927-49-1

Basic information

• Product Name: 6-Undecanone
• Synonyms: 6-Hendecanon;6-Oxoundecane;6-Undecanon;Amyl ketone;amylketone;Diamylketon;Pentyl ketone;pentylketone
• CAS NO: 927-49-1
• Molecular Formula: C₁₁H₂₂O
• Molecular Weight: 170.29
• EINECS: 213-150-9
• Mol File: 927-49-1.mol
• Article Data: 60

Chemical Properties

• Melting Point: 14.6 °C(lit.)
• Boiling Point: 228 °C(lit.)
• Flash Point: 191 °F
• Appearance: colorless to pale yellow liquid
• Density: 0.831 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.081mmHg at 25°C
• Refractive Index: n20/D 1.4270(lit.)
• CAS DataBase Reference: 6-Undecanone(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Undecanone(927-49-1)
• EPA Substance Registry System: 6-Undecanone(927-49-1)

Safety Data

• Hazard Codes: Xi
• Statements: R23/25:吸入和不慎吞咽有毒
• Safety Statements: 24/25
• RIDADR: UN 1993 / PGIII
• WGK Germany: 3
• RTECS: YQ2828000
• Hazardous Substances Data: 927-49-1(Hazardous Substances Data)

Usage

Chemical Properties

6-Undecanone has a fruity odor.

Occurrence

Reportedly present in coriander

Uses

6-Undecanone was used in systematic screening of various organic solvents used as supported liquid membranes in electromembrane extraction.

Aroma threshold values

Detection at 85 to 410 ppb

Synthesis Reference(s)

Journal of the American Chemical Society, 97, p. 6900, 1975 DOI: 10.1021/ja00856a069Synthesis, p. 947, 1984

General Description

6-Undecanone acts as solvent during the analysis of lignin pyrolysis in aerosol samples. It is an efficient membrane liquid in supported liquid membrane technique for pretreatment of plasma samples prior to capillary zone electrophoresis.

Safety Profile

Poison by intravenous route. Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes. See also KETONES.

InChI:InChI=1/C11H22O/c1-3-5-7-9-11(12)10-8-6-4-2/h3-10H2,1-2H3

Synthetic route

2,2-dipentyl-[1,3]dioxolane (947-31-9) → dipentyl ketone (927-49-1)

Conditions	Yield
With O-phenyl phosphorodichloridate; sodium iodide In benzene for 16h; Heating;	100%

6-undecanol (23708-56-7) → dipentyl ketone (927-49-1)

Conditions	Yield
With iodine; potassium carbonate In tert-butyl alcohol at 90℃; for 5h;	99%
With 4-hydroxy-TEMPO benzoate; sodium bromide In dichloromethane; water at 20 - 25℃; NaHCO3-buffered at pH 8.6; electrolysis;	91%
With ruthenium(IV) oxide; tetrabutylammomium bromide; tetra(n-butyl)ammonium hydroxide In water; acetonitrile electrooxidation on Pt electrodes;	87.6%

2,2-Dipentyl-[1,3]dioxane → dipentyl ketone (927-49-1)

Conditions	Yield
With O-phenyl phosphorodichloridate; sodium iodide In benzene for 36h; Heating;	93%

Trimethyl-(1-pentyl-hexyloxy)-silane (100009-30-1) → dipentyl ketone (927-49-1)

Conditions	Yield
With potassium fluoride; jones reagent In acetone at 0℃; for 1h;	91%

6-(phenyldimethyl)-6-undecanol → dipentyl ketone (927-49-1)

Conditions	Yield
With jones reagent In diethyl ether	90%

hexanoic acid (142-62-1) → dipentyl ketone (927-49-1)

Conditions	Yield
manganese(IV) oxide; aluminum oxide Heating;	87%
With zinc at 300℃;
With cadmium at 270 - 280℃;

phenyl chlorothioformate (13464-19-2) + n-pentylmagnesium bromide (693-25-4) → dipentyl ketone (927-49-1)

