methyl 9-decenoate
9-Decen-1-ol
Conditions | Yield |
---|---|
Stage #1: methyl 9-decenoate With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 5.5h; Cooling; Stage #2: With sodium hydroxide In tetrahydrofuran; water at 20℃; Reagent/catalyst; Concentration; Solvent; Temperature; Time; | 98.3% |
With lithium aluminium tetrahydride In tetrahydrofuran at 15 - 20℃; for 5.5h; Inert atmosphere; | 98.3% |
With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene at 15 - 20℃; for 2h; Sealed tube; Cooling with ice; Inert atmosphere; | 97.14% |
1-(tetrahydro-2-pyranyloxy)-9-decene
9-Decen-1-ol
Conditions | Yield |
---|---|
With copper dichloride In methanol at 20℃; Hydrolysis; | 95% |
With CuCl2*2H2O In methanol at 20℃; for 1.25h; | 95% |
decane-1,2,10-triol
9-Decen-1-ol
Conditions | Yield |
---|---|
With rhenium(VII) oxide; triphenylphosphine at 165℃; for 1h; | 90% |
1,10-Decanediol
9-Decen-1-ol
Conditions | Yield |
---|---|
With 1-hexadecylcarboxylic acid at 340℃; for 5h; Temperature; Reagent/catalyst; Molecular sieve; | 88% |
With 1-hexadecylcarboxylic acid; stearic acid at 330 - 350℃; under 700 Torr; for 150h; | 80% |
Conditions | Yield |
---|---|
With 1-hexadecylcarboxylic acid at 340℃; for 6h; Molecular sieve; | A n/a B 88% |
9-decenal
9-Decen-1-ol
Conditions | Yield |
---|---|
With manganese; water; 2,4,6-collidine hydrochloride In tetrahydrofuran at 20℃; chemoselective reaction; | 84% |
trans-9-decenoic acid ethyl ester
9-Decen-1-ol
Conditions | Yield |
---|---|
With styrene; [RuCl2(N,N'-(ethane-1,2-diyl)bis(1-(2-(diphenylphosphaneyl)phenyl)methanimine))]; potassium methanolate; hydrogen at 80℃; under 37503.8 Torr; for 5h; Time; Inert atmosphere; Autoclave; chemoselective reaction; | 84% |
With styrene; [RuCl2(N,N'-(ethane-1,2-diyl)bis(1-(2-(diphenylphosphaneyl)phenyl)methanimine))]; potassium methanolate; hydrogen at 80℃; under 37503.8 Torr; for 5h; Inert atmosphere; Autoclave; | 84% |
dec-9-enoic acid
9-Decen-1-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; | 80% |
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; | 64% |
With nonan-1-al; samarium diiodide; samarium(III) trifluoromethanesulfonate In tetrahydrofuran; methanol; potassium hydroxide at 20℃; for 0.0833333h; Reduction; | 96 % Chromat. |
9-Decen-1-ol
Conditions | Yield |
---|---|
With ammonium peroxydisulfate; 9-(2-mesityl)-10-methylacridinium perchlorate In dichloromethane; water at 20 - 30℃; for 2h; Irradiation; Green chemistry; | 80% |
Stage #1: 1-((dec-9-en-1-yloxy)methyl)-4-methoxybenzene With sodium hydrogencarbonate; bis-[(trifluoroacetoxy)iodo]benzene; meso-2,5-bis(methoxycarbonyl)-2,5-dimethylpyrrolidine-1-oxyl In dichloromethane at 20℃; for 2h; Stage #2: With water In dichloromethane chemoselective reaction; | 79% |
((dec-9-en-1-yloxy)methyl)benzene
A
9-Decen-1-ol
B
9-bromo-decane-1-ol
Conditions | Yield |
---|---|
With triphenylphosphine hydrobromide In acetonitrile for 12h; Reflux; | A 63% B 8% |
((dec-9-en-1-yloxy)methyl)benzene
9-Decen-1-ol
Conditions | Yield |
---|---|
With barium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 20℃; for 16h; Irradiation; | 52% |
11-hydroxyundecanoic acid
A
1-Decanol
B
9-Decen-1-ol
C
1,20-eicosanediol
Conditions | Yield |
---|---|
With potassium methanolate In methanol at 40℃; electrolysis: anode: platinum foil; current source: galvanostat; current density 200 mA cm-2; current consumption: 3.03 F mol-1; cell voltage 50-60 V; Yield given; | A n/a B n/a C 42% |
With potassium methanolate In methanol at 40℃; electrolysis: anode: platinum foil; current source: galvanostat; current density 200 mA cm-2; current consumption: 3.03 F mol-1; cell voltage 50-60 V; Yields of byproduct given; | A n/a B n/a C 42% |
1-bromo-10-decanol
9-Decen-1-ol
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran; toluene at 0℃; for 0.5h; | 20% |
2,13-dioxa-tetradecanedioic acid diethyl ester
A
1,10-decadiene
B
1,10-Decanediol
C
9-Decen-1-ol
D
carbonic acid ethyl ester-(10-hydroxy-decyl ester)
Conditions | Yield |
---|---|
at 500℃; Produkt 5-7:Aethanol,Kohlensaeure-aethylester-dec-9-enylester,Aethylen.Pyrolysis; |
