Undecan-4-olide supplier | CasNO.104-67-6

Name
Undecan-4-olide
EINECS 203-225-4
CAS No. 104-67-6
Article Data36
CAS DataBase
Density 0.9425 g/cm³
Solubility 158mg/L at 20℃
Melting Point 164～166℃
Formula C₁₁H₂₀O₂
Boiling Point 286 °C at 760 mmHg
Molecular Weight 184.279
Flash Point 112.7 °C
Transport Information
Appearance Colourless oily liquid
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Undecanoicacid, 4-hydroxy-, g-lactone(6CI,7CI);4-Hydroxyundecanoic acid lactone;4-Undecanolide;5-Heptyldihydro-2(3H)-furanone;5-Heptyltetrahydro-2-furanone;NSC 406421;NSC46118;NSC 76413;Neutralizing agent 350120-1;Peach lactone;Peche Pure;Persicol;g-(n-Heptyl)-g-butyrolactone;g-Heptyl-g-butyrolactone;g-Heptylbutyrolactone;g-Undecalactone;g-Undecanolactone;g-Undecanolide;g-n-Heptylbutyrolactone;
PSA 26.30000
LogP 3.05250

Synthetic route

: 112-38-9
10-undecenoic acid

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With 2Zn(2+)(CH3)3NC2H4OH(1+)5Cl(1-)=[HOC2H4N(CH3)3]Zn2Cl5 at 130℃; for 8h;	94%
With silver trifluoromethanesulfonate In chlorobenzene at 130℃; for 20h; Inert atmosphere; regioselective reaction;	71%

: 22127-86-2
undec-1-yn-4-ol

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With methanesulfonic acid; C21H12F9PC8H18NO4S2(1-)Au(1+); 3-chloro-benzenecarboperoxoic acid In 1,2-dichloro-ethane at 20℃; for 5h; Reagent/catalyst;	90%
Multi-step reaction with 2 steps 1.1: n-butyllithium / diethyl ether; hexane / 0.75 h / 0 - 20 °C 1.2: 0 - 20 °C 2.1: C21H12F9PC8H18NO4S2(1-)Au(1+); methanesulfonic acid / chloroform-d1 / 20 °C View Scheme

: 4272-02-0
1,4-undecanediol

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With aluminum oxide; sodium bromite In acetonitrile for 3h; Ambient temperature;	71%
With 4 A molecular sieve; polymer intercalated (RuCl2(PPh3)3); 4-methylmorpholine N-oxide In acetone at 30℃; for 2h;	79 % Chromat.
Cp*RuCl(Ph2P(CH2)2NH2-κ2-P,N); potassium tert-butylate In acetone at 30℃; for 1h;	95 % Spectr.

: 114702-12-4
4-Hydroxy-undec-2-ynoic acid ethyl ester

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With formic acid; tributyl-amine; Pd(OAc)2*3(PPh2) In N,N-dimethyl-formamide at 60℃; for 7h;	64%

: 50915-95-2
1-(cyclopropylidene)octane

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With trifluoroacetyl peroxide In dichloromethane at 0℃; for 6h;	87%

: 111-87-5
octanol

: 79-10-7
acrylic acid

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With di-tert-butyl peroxide at 95 - 180℃; Large scale;	1715 kg
With di-tert-butyl peroxide at 20 - 180℃;	168 g

: 33566-59-5
methyl 4-oxo-dodecanoate

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With sodium tetrahydroborate; disodium hydrogenphosphate In methanol 1.) 0 deg C, 5 min, 2.) RT, 24 h;	86%

: 81693-14-3
5-(3E,6-heptadienyl)-dihydro-2(3H)-furanone

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In hexane at 16℃; for 1h;

: 124-11-8
non-1-ene

: 79-08-3
bromoacetic acid

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With dibenzoyl peroxide In benzene for 5h; Heating;	58%
With dibenzoyl peroxide In benzene Heating;	58%

: 1-cyclohexyloxy-undec-1-yn-4-ol

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
Stage #1: 1-cyclohexyloxy-undec-1-yn-4-ol With hydrogenchloride In tetrahydrofuran at 20℃; Hydrolysis; Stage #2: With sodium hydride In tetrahydrofuran at 0 - 20℃; Cyclization; Further stages.;