Conditions	Yield
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; iron(III)-acetylacetonate In tetrahydrofuran 1) r.t. 2) 0 deg C; a new and mild method for preparation of ketones which provides other symmetrical and unsymmetrical ketones using other Grignard reagents;	87%
1,2-bis(diphenylphosphino)ethane nickel(II) chloride; iron(III)-acetylacetonate In tetrahydrofuran	58 % Chromat.

tert-butyl (2-hydroxy-2-pentylheptyl)(methyl)carbamate → dipentyl ketone (927-49-1)

Conditions	Yield
With 2,4,6-Triisopropylthiophenol; [Ir(2-(2,4-difluorophenyl)-4-(trifluoromethyl)pyridine)2(5,5'-bis(trifluoromethyl)-2,2'-bipyridine)]PF6; tetrabutylphosphonium diphenyl phosphate at 20℃; for 24h; Glovebox; Sealed tube; Irradiation;	87%

n-pentylmagnesium bromide (693-25-4) + Hexanoyl chloride (142-61-0) → dipentyl ketone (927-49-1)

Conditions	Yield
iron(III)-acetylacetonate In tetrahydrofuran for 0.166667h; Ambient temperature;	82%

5-hydroxymethyl-6-undecanone (27970-82-7) → dipentyl ketone (927-49-1)

Conditions	Yield
With fluorous-organic hybrid ether, F-626 at 200℃; for 5h; Inert atmosphere;	79%

tert-butyl (2-hydroxy-2-pentylheptyl)carbamate → dipentyl ketone (927-49-1)

Conditions	Yield
With 2,4,6-Triisopropylthiophenol; [Ir(2-(2,4-difluorophenyl)-4-(trifluoromethyl)pyridine)2(5,5'-bis(trifluoromethyl)-2,2'-bipyridine)]PF6; tetrabutylphosphonium diphenyl phosphate at 20℃; for 24h; Glovebox; Sealed tube; Irradiation;	78%

6-(3-methylbut-2-en-1-yl)undecan-6-ol → dipentyl ketone (927-49-1)

Conditions	Yield
With 2,4,6-Triisopropylthiophenol; [Ir(2-(2,4-difluorophenyl)-4-(trifluoromethyl)pyridine)2(5,5'-bis(trifluoromethyl)-2,2'-bipyridine)]PF6; tetrabutylphosphonium diphenyl phosphate at 20℃; for 24h; Glovebox; Sealed tube; Irradiation;	70%

n-pentylmagnesium bromide (693-25-4) + N-methoxy-N-methyl hexanamide (64214-56-8) → dipentyl ketone (927-49-1)

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 4h; Inert atmosphere;	66%
In tetrahydrofuran at 0 - 20℃; for 4h; Inert atmosphere;	66%

Benzoic acid 1-butyl-2-oxo-heptyl ester → dipentyl ketone (927-49-1)

Conditions	Yield
With 4-methyl-morpholine; 1.3-propanedithiol; tetrabutyl ammonium fluoride In tetrahydrofuran for 3h; Ambient temperature;	62%

amyl iodide (628-17-1) + Fe(CO)5 → dipentyl ketone (927-49-1) + hexanal (66-25-1)

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; tetraethylammonium tosylate In acetonitrile Ambient temperature; stainless steel plate cathode, Pt anode, 50 mA;	A 1% B 61%
With tetra-(n-butyl)ammonium iodide; tetraethylammonium tosylate In various solvent(s) Ambient temperature; stainless steel plate cathode, Pt anode, 50 mA;	A 7% B 22%

1,3-Diiodopropane (627-31-6) + 6,6-dihydroperoxyundecane → dipentyl ketone (927-49-1) + 3,3-dipentyl-[1,2,4,5]tetroxocane

Conditions	Yield
With silver(l) oxide In ethyl acetate	A n/a B 58%

amyl iodide (628-17-1) → dipentyl ketone (927-49-1) + hexanal (66-25-1)