2,13-dioxa-tetradecanedioic acid diethyl ester
9-Decen-1-ol
Conditions | Yield |
---|---|
at 500℃; |
10-hydroxy-2-decanone
9-Decen-1-ol
Conditions | Yield |
---|---|
aluminum oxide Heating; |
9-decen-1-yl acetate
9-Decen-1-ol
Conditions | Yield |
---|---|
With sodium hydroxide In methanol |
Conditions | Yield |
---|---|
With copper(I) bromide dimethylsulfide complex; lithium bromide 1.) Et2O; 2.) -50 deg C, then 30 min, -30 deg C; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With hydrogenchloride; Schwartz's reagent Yield given; Multistep reaction. Yields of byproduct given; |
9-Decen-1-ol
Conditions | Yield |
---|---|
at 290℃; |
Conditions | Yield |
---|---|
With sodium hydroxide |
10-chlorodecanol
A
9-Decen-1-ol
Conditions | Yield |
---|---|
bei Destillation; |
1,10-decadiene
A
1,10-Decanediol
B
1-Decanol
C
9-Decen-1-ol
D
8-decene-1-ol
Conditions | Yield |
---|---|
Stage #1: 1,10-decadiene With triisobutylaluminum; bis-triphenylphosphine-palladium(II) chloride In dichloromethane at 25℃; for 12h; Stage #2: With sodium hydroxide; oxygen In dichloromethane | A 16 % Spectr. B 27 % Spectr. C 11 % Spectr. D 24 % Spectr. |
Methyl 10-undecenoate
9-Decen-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydroboration-oxidation 2: 1M potassium methoxide / methanol / 40 °C / electrolysis: anode: platinum foil; current source: galvanostat; current density 200 mA cm-2; current consumption: 3.03 F mol-1; cell voltage 50-60 V View Scheme |
12-methoxy-12-oxododecanoic acid
9-Decen-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1M potassium methoxide / methanol / 40 - 45 °C / electrolysis: anode: platinum foil; current source: galvanostat; current density 220 mA cm-2; current consumption: 1.25 F mol-1; cell voltage 40-70 V 2: hydroboration-oxidation 3: 1M potassium methoxide / methanol / 40 °C / electrolysis: anode: platinum foil; current source: galvanostat; current density 200 mA cm-2; current consumption: 3.03 F mol-1; cell voltage 50-60 V View Scheme |
dodecanedioic acid dimethyl ester
9-Decen-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: barium hydroxide octahydrate / methanol / 4 d, -10 deg C; 10 h, RT 2: 1M potassium methoxide / methanol / 40 - 45 °C / electrolysis: anode: platinum foil; current source: galvanostat; current density 220 mA cm-2; current consumption: 1.25 F mol-1; cell voltage 40-70 V 3: hydroboration-oxidation 4: 1M potassium methoxide / methanol / 40 °C / electrolysis: anode: platinum foil; current source: galvanostat; current density 200 mA cm-2; current consumption: 3.03 F mol-1; cell voltage 50-60 V View Scheme |
oleyl acetate
9-Decen-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: (i) O3, CH2Cl2, (ii) Ph3P 2: (i) K, HMPT, (ii) /BRN= 1769551/ 3: aq. NaOH / methanol View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 2: (i) O3, CH2Cl2, (ii) Ph3P 3: (i) K, HMPT, (ii) /BRN= 1769551/ 4: aq. NaOH / methanol View Scheme |
9-acetoxynonal
9-Decen-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: (i) K, HMPT, (ii) /BRN= 1769551/ 2: aq. NaOH / methanol View Scheme |
9-Decen-1-ol
9-decenal
Conditions | Yield |
---|---|
With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -60 - 20℃; for 0.333333h; | 100% |
With Bu4N In 1,2-dichloro-ethane at 50℃; for 9h; | 99% |
With aluminum oxide; pyridinium chlorochromate In dichloromethane at 20℃; for 3h; | 97% |
9-Decen-1-ol
10-bromodec-1-ene
Conditions | Yield |
---|---|
With carbon tetrabromide; triphenylphosphine at 20℃; for 22h; Bromination; | 100% |
With carbon tetrabromide; triphenylphosphine In dichloromethane at 0 - 20℃; | 100% |
With carbon tetrabromide; triphenylphosphine In dichloromethane at 0 - 20℃; for 15h; | 100% |
9-Decen-1-ol
9,10-dibromodecan-1-ol
Conditions | Yield |
---|---|
With bromine In dichloromethane at -45 - 20℃; | 100% |
With bromine In tetrachloromethane at -5℃; for 1h; | 95% |
With bromine In dichloromethane |
9-Decen-1-ol
methanesulfonyl chloride
dec-9-en-1-yl methanesulfonate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane; water; sodium sulfate | 100% |
