Conditions | Yield |
---|---|
With polystyrene-supported(catecholato)oxoRe cat. act. by iPrOH; triphenylphosphine In toluene for 6h; Heating; | 97% |
With 2,4,6-trimethyl-pyridine; bis(cyclopentadienyl)titanium dichloride; manganese; chloro-trimethyl-silane In tetrahydrofuran at 20℃; Inert atmosphere; | 94% |
Multi-step reaction with 2 steps 1: sodium hydrogen telluride / ethanol / Heating 2: 92 percent / toluene-p-sulphonyl chloride, pyridine View Scheme | |
With carbon monoxide; C29H32IrN5O; bis(trifluoromethane)sulfonimide lithium In benzene-d6 at 80℃; under 7500.75 Torr; for 24h; Schlenk technique; chemoselective reaction; | 71 %Spectr. |
1-Tellanyl-octadecan-2-ol
octadec-1-ene
Conditions | Yield |
---|---|
With pyridine; p-toluenesulfonyl chloride | 92% |
Conditions | Yield |
---|---|
With 2,6-C6H3(CH2NMe2)2MnLiCl2 | 91% |
Conditions | Yield |
---|---|
Stage #1: oleoyl alcohol With n-butyllithium; zirconocene dichloride In diethyl ether; hexane at -50 - 34℃; Stage #2: With hydrogenchloride In diethyl ether; hexane at 20℃; | 72% |
1-hydroxy-2(1H)-pyridinethione
allyl tert-butyl sulfide
A
2-(2-tert-butyldisulfanyl)pyridine
B
octadec-1-ene
C
n-pentadecyl-2'-pyridylsulphide
Conditions | Yield |
---|---|
With dmap; n-hexadecanoyl chloride In toluene at 110℃; for 2.5h; | A 11% B 23% C 62% |
1-hydroxy-2(1H)-pyridinethione
n-hexadecanoyl chloride
A
2-(2-tert-butyldisulfanyl)pyridine
B
octadec-1-ene
C
n-pentadecyl-2'-pyridylsulphide
Conditions | Yield |
---|---|
With dmap; allyl tert-butyl sulfide In toluene at 110℃; for 2.5h; | A 11% B 23% C 62% |
Conditions | Yield |
---|---|
With bis(cyclopentadienyl)titanium dichloride; water; 2,4,6-collidine hydrochloride In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; | A 30% B 60% |
With bis(cyclopentadienyl)titanium dichloride; manganese; water In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; | A 42% B 20% |
1-methyl-4-(prop-2-ene-1-sulfonyl)benzene
n-hexadecanoyl chloride
A
octadec-1-ene
B
n-pentadecyl-2'-pyridylsulphide
Conditions | Yield |
---|---|
With 1-hydroxy-2(1H)-pyridinethione; dmap In toluene at 110℃; for 2h; | A 21% B 55% |
allyl phenyl selenide
n-hexadecanoyl chloride
A
octadec-1-ene
B
n-pentadecyl-2'-pyridylsulphide
Conditions | Yield |
---|---|
With 1-hydroxy-2(1H)-pyridinethione; dmap In toluene at 110℃; for 1.5h; | A 55% B 37% |
1-hydroxy-2(1H)-pyridinethione
allyl tert-butyl sulfide
n-hexadecanoyl chloride
A
octadec-1-ene
B
n-pentadecyl-2'-pyridylsulphide
Conditions | Yield |
---|---|
With dmap at 140℃; for 0.5h; Product distribution; Mechanism; reaction with other alkenes; | A 47% B 30% |
allyl tert-butyl sulfide
n-hexadecanoyl chloride
A
octadec-1-ene
B
n-pentadecyl-2'-pyridylsulphide
Conditions | Yield |
---|---|
With 1-hydroxy-2(1H)-pyridinethione; dmap at 140℃; for 0.5h; | A 47% B 30% |
3-(2,4,6-trimethylphenylthio)prop-1-ene
n-hexadecanoyl chloride
A
octadec-1-ene
B
n-pentadecyl-2'-pyridylsulphide
Conditions | Yield |
---|---|
With 1-hydroxy-2(1H)-pyridinethione; dmap In toluene at 110℃; for 2h; | A 25% B 45% |
2-methylquinoline
4-Chlorobenzolsulfonsaeure-octadecylester
A
19-oxaheptatriacontane
B
octadec-1-ene
Conditions | Yield |
---|---|
Stage #1: 2-methylquinoline; 4-Chlorobenzolsulfonsaeure-octadecylester at 140℃; for 5h; Stage #2: With potassium iodide In acetonitrile | A n/a B n/a C n/a D 40% |
4-Methoxystyrene
octadecyl-vinyl ether
A
1-octadecanol
B
octadec-1-ene
D