Conditions	Yield
In acetonitrile Ambient temperature; electrochemical synthesis: divided cell, Pt plate electrodes, -2.30 V vs Ag/Ag(+), I as supporting electrolyte;	A n/a B 57%

tributyl-amine (102-82-9) + acetone (67-64-1) → n-pentyl methyl ketone (110-43-0) + dipentyl ketone (927-49-1)

Conditions	Yield
With 5%-palladium/activated carbon In toluene at 120℃; for 40h; regioselective reaction;	A 9% B 55%

n-pentyl methyl ketone (110-43-0) + butan-1-ol (71-36-3) → dipentyl ketone (927-49-1)

Conditions	Yield
With potassium hydroxide; 1-dodecene; tris(triphenylphosphine)ruthenium(II) chloride In 1,4-dioxane at 80℃; for 20h;	50%

γ-nonalactone (104-61-0) + hexanoic acid (142-62-1) → dipentyl ketone (927-49-1) + (9E)-tetradec-9-en-6-one

Conditions	Yield
pumice; zinc diacetate; manganese(II) acetate at 450℃;	A 50% B 5%

1-oxaspiro[4.5]decan-2-one (699-61-6) + hexanoic acid (142-62-1) → dipentyl ketone (927-49-1) + 1-(cyclohex-1-en-1-yl)octan-3-one

Conditions	Yield
pumice; zinc diacetate; manganese(II) acetate at 450℃;	A 50% B 21%

n-hexanoic anhydride (2051-49-2) → dipentyl ketone (927-49-1)

Conditions	Yield
With [2,2]bipyridinyl; (1,2-dimethoxyethane)dichloronickel(II); Ir[dF(OMe)ppy]2-(dtbbpy)PF6; 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,4-dioxane at 25℃; for 36h; Sealed tube; Inert atmosphere; Irradiation;	48%
With boron trifluoride Erwaermen mit wss.Natriumacetat-Loesung;

oenanthic acid (111-14-8) + hexanoic acid (142-62-1) → dodecan-6-one (6064-27-3) + dipentyl ketone (927-49-1) + tridecan-7-one (462-18-0)

Conditions	Yield
With zirconium(IV) oxide at 450℃; under 760.051 Torr; Inert atmosphere; Flow reactor;	A 48% B 25% C 22%
With cerium(IV) oxide; water at 450℃; Mechanism; Reagent/catalyst; Flow reactor;	A 47% B 22% C 24%

C5H11ClMn (91153-65-0) + C9H16O4 (72531-43-2) → Ethyl hexanoate (123-66-0) + dipentyl ketone (927-49-1)

Conditions	Yield
In tetrahydrofuran; diethyl ether at -20 - 20℃;	A n/a B 45%
In tetrahydrofuran at -20 - 20℃;	A n/a B 42%

C5H11ClMn (91153-65-0) + C9H16O4 (72531-43-2) → dipentyl ketone (927-49-1)

Conditions	Yield
In tetrahydrofuran; diethyl ether at 20℃; Product distribution; other cosolvents and ratios of solvents and organomanganese;	45%

ethanol (64-17-5) + acetone (67-64-1) + butan-1-ol (71-36-3) → n-pentyl methyl ketone (110-43-0) + nonan-4-one (4485-09-0) + dipentyl ketone (927-49-1)

Conditions	Yield
With Pd supported on Na and Ca basified SiO2 Reagent/catalyst;	A 32.3% B 6.6% C 42.1%
at 249.84℃; for 2h; Reagent/catalyst;	A 12.2% B 6.3% C 21.8%
With potassium phosphate; 5%-palladium/activated carbon In toluene at 160℃; for 20h; Product distribution / selectivity; Sealed tube;	A 20.7 %Chromat. B 15.6 %Chromat. C 31.7 %Chromat.
With potassium phosphate; 5%-palladium/activated carbon In toluene at 145℃; for 10h; Product distribution / selectivity; Sealed tube;	A 6.5 %Chromat. B 23.2 %Chromat. C 63.7 %Chromat.
With potassium phosphate; 5%-palladium/activated carbon In toluene at 145℃; for 30h; Product distribution / selectivity; Sealed tube;	A 28.6 %Chromat. B 6.4 %Chromat. C 15.8 %Chromat.