: 124-13-0
Octanal

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 66 percent 2: 64 percent / Bu3N, HCOOH / Pd(OAc)2*3(PPh2) / dimethylformamide / 7 h / 60 °C View Scheme
Multi-step reaction with 2 steps 1: diethyl ether / 1 h / -30 - 20 °C 2: C21H12F9PC8H18NO4S2(1-)Au(1+); 3-chloro-benzenecarboperoxoic acid; methanesulfonic acid / 1,2-dichloro-ethane / 5 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1.1: diethyl ether / 1 h / -30 - 20 °C 2.1: n-butyllithium / diethyl ether; hexane / 0.75 h / 0 - 20 °C 2.2: 0 - 20 °C 3.1: C21H12F9PC8H18NO4S2(1-)Au(1+); methanesulfonic acid / chloroform-d1 / 20 °C View Scheme

: 124-13-0
Octanal

: 292638-85-8
acrylic acid methyl ester

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With chloro-trimethyl-silane; tetraethylammonium tosylate In N,N-dimethyl-formamide Ambient temperature; electroreductive crossed hydrocoupling;	77%

: 57-57-8
β-Propiolactone

: 124-13-0
Octanal

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
nickel(II) iodide; samarium diiodide In tetrahydrofuran for 1h; Addition;	83%

: 1-cyclohexyloxy-undec-1-yn-4-ol

A: 104-67-6
5-heptyldihydro-2(3H)-furanone

B: 4-hydroxy-undecanoic acid cyclohexyl ester

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran at 20℃; for 1h; Hydrolysis;

: 1396569-87-1
C11H19(2)HO

: 937-14-4
3-chloro-benzenecarboperoxoic acid

A: 1396571-80-4
C18H24(2)HClO4

B: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With methanesulfonic acid; C21H12F9PC8H18NO4S2(1-)Au(1+) In chloroform-d1 at 20℃;

...Expand

: 116625-66-2
5-heptyl-tetrahydro-furan-2-ol

: 937-14-4
3-chloro-benzenecarboperoxoic acid

A: 1396571-72-4
C18H25ClO4

B: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With methanesulfonic acid In 1,2-dichloro-ethane at 20℃; for 5h;	A 90 %Spectr. B 10 %Spectr.

...Expand

: 116625-68-4
2-heptyl-2,3-dihydrofuran

: 937-14-4
3-chloro-benzenecarboperoxoic acid

A: 1396571-72-4
C18H25ClO4

B: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With methanesulfonic acid; water In 1,2-dichloro-ethane at 20℃; for 5h; Reagent/catalyst;	A 21 %Spectr. B 33 %Spectr.

...Expand

: 5-heptyltetrahydro-2-oxofuran-3-carboxaldehyde

A: 68820-32-6
(Z)-4-undecenal

B: 68820-35-9
(E)-undec-4-enal

C: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With ethyl acetate In tetrahydrofuran; ethanol at 490℃; for 2.5h; Inert atmosphere; optical yield given as %de;	A n/a B n/a C 30%

...Expand

: 4-(tert-Butyl-dimethyl-silanyloxy)-undecanoic acid methyl ester

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride	84%

: 5631-95-8
2,3-dichlorotetrahydro-2H-pyran

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 101 g / diethyl ether; tetrahydrofuran / 4 h / -5 °C 2: Na / diethyl ether / 1.5 h / Heating 3: pyridinium chlorochromate / CH2Cl2 / 1.25 h / Heating 4: 3-(2-ethoxyethyl)-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide / triethylamine; dioxane / 15 h / 87 °C 5: 1.) NaOH, 2.) NaBH4 / 1.) EtOH-H2O, reflux, 0.5 h, 2.) 2 h 6: 0.5 g / 110 deg C; -> 145 deg C, 20 min; 145 deg C, 10 min 7: H2 / 10percent Pd/C / hexane / 1 h / 16 °C View Scheme

Yield

Multi-step reaction with 7 steps
1: 101 g / diethyl ether; tetrahydrofuran / 4 h / -5 °C
2: Na / diethyl ether / 1.5 h / Heating
3: pyridinium chlorochromate / CH2Cl2 / 1.25 h / Heating
4: 3-(2-ethoxyethyl)-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide / triethylamine; dioxane / 15 h / 87 °C
5: 1.) NaOH, 2.) NaBH4 / 1.) EtOH-H2O, reflux, 0.5 h, 2.) 2 h
6: 0.5 g / 110 deg C; -> 145 deg C, 20 min; 145 deg C, 10 min
7: H2 / 10percent Pd/C / hexane / 1 h / 16 °C
View Scheme