4-(4-methoxyphenyl)butyraldehyde
Conditions | Yield |
---|---|
With 10-phenyl-9-(2,4,6-trimethylphenyl)acridinium tetrafluoroborate; diphenyldisulfane In 1,2-dichloro-ethane Inert atmosphere; Irradiation; chemoselective reaction; | A 6% B 40% C 14% D 30% |
Conditions | Yield |
---|---|
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide Electrochemical reaction; Inert atmosphere; | A 33% B 28% C 39% |
2-methyl-5-chloro-benzothiazole
4-Chlorobenzolsulfonsaeure-octadecylester
A
19-oxaheptatriacontane
B
octadec-1-ene
Conditions | Yield |
---|---|
for 5h; Heating; | A n/a B n/a C n/a D 37% |
allyl 4-nitrophenyl sulfide
n-hexadecanoyl chloride
A
octadec-1-ene
B
n-pentadecyl-2'-pyridylsulphide
Conditions | Yield |
---|---|
With 1-hydroxy-2(1H)-pyridinethione; dmap In toluene at 110℃; for 1.5h; | A 12% B 27% |
allyl phenyl thioether
n-hexadecanoyl chloride
A
octadec-1-ene
B
n-pentadecyl-2'-pyridylsulphide
Conditions | Yield |
---|---|
With 1-hydroxy-2(1H)-pyridinethione; dmap In toluene at 110℃; for 1.5h; | A 20% B 22% |
3‐(2‐ethylpropane‐2‐sulfinyl)prop‐1‐ene
n-hexadecanoyl chloride
octadec-1-ene
Conditions | Yield |
---|---|
With 1-hydroxy-2(1H)-pyridinethione; dmap In toluene at 110℃; for 1h; | 7% |
Conditions | Yield |
---|---|
With 1-hydroxy-2(1H)-pyridinethione; dmap In toluene at 20℃; for 16h; darkness; | 3% |
Conditions | Yield |
---|---|
With phosphoric acid at 100℃; entsteht vermutlich im Gemisch mit Isomeren; | |
With phosphoric acid; pyrographite at 280 - 300℃; under 25 Torr; entsteht vermutlich im Gemisch mit Isomeren; | |
With phosphoric acid at 280 - 300℃; under 25 Torr; entsteht vermutlich im Gemisch mit Isomeren; |
2-ethoxy-1-bromo-octadecane
octadec-1-ene
Conditions | Yield |
---|---|
With i-Amyl alcohol; zinc |
Conditions | Yield |
---|---|
at 520 - 525℃; thermische Zersetzung an Glaswolle; |
Conditions | Yield |
---|---|
under 120 - 140 Torr; Destillation; |
Conditions | Yield |
---|---|
under 120 - 140 Torr; |
Conditions | Yield |
---|---|
at 300℃; |
Conditions | Yield |
---|---|
With potassium tert-butylate In dimethyl sulfoxide; benzene |
Conditions | Yield |
---|---|
With quinoline; hydrogen; Lindlar's catalyst In Petroleum ether |
Conditions | Yield |
---|---|
at 350 - 400℃; |
n-octadecyl p-toluenesulfonate
potassium tert-butylate
A
octadec-1-ene
B
1-tert-butoxy-octadecane
Conditions | Yield |
---|---|
In dimethyl sulfoxide; benzene |
3,4,5,6-Tetrahydrophthalic anhydride
octadec-1-ene
10-Hexadecyl-8-oxa-tricyclo[4.3.2.01,6]undecane-7,9-dione
Conditions | Yield |
---|---|
In cyclohexene for 20h; Heating; Irradiation; | 100% |
Conditions | Yield |
---|---|
With fac-[Mn(1,2-bis(di-isopropylphosphino)ethane)(CO)3(CH2CH2CH3)]; hydrogen In diethyl ether at 25℃; under 37503.8 Torr; for 18h; | 99% |
With platinum(IV) oxide under 2206.5 Torr; Hydrogenation; | |
With triethylsilane; palladium dichloride In ethanol at 20℃; for 24h; | 96 % Chromat. |
octadec-1-ene
1,2-dibromooctadecane
Conditions | Yield |
---|---|
With bromine In dichloromethane at 20℃; for 1h; | 99% |
With poly(diallyldimethylammonium chloride) supported tribromide for 0.833333h; | 80% |
With bromine |
Conditions | Yield |
---|---|
With platinum on carbon nanotubes In neat (no solvent) at 20℃; for 24h; | 99% |
dihydrogen hexachloroplatinate In diethyl ether | 85% |
dihydrogen hexachloroplatinate | |
With dihydrogen hexachloroplatinate | |