ethanol (64-17-5) + acetone (67-64-1) + butan-1-ol (71-36-3) → n-pentyl methyl ketone (110-43-0) + dipentyl ketone (927-49-1)

Conditions	Yield
With Pd supported on Na and Ca basified SiO2 Reagent/catalyst;	A 41% B 22%
With Mg-Al hydrotalcite at 249.84℃; for 2h; Reagent/catalyst;	A 6% B 20%
With potassium phosphate; 5%-palladium/activated carbon In Phthalic acid dibutyl ester at 145℃; for 20h; Product distribution / selectivity; Sealed tube;	A 10.3 %Chromat. B 14.2 %Chromat.

heptanal (111-71-7) + hexanoic acid (142-62-1) → dodecan-6-one (6064-27-3) + dipentyl ketone (927-49-1) + tridecan-7-one (462-18-0)

Conditions	Yield
With zirconium(IV) oxide at 450℃; under 760.051 Torr; Inert atmosphere; Flow reactor;	A 16% B 40% C 22%
With cerium(IV) oxide; water at 450℃; Mechanism; Reagent/catalyst; Flow reactor;	A 22% B 40% C 26%

2-pentyl-2-nonenal (3021-89-4) + hexanal (66-25-1) → dodecan-6-one (6064-27-3) + dipentyl ketone (927-49-1)

Conditions	Yield
With zirconium(IV) oxide; water at 450℃; under 760.051 Torr; for 2h; Inert atmosphere; Calcination;	A 6.5% B 29.7%

heptanal (111-71-7) + hexanal (66-25-1) → dodecan-6-one (6064-27-3) + dipentyl ketone (927-49-1)

Conditions	Yield
With zirconium(IV) oxide; water at 450℃; under 760.051 Torr; for 2h; Inert atmosphere; Calcination; Flow reactor;	A 7.8% B 29.2%

dipentyl ketone (927-49-1) + malononitrile (109-77-3) → 2-(1-pentyl-hexylidene)-malononitrile (13017-59-9)

Conditions	Yield
	100%
With 5% active carbon-supported ruthenium In ethanol at 78℃; for 18h;	94.7%
With ammonium acetate; acetic acid

dipentyl ketone (927-49-1) + 2-Amino-2-methyl-1-propanol (124-68-5) → 4,4-dimethyl-2,2-dipentyloxazolidine (174153-09-4)

Conditions	Yield
With toluene-4-sulfonic acid In toluene Heating;	100%

chlorodibromomethane (124-48-1) + dipentyl ketone (927-49-1) → 6-(Dibromochloromethyl)undecan-6-ol (258504-49-3)

Conditions	Yield
Stage #1: chlorodibromomethane With lithium diisopropyl amide In tetrahydrofuran; hexane at -100℃; for 0.166667h; Metallation; Stage #2: dipentyl ketone With boron trifluoride diethyl etherate In tetrahydrofuran; diethyl ether; hexane at -90℃; for 4h; Addition;	100%

dipentyl ketone (927-49-1) → 6-(hydroxyimino)undecane (32504-26-0)

Conditions	Yield
With hydroxylamine hydrochloride; sodium hydrogencarbonate In methanol; water at 20 - 25℃; for 24h;	99%
With pyridine; hydroxylamine hydrochloride In ethanol at 100℃;	99%
With sodium hydroxide; hydroxylamine; tert-butylamine hydrochloride In water; isopropyl alcohol for 2h; Ambient temperature;	89%
With sodium hydroxide; hydroxylamine hydrochloride
With hydroxylamine hydrochloride

dipentyl ketone (927-49-1) + cyclodibromodi-μ-methylene<μ-(tetrahydrofuran)>trizinc → 6-Methyleneundecane (17799-46-1)