: 81651-44-7
2-Allyl-3-chlor-2H-3,4,5,6-tetrahydropyran

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: Na / diethyl ether / 1.5 h / Heating 2: pyridinium chlorochromate / CH2Cl2 / 1.25 h / Heating 3: 3-(2-ethoxyethyl)-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide / triethylamine; dioxane / 15 h / 87 °C 4: 1.) NaOH, 2.) NaBH4 / 1.) EtOH-H2O, reflux, 0.5 h, 2.) 2 h 5: 0.5 g / 110 deg C; -> 145 deg C, 20 min; 145 deg C, 10 min 6: H2 / 10percent Pd/C / hexane / 1 h / 16 °C View Scheme

Yield

Multi-step reaction with 6 steps
1: Na / diethyl ether / 1.5 h / Heating
2: pyridinium chlorochromate / CH2Cl2 / 1.25 h / Heating
3: 3-(2-ethoxyethyl)-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide / triethylamine; dioxane / 15 h / 87 °C
4: 1.) NaOH, 2.) NaBH4 / 1.) EtOH-H2O, reflux, 0.5 h, 2.) 2 h
5: 0.5 g / 110 deg C; -> 145 deg C, 20 min; 145 deg C, 10 min
6: H2 / 10percent Pd/C / hexane / 1 h / 16 °C
View Scheme

: 81651-45-8
octa-4trans,7-dien-1-ol

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: pyridinium chlorochromate / CH2Cl2 / 1.25 h / Heating 2: 3-(2-ethoxyethyl)-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide / triethylamine; dioxane / 15 h / 87 °C 3: 1.) NaOH, 2.) NaBH4 / 1.) EtOH-H2O, reflux, 0.5 h, 2.) 2 h 4: 0.5 g / 110 deg C; -> 145 deg C, 20 min; 145 deg C, 10 min 5: H2 / 10percent Pd/C / hexane / 1 h / 16 °C View Scheme

: 56053-82-8
octadiene-4(E),7 al-1

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 3-(2-ethoxyethyl)-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide / triethylamine; dioxane / 15 h / 87 °C 2: 1.) NaOH, 2.) NaBH4 / 1.) EtOH-H2O, reflux, 0.5 h, 2.) 2 h 3: 0.5 g / 110 deg C; -> 145 deg C, 20 min; 145 deg C, 10 min 4: H2 / 10percent Pd/C / hexane / 1 h / 16 °C View Scheme

: 90162-80-4
(E)-hydroxy-7,10-undecadienoic acid

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 0.5 g / 110 deg C; -> 145 deg C, 20 min; 145 deg C, 10 min 2: H2 / 10percent Pd/C / hexane / 1 h / 16 °C View Scheme

: 90162-79-1
ethyl (E)-4-oxoundeca-7,10-dienoate

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) NaOH, 2.) NaBH4 / 1.) EtOH-H2O, reflux, 0.5 h, 2.) 2 h 2: 0.5 g / 110 deg C; -> 145 deg C, 20 min; 145 deg C, 10 min 3: H2 / 10percent Pd/C / hexane / 1 h / 16 °C View Scheme

: 124-13-0
Octanal

: 37651-49-3
diethyl-(2-methoxycarbonyl-ethyl)-methyl-ammonium; iodide

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With tetraethylammonium tosylate In N,N-dimethyl-formamide cathodic reduction;	46%

: 35329-48-7
trans-Nonenylmalonsaeure

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With sulfuric acid In water for 10h; Heating;

: 114702-12-4
4-Hydroxy-undec-2-ynoic acid ethyl ester

A: 100591-76-2
5-heptyl-dihydro-furan-2-one

B: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
With formic acid; bis(triphenylphosphine) palladium (Il) acetate; tributyl-amine In N,N-dimethyl-formamide at 60℃; Product distribution; variation excess of formic acid;
With formic acid; tributyl-amine; Pd(OAc)2*(PPh2) In N,N-dimethyl-formamide at 60℃; for 7h; Product distribution; ammount of HCOOH;

: 124-13-0
Octanal

t-BuLi: t-BuLi

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 28 percent / LDA / tetrahydrofuran / -78 - 20 °C 2: 87 percent / CF3CO3H / CH2Cl2 / 6 h / 0 °C View Scheme

: 2-methyl-2-tetradecen-6-one

: 104-67-6
5-heptyldihydro-2(3H)-furanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 73 percent / ozone, methanolic NaOH / CH2Cl2 / -70 °C 2: 86 percent / NaBH4, Na2HPO4*12H2O / methanol / 1.) 0 deg C, 5 min, 2.) RT, 24 h View Scheme