With triethylamine In dichloromethane; water; sodium sulfate | 100% |
With triethylamine In dichloromethane at 0℃; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 20℃; | 100% |
With dmap; triethylamine In dichloromethane at 20℃; Inert atmosphere; | 100% |
With pyridine at 0 - 5℃; for 3.5h; Inert atmosphere; | 97% |
9-Decen-1-ol
tert-butyldimethylsilyl chloride
tert-butyl(dec-9-en-1-yloxy)dimethylsilane
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; | 100% |
With 1H-imidazole; dmap In dichloromethane at 0 - 20℃; Inert atmosphere; | 99% |
With 1H-imidazole; dmap | 98% |
9-Decen-1-ol
10-iodo-1-decene
Conditions | Yield |
---|---|
With 1H-imidazole; iodine; triphenylphosphine In diethyl ether; acetonitrile at 20℃; for 4h; | 100% |
With 1H-imidazole; iodine; triphenylphosphine In dichloromethane for 2h; Darkness; Inert atmosphere; | 91% |
With 1H-imidazole; iodine | 88% |
Conditions | Yield |
---|---|
AuCl(xanthphos) In acetone at 50℃; for 8h; | 100% |
With copper (I) tert-butoxide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 25℃; for 2h; | 95% |
9-Decen-1-ol
dec-9-en-1-yl methanesulfonate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane | 100% |
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0 - 20℃; for 2h; | 100% |
Stage #1: 9-Decen-1-ol With triethylamine In dichloromethane at 0℃; for 0.166667h; Inert atmosphere; Stage #2: benzoyl chloride In dichloromethane at 0℃; for 0.5h; Inert atmosphere; | 94% |
With pyridine In dichloromethane |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Steglich Esterification; | 100% |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With pyridine at 60℃; for 3h; | 99% |
zeolite HSZ-360 In neat (no solvent) at 60℃; for 1h; | 97% |
With sodium acetate at 68℃; for 4h; Schlenk technique; Inert atmosphere; | 95.6% |
9-Decen-1-ol
10-chloro-1-decene
Conditions | Yield |
---|---|
With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine In dichloromethane at 20℃; for 21h; Chlorination; | 99% |
With thionyl chloride In dichloromethane; N,N-dimethyl-formamide at 55℃; for 16h; | 93% |
With N-chloro-succinimide; triphenylphosphine In tetrahydrofuran for 9h; Inert atmosphere; | 80% |
9-Decen-1-ol
triisopropylsilyl trifluoromethanesulfonate
(dec-9-en-1-yloxy)triisopropylsilane
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; Substitution; | 99% |
9-Decen-1-ol
2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl chloride
dec-9-enyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: 9-Decen-1-ol With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.5h; Stage #2: 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl chloride In tetrahydrofuran; mineral oil at 80℃; | 99% |
9-Decen-1-ol
Conditions | Yield |
---|---|
Stage #1: 9-Decen-1-ol With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; iodine In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere; Stage #2: With ammonia; iodine In dichloromethane; water at 20℃; for 2h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
In diethyl ether at 20℃; for 1.5h; | 99% |
Conditions | Yield |
---|---|
With 1H-imidazole In dichloromethane at 0 - 20℃; | 99% |
9-Decen-1-ol
tert-butylchlorodiphenylsilane
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 48h; Inert atmosphere; | 99% |
Stage #1: 9-Decen-1-ol With 1H-imidazole; dmap In dichloromethane at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: tert-butylchlorodiphenylsilane In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere; | 81% |
Conditions | Yield |
---|---|
With dmap In dichloromethane at 0 - 20℃; Inert atmosphere; | 99% |
9-Decen-1-ol
1-Decanol
Conditions | Yield |
---|---|
With hydrogen; TMSB; palladium In ethanol at 20℃; under 760 Torr; for 17h; | 98% |
Hydrogenation; | |
With amine functionalized polymer; carboxylic acid-derived silica colloids; hydrogen; carbocyclic acid-derived Pd-MMPC |
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 2.25h; | 98% |
With sodium hydride In tetrahydrofuran at 0 - 20℃; for 4h; | 95% |