Conditions	Yield
With boron trifluoride diethyl etherate; titanium chloride In tetrahydrofuran at 0 - 20℃;	99%

dipentyl ketone (927-49-1) + trimethylsilylacetylene (1066-54-2) → 3-pentyl-1-trimethylsilanyl-oct-1-yn-3-ol (928653-17-2)

Conditions	Yield
Stage #1: trimethylsilylacetylene With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran; hexane at -78℃; for 2h; Stage #2: dipentyl ketone In tetrahydrofuran; hexane at -78℃; for 4h;	98%

dipentyl ketone (927-49-1) + ethane-1,2-dithiol (540-63-6) → 2,2-di-n-pentyl-1,3-dithiolane (103383-69-3)

Conditions	Yield
With boron trifluoride diacetate for 0.25h;	97%
With toluene-4-sulfonic acid In benzene Heating;

dipentyl ketone (927-49-1) → 6-aminoundecane (33788-00-0)

Conditions	Yield
Stage #1: dipentyl ketone With ammonium acetate In methanol at 20℃; for 1.5h; Inert atmosphere; Stage #2: With sodium cyanoborohydride In methanol for 56h;	96%
With ammonia; hydrogen In methanol at 90℃; under 15001.5 Torr; for 8h;	77%
benzylamine In palladium-carbon	38%

dipentyl ketone (927-49-1) → 6-undecanol (23708-56-7)

Conditions	Yield
With (triphenylphosphine)copper(I) hydride hexamer; hydrogen; Dimethyl(phenyl)phosphine In tert-butyl alcohol; benzene at 20℃; under 760 Torr; for 12h; Hydrogenation;	95%
With sodium tetrahydroborate In tetrahydrofuran; methanol at 0 - 20℃; for 2h;	93%
With methanol; sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; for 2h;	93%

dipentyl ketone (927-49-1) + (S)-(but-3-yn-2-yloxy)(tert-butyl)diphenylsilane (603045-12-1) → (S)-4-(tert-butyldiphenylsiloxy)-1,1-dipentyl-2-pentyn-1-ol (674368-39-9)

Conditions	Yield
Stage #1: (S)-(but-3-yn-2-yloxy)(tert-butyl)diphenylsilane With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at -78℃; for 2h; Stage #2: dipentyl ketone In tetrahydrofuran at -78℃; for 4h;	95%

dipentyl ketone (927-49-1) + hexamethylenetetramine (100-97-0) → 5,7-dibutyl-1,3-diazatricyclo[3.3.1.13,7]decan-6-one (1053242-57-1)

Conditions	Yield
With acetic acid In ethanol for 120h; Heating;	95%
With acetic acid In ethanol for 15h; Mannich Aminomethylation; Reflux;

dipentyl ketone (927-49-1) + 1-propynylmagnesium bromide (16466-97-0, 13254-27-8) → C14H26O

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	94%

dipentyl ketone (927-49-1) + chloromethyl p-tolyl sulfoxide (24824-93-9) → 6-[Chloro-(toluene-4-sulfinyl)-methyl]-undecan-6-ol (159763-19-6)

Conditions	Yield
With n-butyllithium; diisopropylamine In tetrahydrofuran at -65℃; for 0.416667h;	93%
With lithium diisopropyl amide 1.) THF, -78 deg C, 10 min, 2.) THF, -78 deg C, 10 min.; Yield given. Multistep reaction;

dipentyl ketone (927-49-1) → 5-bromo-6-undecanone (42330-12-1)

Conditions	Yield
With ammonium cerium (IV) nitrate; sulfuric acid; lithium bromide In acetonitrile at 65 - 70℃; Reagent/catalyst; Concentration; Time; Solvent;	93%
With N-Bromosuccinimide; toluene-4-sulfonic acid In dichloromethane at 0 - 20℃;

dipentyl ketone (927-49-1) + diethyl 1-cyanomethylphosphonate (2537-48-6) → 3-Pentyl-oct-2-enenitrile