: 104-67-6
5-heptyldihydro-2(3H)-furanone

: 116625-66-2
5-heptyl-tetrahydro-furan-2-ol

Conditions

Conditions	Yield
With diisobutylaluminium hydride In toluene at -78℃; for 2h; Reduction;	100%
With diisobutylaluminium hydride
With diisobutylaluminium hydride In toluene
Stage #1: 5-heptyldihydro-2(3H)-furanone With diisobutylaluminium hydride In tetrahydrofuran at -78℃; Stage #2: In water Acidic aq. solution;
Multi-step reaction with 2 steps 1: [(1,3-bis(2,4,6-trimethylphenyl) imidazol-2-ylidene)Fe(CO)4] / toluene / 3 h / 20 °C / Schlenk technique; Inert atmosphere; UV-irradiation 2: hydrogenchloride; water / toluene; tetrahydrofuran / 2 h / 20 °C / Schlenk technique; Inert atmosphere View Scheme

: 104-67-6
5-heptyldihydro-2(3H)-furanone

: γ-chloroundecanoic acid chloride

Conditions

Conditions	Yield
With phosphorus pentachloride In benzene at 20℃; for 10h; Chlorination;	100%

: 104-67-6
5-heptyldihydro-2(3H)-furanone

: 112-37-8
undecylenic acid

Conditions

Conditions	Yield
With hafnium tetrakis(trifluoromethanesulfonate); palladium on activated carbon; hydrogen In neat (no solvent) at 135℃; under 760.051 Torr; for 12h; Schlenk technique; Glovebox;	99%
With palladium 10% on activated carbon; W(OTf)6; hydrogen at 135℃; under 760.051 Torr; for 12h;	90%
With palladium on activated carbon; W(OTf)6; hydrogen In neat (no solvent) at 135℃; under 760.051 Torr; for 12h;	90%

: 75-08-1
ethanethiol

: 104-67-6
5-heptyldihydro-2(3H)-furanone

: 71057-18-6
4-(ethylthio)undecanoic acid

Conditions

Conditions	Yield
With aluminium trichloride for 37h; Ambient temperature;	91.3%

: 104-67-6
5-heptyldihydro-2(3H)-furanone

: 4272-02-0
1,4-undecanediol

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol; tert-butyl alcohol Heating;	91%
With diphenylsilane; triphenylphosphine; chloro(1,5-cyclooctadiene)rhodium(I) dimer In tetrahydrofuran at 20℃;	63%
With copper chromite; hydrogen at 210 - 220℃; under 125 - 150 Torr;
With lithium aluminium tetrahydride
With diphenylsilane; triphenylphosphine; chloro(1,5-cyclooctadiene)rhodium(I) dimer In tetrahydrofuran at 20℃; for 72h; Reduction;	63 % Spectr.

: 104-67-6
5-heptyldihydro-2(3H)-furanone

: 109-94-4
formic acid ethyl ester

: 5-heptyltetrahydro-2-oxofuran-3-carboxaldehyde

Conditions

Conditions	Yield
Stage #1: 5-heptyldihydro-2(3H)-furanone; formic acid ethyl ester With potassium methanolate In diethyl ether at 15 - 20℃; for 3h; Inert atmosphere; Stage #2: With acetic acid In diethyl ether; water at 20℃; for 0.5h; Inert atmosphere;	61%
With sodium hydride In diethyl ether at 20℃; for 3h;

: 58133-26-9
1,1-dibromohexane

: 104-67-6
5-heptyldihydro-2(3H)-furanone

A: 109586-27-8
10-Hydroxy-heptadecan-7-one

B: 109586-25-6, 109586-26-7
5-heptyl-2-hexylidene-2,3,4,5-tetrahydrofuran

Conditions

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc In tetrahydrofuran at 25℃; for 1.5h;	A 21% B 51%

...Expand

: 104-67-6
5-heptyldihydro-2(3H)-furanone

: 22847-06-9
4-oxoundecanoic acid

Conditions

Conditions	Yield
Stage #1: 5-heptyldihydro-2(3H)-furanone With water; sodium hydroxide In ethanol at 20℃; for 12h; Inert atmosphere; Stage #2: With Dess-Martin periodane In ethanol; dichloromethane at 20℃; for 5h; Inert atmosphere;	46%
Multi-step reaction with 2 steps 1: NaOH / ethanol 2: NaOCl / aq. phosphate buffer / 20 h / 20 °C / pH 6.6 View Scheme

: 557-91-5
1,1-Dibromoethane

: 104-67-6
5-heptyldihydro-2(3H)-furanone

A: 109586-24-5
6-Hydroxy-tridecan-3-one

B: 120387-80-6
2-ethylidene-5-heptyl-2,3,4,5-tetrahydrofuran

Conditions

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc In tetrahydrofuran at 25℃; for 2h;	A 41% B 43%

