h; Autoclave;	75 %Chromat.

: 13074-65-2
2-hexylcyclopentanone

A: 108861-13-8
(6S)-6-hexyltetrahydropyran-2-one

B: 214335-64-5
(R)-2-n-hexylcyclopentanone

Conditions

Conditions	Yield
With YP-Gal; cyclomaltooctaose; engineered bakers' yeast cell culture at 30℃; for 60h; Baeyer-Villiger oxidation;	A 88% B 78%

: 75-77-4
chloro-trimethyl-silane

: 13074-65-2
2-hexylcyclopentanone

: 39834-30-5
1-Trimethylsiloxy-2-n-hexylcyclopenten

Conditions

Conditions	Yield
With pyridine; sodium iodide In acetonitrile	87%
With pyridine; sodium iodide In acetonitrile

: 13074-65-2
2-hexylcyclopentanone

: 710-04-3
6-hexyltetrahydro-2H-pyran-2-one

Conditions

Conditions	Yield
With MoOBr3; dihydrogen peroxide; acetic anhydride; acetic acid at 50 - 70℃; for 6h;	86%
With urea hydrogen peroxide adduct; acetic acid at 60℃; under 750.075 Torr; for 6h; Baeyer-Villiger oxidation;	78%
With Candida antarctica lipase; dihydrogen peroxide; n-tetradecanoic acid In toluene for 144h;	73%

: 13074-65-2
2-hexylcyclopentanone

A: 95-41-0
2-(n-hexyl)-2-cyclopenten-1-one

B: 83593-56-0
2-chloro-2-hexylcyclopentanone

Conditions

Conditions	Yield
With sulfuryl dichloride In tetrachloromethane for 1h; temp.: RT to 40 deg C;	A n/a B 78%

: 13074-65-2
2-hexylcyclopentanone

: 107-21-1
ethylene glycol

: 87735-16-8
6-hexyl-1,4-dioxaspiro[4.4]nonane

Conditions

Conditions	Yield
With GdPO4*(MoO2)0.5PMo12O40 In toluene Reflux; Dean-Stark;	61.8%
With P0.17Mo2.4CoBr0.27O6.8 In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; for 6h;	57%

: 13074-65-2
2-hexylcyclopentanone

A: 95-41-0
2-(n-hexyl)-2-cyclopenten-1-one

B: 103517-11-9
(E)-2-n-hexylidenecyclopentanone

Conditions

Conditions	Yield
With CuCl2*2H2O In ethanol; water Heating; 2:1 molar ratio of salt to ketone;	A 56% B n/a
With CuCl2*2H2O In ethanol; water Heating;	A 56% B n/a

: 13074-65-2
2-hexylcyclopentanone

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 102600-88-4
5-hexyl-2-veratrylidene-cyclopentanone

Conditions

Conditions	Yield
With potassium hydroxide

: 13074-65-2
2-hexylcyclopentanone

: 95-41-0
2-(n-hexyl)-2-cyclopenten-1-one

Conditions

Conditions	Yield
With N-Bromosuccinimide; aniline 1) CCl4, reflux, 3 h, 2) rt, 15 h; Yield given. Multistep reaction;
Multi-step reaction with 2 steps 1: 78 percent / sulfuryl chloride / CCl4 / 1 h / temp.: RT to 40 deg C 2: 94 percent Chromat. / 0.5 h / 60 °C / 15 Torr View Scheme

: 13074-65-2
2-hexylcyclopentanone

A: 108861-12-7
(R)-6-hexyl-tetrahydro-2H-pyran-2-one

B: 108861-13-8
(6S)-6-hexyltetrahydropyran-2-one

: 2-Hexyl-cyclopentanone

: 2-Hexyl-cyclopentanone

Conditions

Conditions	Yield
In water at 30℃; for 1.5h; pH 7.1; NADPH-dependent biotransformation by partially purified monooxygenase from (+)-camphor grown Ps. putida NCIMB 10007; further monooxygenases; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
In water at 30℃; for 1.5h; pH 7.1; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 7664-93-9
sulfuric acid