Conditions	Yield
With sodium methylate In methanol at 70℃; for 96h; Inert atmosphere;	92%
With sodium hydride 1.) THF, RT, 20 min, 2.) THF, RT, 72 h; Multistep reaction;

dipentyl ketone (927-49-1) + benzaldehyde (100-52-7) → (E)-1-phenyl-1-hexene (6111-82-6) + hexanoic acid (142-62-1)

Conditions	Yield
With boron trifluoride diacetate In hexane for 2.5h; Aldol-Grob reaction; Heating;	A n/a B 92%

dipentyl ketone (927-49-1) + 4,4'-Dihydroxybenzophenone (611-99-4) → 1,1-bis(4-hydroxyphenyl)-2-pentyl-1-heptene

Conditions	Yield
With titanium tetrachloride; zinc In tetrahydrofuran at 0 - 90℃; for 2h; Inert atmosphere; Darkness;	92%

dipentyl ketone (927-49-1) + glycerol (56-81-5) → (2,2-dipentyl-1,3-dioxolan-4-yl)methanol

Conditions	Yield
With toluene-4-sulfonic acid In n-heptane; toluene for 18h; Dean-Stark; Inert atmosphere; Reflux;	92%

1.3-propanedithiol (109-80-8) + dipentyl ketone (927-49-1) → 2,2-di-n-pentyl-1,3-dithiane (5849-09-2)

Conditions	Yield
With boron trifluoride diacetate for 0.5h;	90%

nitromethane (75-52-5) + dipentyl ketone (927-49-1) → (Z)-6-Nitromethyl-undec-5-ene

Conditions	Yield
With N,N`-dimethylethylenediamine In benzene for 48h; Heating;	90%

trimethylsilyl cyanide (7677-24-9) + dipentyl ketone (927-49-1) → 2-trimethylsilyloxy-2-pentyl-heptanenitrile (135879-93-5)

Conditions	Yield
With bis(triphenylphosphine)iminium chloride at 25℃; for 4h; Inert atmosphere; Neat (no solvent);	90%
With zinc(II) iodide

dipentyl ketone (927-49-1) + 2-(methylamino)benzenethiol (21749-63-3) → 3-Methyl-2,2-dipentyl-2,3-dihydro-benzothiazole

Conditions	Yield
In ethanol for 24h; Heating;	90%

dipentyl ketone (927-49-1) + benzoyl chloride (98-88-4) → 5-benzoyl-6-undecanone (34581-60-7)

Conditions	Yield
Stage #1: dipentyl ketone With triethyl gallium In hexane; chlorobenzene at 125℃; for 2h; Stage #2: benzoyl chloride In hexane; chlorobenzene at 20℃; for 0.166667h;	90%

dipentyl ketone (927-49-1) + 1-chloroethyl p-tolyl sulfoxide (50635-71-7, 50635-72-8, 31350-93-3) → 6-<1-chloro-1-(p-tolylsulfinyl)ethyl>-6-undecanol

Conditions	Yield
With n-butyllithium; diisopropylamine In tetrahydrofuran at -65℃; for 0.416667h;	89%

dipentyl ketone (927-49-1) + toluene-4-sulfonic acid (104-15-4) → 6-oxoundecan-5-yl 4-methylbenzenesulfonate

Conditions	Yield
With potassium peroxymonosulfate; 4-tolyl iodide In water; acetonitrile at 60℃; for 0.5h; Inert atmosphere;	89%
With 3-chloro-benzenecarboperoxoic acid In acetonitrile at 50℃; for 1.5h; Inert atmosphere;	77%
With iodobenzene; 3-chloro-benzenecarboperoxoic acid In acetonitrile at 50℃; for 5h;	67%