...Expand

: 104-67-6
5-heptyldihydro-2(3H)-furanone

: 116625-68-4
2-heptyl-2,3-dihydrofuran

Conditions

Conditions	Yield
Stage #1: 5-heptyldihydro-2(3H)-furanone With diisobutylaluminium hydride In dichloromethane at -78℃; for 2h; Inert atmosphere; Stage #2: With methanesulfonyl chloride; triethylamine In tetrahydrofuran at -50℃; for 8h; Reflux;	42%
Multi-step reaction with 3 steps 1: DIBAH 2: BF3*OEt2 3: 58 percent / tBuOOH, Ti(iPrO)4, iPr2NEt / CH2Cl2 / 25 h / 0 °C View Scheme

: 31729-70-1
bis(iodozinc)methane

: 104-67-6
5-heptyldihydro-2(3H)-furanone

: 2-heptyl-5-methylene-tetrahydro-furan

Conditions

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine; titanium chloride In tetrahydrofuran at 25℃; for 4h; methylenation;	28%

: 104-67-6
5-heptyldihydro-2(3H)-furanone

: 4-hydroxy-undecanoic acid amide

Conditions

Conditions	Yield
With methanol; ammonia

: 104-67-6
5-heptyldihydro-2(3H)-furanone

: 1,4-bis-hexanoyloxy-undecane

Conditions

Conditions	Yield
With copper chromite at 280℃; Hydrogenation.unter Druck und folgenden Verestern mit Capronsaeure in Gegenwart von Naphthalinsulfonsaeure bei 205grad;

Undecan-4-olide Consensus Reports

Reported in EPA TSCA Inventory.

Undecan-4-olide Specification

The CAS registry number of Undecan-4-olide is 104-67-6. Its EINECS registry number is 203-225-4. The IUPAC name is 5-heptyloxolan-2-one. In addition, the molecular formula is C₁₁H₂₀O₂ and the molecular weight is 184.28. It is also called dihydro-5-heptyl-2(3H)-furanone. What's more, it is a kind of clear colourless liquid. It should be stored in a cool and dry place.

Physical properties about this chemical are: (1)ACD/LogP: 2.92; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.92; (4)ACD/LogD (pH 7.4): 2.92; (5)ACD/BCF (pH 5.5): 96.85; (6)ACD/BCF (pH 7.4): 96.85; (7)ACD/KOC (pH 5.5): 918.85; (8)ACD/KOC (pH 7.4): 918.85; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.449; (14)Molar Refractivity: 52.67 cm³; (15)Molar Volume: 196.3 cm³; (16)Polarizability: 20.88 ×10^-24cm³; (17)Surface Tension: 31.3 dyne/cm; (18)Density: 0.938 g/cm³; (19)Flash Point: 112.7 °C; (20)Enthalpy of Vaporization: 52.51 kJ/mol; (21)Boiling Point: 286 °C at 760 mmHg; (22)Vapour Pressure: 0.00271 mmHg at 25°C.

Preparation of Undecan-4-olide: it can be prepared by undecenoic acid in the presence of sulfuric acid through esterification reaction. And then after a series of separation, washing and distillation you can get the desired product. In addition, it can be prepared by cyclopropylideneoctane. This reaction will need reagent CF₃CO₃H and solvent CH₂Cl₂. The reaction time is 6 hours at reaction temperature of 0 °C. The yield is about 87%.

Undecan-4-olide can be prepared by cyclopropylideneoctane

Uses of Undecan-4-olide: it is used as a food flavor. And it can be used to get 5-heptyl-tetrahydro-furan-2-ol. This reaction will need reagent i-Bu₂AlH and solvent toluene. The reaction time is 2 hours at reaction temperature of -78 °C. The yield is about 100%.

Undecan-4-olide can be used to get 5-heptyl-tetrahydro-furan-2-ol

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1OC(CCCCCCC)CC1
(2)InChI: InChI=1/C11H20O2/c1-2-3-4-5-6-7-10-8-9-11(12)13-10/h10H,2-9H2,1H3
(3)InChIKey: PHXATPHONSXBIL-UHFFFAOYAL

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	18500mg/kg (18500mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SKIN AND APPENDAGES (SKIN): HAIR: OTHER	Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.

Product Name

Undecan-4-olide

Synthetic route

Undecan-4-olide Consensus Reports

Undecan-4-olide Specification

Related Products

Hot Products