: 13074-65-2
2-hexylcyclopentanone

K2S2O8: K2S2O8

K2SO4: K2SO4

: 710-04-3
6-hexyltetrahydro-2H-pyran-2-one

Conditions

Conditions	Yield
at 0 - 10℃; Erwaermen des Reaktionsprodukts mit 5prozent ig. wss. Schwefelsaeure auf dem Dampfbad;

...Expand

: 13074-65-2
2-hexylcyclopentanone

: 229638-73-7
5-Hexyl-bicyclo[3.1.0]hexan-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaI; pyridine / acetonitrile 2: Et2Zn / hexane 3: ClSiMe3; methanol / 0.25 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: 87 percent / NaI, pyridine / acetonitrile 2: 90 percent / Et2Zn / hexane / 0.25 h / 25 °C 3: MeOH, Me3SiCl / 0.25 h / 25 °C View Scheme

: 13074-65-2
2-hexylcyclopentanone

: 211234-63-8
(5-Hexyl-bicyclo[3.1.0]hex-1-yloxy)-trimethyl-silane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaI; pyridine / acetonitrile 2: Et2Zn / hexane View Scheme
Multi-step reaction with 2 steps 1: 87 percent / NaI, pyridine / acetonitrile 2: 90 percent / Et2Zn / hexane / 0.25 h / 25 °C View Scheme

: 13074-65-2
2-hexylcyclopentanone

: (-)-2-hexyl-2-methylcyclopentanone

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 87 percent / NaI, pyridine / acetonitrile 2: 90 percent / Et2Zn / hexane / 0.25 h / 25 °C 3: MeOH, Me3SiCl / 0.25 h / 25 °C 4: DMAP / CH2Cl2 / 2 h / 25 °C 5: NaOH / methanol / 4 h / 60 °C View Scheme
Multi-step reaction with 3 steps 1: 87 percent / NaI, pyridine / acetonitrile 2: 90 percent / Et2Zn / hexane / 0.25 h / 25 °C 3: NaOH / methanol / 4 h / 60 °C View Scheme

: 13074-65-2
2-hexylcyclopentanone

: (+)-2-hexyl-2-methylcyclopentanone

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 87 percent / NaI, pyridine / acetonitrile 2: 90 percent / Et2Zn / hexane / 0.25 h / 25 °C 3: MeOH, Me3SiCl / 0.25 h / 25 °C 4: DMAP / CH2Cl2 / 2 h / 25 °C 5: NaOH / methanol / 4 h / 60 °C View Scheme
Multi-step reaction with 3 steps 1: 87 percent / NaI, pyridine / acetonitrile 2: 90 percent / Et2Zn / hexane / 0.25 h / 25 °C 3: NaOH / methanol / 4 h / 60 °C View Scheme

: 13074-65-2
2-hexylcyclopentanone

: ((1R,5R)-5-Hexyl-bicyclo[3.1.0]hex-1-yloxy)-trimethyl-silane

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 87 percent / NaI, pyridine / acetonitrile 2: 90 percent / Et2Zn / hexane / 0.25 h / 25 °C 3: MeOH, Me3SiCl / 0.25 h / 25 °C 4: DMAP / CH2Cl2 / 2 h / 25 °C 5: 1.) Lipozyme, t-BuOMe, 1-propanol, 2.) Et3N / 1.) 36 deg C, 8 h, 2.) 25 deg C, 18 h View Scheme

: 13074-65-2
2-hexylcyclopentanone

: ((1S,5S)-5-Hexyl-bicyclo[3.1.0]hex-1-yloxy)-trimethyl-silane

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 87 percent / NaI, pyridine / acetonitrile 2: 90 percent / Et2Zn / hexane / 0.25 h / 25 °C 3: MeOH, Me3SiCl / 0.25 h / 25 °C 4: DMAP / CH2Cl2 / 2 h / 25 °C 5: 1.) Lipozyme, t-BuOMe, 1-propanol, 2.) Et3N / 1.) 36 deg C, 8 h, 2.) 25 deg C, 18 h View Scheme