Upstream product

• 51677-36-2 6-pentyl-5-undecene 
• 15773-53-2 lead hexanoate 
• 67-64-1 acetone 
• 71-36-3 butan-1-ol 
• 111-64-8 n-octanoic acid chloride 
• 142-62-1 hexanoic acid 
• 111-27-3 hexan-1-ol 
• 13464-19-2 phenyl chlorothioformate 
• 693-25-4 n-pentylmagnesium bromide 
• 109-67-1 1-penten 
• 151-50-8 potassium cyanide 
• 19980-43-9 1-(trimethylsilyloxy)cyclopentene 
• 109-65-9 1-bromo-butane 
• 110-43-0 n-pentyl methyl ketone 

Downstream Products

• 1120-21-4 n-Undecane 
• 23708-56-7 6-undecanol 
• 32504-26-0 6-(hydroxyimino)undecane 
• 142-62-1 hexanoic acid 
• 109-52-4 valeric acid 
• 103169-60-4 3,5-dibutyl-2,6-diphenyl-pyran-4-one 
• 159763-19-6 6-[Chloro-(toluene-4-sulfinyl)-methyl]-undecan-6-ol 
• 5340-50-1 6-ethylundecan-6-ol 
• 106-98-9 1-butylene 
• 110-43-0 n-pentyl methyl ketone 
• 102396-73-6 (1S,2R)-2-Ethyl-1-pentyl-cyclobutanol 
• 102396-73-6 (1S,2S)-2-Ethyl-1-pentyl-cyclobutanol 
• 5331-63-5 6-pentyl-undecan-6-ol 
• 59176-75-9 6,6-bis-(4-hydroxy-phenyl)-undecane 

Relevant articles and documents

Reegioselective Alkylation of Lithium Enolates Derived from 2-Heptanone

The benzylation and n-butylation of the kinetic enolate mixture derived from 2-heptanone has been studied in DME in the absence and in the presence of lithium ion complexing agents (triglyme, benzo-14-crown-4, DMF (neat), DMF, and HMPA).

Process for the preparation of higher order alkanones, preferably 6 -undecanone and derivatives thereof

The present invention relates to a method of producing higher alkanones, preferably 6 undecanone., from ethanol and/or acetate, the method comprising (a) contacting the ethanol and/or acetate with at least one microorganism capable of carrying out carbon chain elongation to produce hexanoic acid and/or an ester thereof from the ethanol and/or acetate; (b) extracting the hexanoic acid and/or ester thereof from (a) using at least one extractant in an aqueous medium, wherein the extractant comprises at least one alkyl-phosphine oxide and at least one alkane comprising at least 12 carbon atoms; or at least one trialkylamine and at least one alkane comprising at least 12 carbon atoms; and (c) contacting the extracted hexanoic acid and/or ester thereof from (b) with at least one ketonization catalyst and eventually a further alkanoic acid comprising 1 to 22 carbon atoms under suitable reaction conditions for chemical ketonization of hexanoic acid and eventually the further alkanoic acid to a higher alkanone, preferably 6-undecanone.

CATALYST FOR PRODUCING ALIPHATIC KETONES FROM FERMENTED PRODUCT OF BIOMASS, AND METHOD FOR PRODUCING SAME

The present disclosure discloses: a bifunctional Cu/Ce—Zr-based catalyst suitable for reacting a ketone and alcohol which are contained in a fermented product of biomass and have a low molecular weight, and converting same into an aliphatic ketone having an increased carbon number; a method for producing the catalyst; and a method for producing a fuel-range aliphatic ketone, such as gasoline and air fuel, by using the catalyst.

IONIZABLE CATIONIC LIPID FOR RNA DELIVERY

What is described is a compound of formula I consisting of a compound in which R1 is a branched chain alkyl consisting of 10 to 31 carbons; R2 is a linear alkyl, alkenyl, or alkynyl consisting of 2 to 20 carbons; L1 and L2 are the same or different, each a linear alkylene of 1 to 20 carbons or a linear alkenylene of 2 to 20 carbons; X1 is S or O; R3 is a linear or branched alkylene consisting of 1 to 6 carbons; and R4 and R5 are the same or different, each a hydrogen or a linear or branched alkyl consisting of 1 to 6 carbons; or a pharmaceutically acceptable salt thereof.