Stage #1: 9-Decen-1-ol With sodium hydride In nujol; N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere; Stage #2: benzyl bromide In nujol; N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 93% |
Conditions | Yield |
---|---|
With iodine for 2.5h; Reflux; chemoselective reaction; | 98% |
titanium(IV) tetraethanolate for 24h; | 94% |
Conditions | Yield |
---|---|
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 0.25h; Inert atmosphere; | 98% |
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 16h; | 98% |
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 1.5h; Alkylation; | 92% |
Conditions | Yield |
---|---|
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In potassium hydroxide at 20 - 25℃; for 1.5h; pH=11.5; Schotten-Baumann-type reaction; | 98% |
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In acetonitrile at 0 - 5℃; for 1h; | 98% |
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | 98% |
9-Decen-1-ol
3-phenylpropanoic acid methyl ester
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; diphenylammonium trifluoromethanesulfonate In toluene at 80 - 110℃; for 24h; Esterification; | 97% |
With sulfonated polypyrene In n-heptane at 80℃; for 16h; | 91% |
With high p-toluenesulfonate content diphenylamine and terephthalaldehyde resin In neat (no solvent) at 110℃; for 6h; | 83% |
Conditions | Yield |
---|---|
Stage #1: 9-Decen-1-ol With sodium In tetrahydrofuran Heating; Stage #2: 2,6-Dibromopyridine In N,N-dimethyl-formamide at 95℃; | 97% |
Stage #1: 9-Decen-1-ol With sodium In tetrahydrofuran Heating; Stage #2: 2,6-Dibromopyridine In N,N-dimethyl-formamide at 95℃; for 16h; | 97% |
Molecular Formula: C10H20O
Molar mass: 156.2652 g/mol
EINECS: 235-878-6
Density: 0.839 g/cm3
Flash Point: 98.9 °C
Index of Refraction: 1.445
Boiling Point: 236 °C at 760 mmHg
Vapour Pressure: 0.00879 mmHg at 25°C
Melting point: -13 °C
Appearance: Colourless liquid
Product categories: Acyclic;Alkenes;omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;Organic Building Blocks
Structure of 9-Decen-1-OL (13019-22-2):
XLogP3-AA: 3.6
H-Bond Donor: 1
H-Bond Acceptor: 1
Systematic Name: Dec-9-en-1-ol
SMILES: OCCCCCCCC\C=C
InChI: InChI=1/C10H20O/c1-2-3-4-5-6-7-8-9-10-11/h2,11H,1,3-10H2
InChIKey: QGFSQVPRCWJZQK-UHFFFAOYAX
Std. InChI: InChI=1S/C10H20O/c1-2-3-4-5-6-7-8-9-10-11/h2,11H,1,3-10H2
Std. InChIKey: QGFSQVPRCWJZQK-UHFFFAOYSA-N
1. | skn-rbt 100% | FCTXAV Food and Cosmetics Toxicology. 12 (1974),405. |
Carcinogenicity of 9-Decen-1-OL (13019-22-2) hasn't been listed as a carcinogen by NTP, IARC,ACGIH, or CA Prop 65. You can see actual entry in RTECS for complete information.
Reported in EPA TSCA Inventory.
A skin irritant. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALCOHOL, DENATURED; ALCOHOLS, C6-12; ALCOHOLS, C9-11; ALCOHOLS, C12-13, ETHOXYLATED; ALCOHOLS, C12-15, ETHOXYLATED; ALCOHOLS, C12-16, ETHOXYLATED; ALCOHOLS, C14-15, ETHOXYLATED; ALCOHOLS, C16-18, ETHOXYLATED; ALCOHOLS, C8-10, ETHOXYLATED PROPOXYLATED; ALCOHOLS, C12-15, ETHOXYLATED PROPOXYLATED; ALCOHOLS, N.O.S..
Hazard Note: Irritant
Hazard Codes: Xi
Risk Statements:
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
Safety Statements:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
9-Decen-1-OL (13019-22-2) also can be called omega-Decenol ; .omega.-Decen-1-ol ; .omega.-Decenol ; Anapterin and Decylenic alcohol .It is hazardous,so the first aid measures and others should be known.Such as: When on the skin: should flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing.Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids..While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Then you have the ingesting of the product : Do not induce vomiting.If victim is conscious and alert, give 2-4 cupfuls of milk or water.
In addition, 9-Decen-1-OL (13019-22-2) can be stable under normal temperature and pressure conditions.It is not compatible with strong oxidizing agents, and you must not take it with incompatible materials.And also prevent it to broken down into hazardous decomposition products: irritating and toxic fumes and gases, carbon dioxide, carbon monoxide.
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