: 13074-65-2
2-hexylcyclopentanone

: 211234-74-1
Chloro-acetic acid 5-hexyl-bicyclo[3.1.0]hex-1-yl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 87 percent / NaI, pyridine / acetonitrile 2: 90 percent / Et2Zn / hexane / 0.25 h / 25 °C 3: MeOH, Me3SiCl / 0.25 h / 25 °C 4: DMAP / CH2Cl2 / 2 h / 25 °C View Scheme

: 13074-65-2
2-hexylcyclopentanone

: Chloro-acetic acid (1R,5R)-5-hexyl-bicyclo[3.1.0]hex-1-yl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 87 percent / NaI, pyridine / acetonitrile 2: 90 percent / Et2Zn / hexane / 0.25 h / 25 °C 3: MeOH, Me3SiCl / 0.25 h / 25 °C 4: 1.) DMAP, 2.) Lipozyme, t-BuOMe, 1-propanol / 1.) CHCl2, 25 deg C, 2 h, 2.) 36 deg C, 8 h View Scheme

: 13074-65-2
2-hexylcyclopentanone

: Chloro-acetic acid (1S,5S)-5-hexyl-bicyclo[3.1.0]hex-1-yl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 87 percent / NaI, pyridine / acetonitrile 2: 90 percent / Et2Zn / hexane / 0.25 h / 25 °C 3: MeOH, Me3SiCl / 0.25 h / 25 °C 4: 1.) DMAP, 2.) Lipozyme, t-BuOMe, 1-propanol / 1.) CHCl2, 25 deg C, 2 h, 2.) 36 deg C, 8 h View Scheme

2-Hexylcyclopentanone Chemical Properties

Molecular Structure of 2-Hexylcyclopentanone (CAS NO.13074-65-2):

EINECS: 235-970-6
IUPAC Name: 2-Hexylcyclopentan-1-one
Molecular Formula: C₁₁H₂₀O
Molecular Weight: 168.275900 g/mol
XLogP3-AA: 3.5
H-Bond Donor: 0
H-Bond Acceptor: 1
Canonical SMILES: CCCCCCC1CCCC1=O
InChI: InChI=1S/C11H20O/c1-2-3-4-5-7-10-8-6-9-11(10)12/h10H,2-9H2,1H3
InChIKey: JTHVYOIHZNYRCC-UHFFFAOYSA-N
Index of Refraction: 1.453
Molar Refractivity: 51.04 cm³
Molar Volume: 188.8 cm³
Surface Tension: 30.6 dyne/cm
Density: 0.891 g/cm³
Flash Point: 88.6 °C
Enthalpy of Vaporization: 47.16 kJ/mol
Boiling Point: 234.9 °C at 760 mmHg
Vapour Pressure: 0.0517 mmHg at 25 °C
Water Solubility: mg/L at 25 °C
Refractive Index: 1.4495
BRN: 2041950

2-Hexylcyclopentanone Toxicity Data With Reference

1.		orl-rat LD50:>5 g/kg		FCTOD7 Food and Chemical Toxicology. 26 (1988),349.
2.		skn-rbt LDLo:5 g/kg		FCTOD7 Food and Chemical Toxicology. 26 (1988),349.

2-Hexylcyclopentanone Consensus Reports

Reported in EPA TSCA Inventory.

2-Hexylcyclopentanone Safety Profile

Safety Information of 2-Hexylcyclopentanone (CAS NO.13074-65-2):
RTECS: GY4972000
Low toxicity by ingestion and skin contact. When heated to decomposition it emits acrid smoke and irritating vapors.

2-Hexylcyclopentanone Specification

2-Hexylcyclopentanone with CAS Registry Number of 13074-65-2 is also known as 2-n-Hexylcyclopentanone ; 4-07-00-00099 (Beilstein Handbook Reference) ; 2-Hexylcyclopentan-1-one ; Cyclopentanone, 2-hexyl- .

Product Name

2-N-HEXYLCYCLOPENTANONE

Synthetic route

2-Hexylcyclopentanone Chemical Properties

2-Hexylcyclopentanone Toxicity Data With Reference

2-Hexylcyclopentanone Consensus Reports

2-Hexylcyclopentanone Safety Profile

2-Hexylcyclopentanone Specification

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