With SiliaCat Pt(0) - mesoporous organosilica microspheres doped with Pt nanoparticles In neat (no solvent) at 65℃; for 1h; | 91 %Spectr. |
Conditions | Yield |
---|---|
With palladium diacetate In N,N-dimethyl-formamide at 130℃; for 0.0333333h; Schlenk technique; Microwave irradiation; regioselective reaction; | 99% |
Conditions | Yield |
---|---|
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex at 80℃; | 99% |
Conditions | Yield |
---|---|
With platinum on carbon nanotubes In neat (no solvent) at 20℃; for 24h; | 98% |
With SiliaCat Pt(0) - mesoporous organosilica microspheres doped with Pt nanoparticles In neat (no solvent) at 65℃; for 1h; | 86 %Spectr. |
Conditions | Yield |
---|---|
With [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro-(3-phenyl-1H-inden-1-ylidene)(tricyclohexylphosphine)ruthenium(II) In dichloromethane at 80℃; for 15h; Cross Metathesis; Inert atmosphere; Sealed tube; diastereoselective reaction; | 98% |
octadec-1-ene
phosphonic acid diethyl ester
octadecylphosphonate de diethyle
Conditions | Yield |
---|---|
With di-tert-butyl peroxide at 135℃; for 6h; | 97% |
octadec-1-ene
2-octadecene
Conditions | Yield |
---|---|
With trimethylaluminum; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; cobalt acetylacetonate In N,N-dimethyl acetamide at 90℃; for 16h; | 97% |
With [(2,6-iPrC6H3NC(Me)C(Me)N-2,6-iPrC6H3)Pd(CH3)(Cl)]; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; acetonitrile In chlorobenzene at 25℃; for 3h; Darkness; Inert atmosphere; | 53% |
With selenium at 200℃; for 20h; Reagent/catalyst; Inert atmosphere; | |
With trimethylaluminum; cobalt(II) aceylacetonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In N,N-dimethyl acetamide; toluene at 90℃; for 16h; Inert atmosphere; |
Conditions | Yield |
---|---|
With N-Bromosuccinimide; 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,2-dichloro-ethane at 50℃; | 96% |
octadec-1-ene
dilauryl peroxide
toluene-4-sulfonic acid
1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione
3-mercaptopropionic acid
Conditions | Yield |
---|---|
In water; toluene | 94.6% |
Conditions | Yield |
---|---|
With di-tert-butyl peroxide at 135℃; for 8h; | 94% |
With 2,2'-azobis(isobutyronitrile) In benzene |
Conditions | Yield |
---|---|
In neat (no solvent) HSiCl3 and 1-octadecene at about 300°C under pressure;; | 94% |
In neat (no solvent) HSiCl3 and octadecene at 300°C under pressure;; | 94% |
In neat (no solvent) HSiCl3 and 1-octadecene at about 300°C under pressure;; | 94% |
In neat (no solvent) HSiCl3 and octadecene at 300°C under pressure;; | 94% |
With SiliaCat Pt(0) - mesoporous organosilica microspheres doped with Pt nanoparticles In neat (no solvent) at 65℃; for 1h; | 87 %Spectr. |
1-iodoheptadecafluorooctane
octadec-1-ene
1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluoro-10-iodohexacosane
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) at 80℃; Inert atmosphere; | 94% |
Conditions | Yield |
---|---|
Stage #1: octadec-1-ene With diethylenetriaminepentaacetic acid (DTPA)-functionalized silica supported Pt at 60℃; for 0.5h; Stage #2: Dichloromethylsilane at 60℃; for 4h; Reagent/catalyst; | 93.5% |
at 300℃; | |
dihydrogen hexachloroplatinate In diethyl ether; isopropyl alcohol at 60℃; for 12h; |
Conditions | Yield |
---|---|
With C24H30ClN3NiO2; sodium t-butanolate In tetrahydrofuran at 20℃; for 6h; Inert atmosphere; Glovebox; | 93% |
methanol
octadec-1-ene
carbon monoxide
dimethyl 2-hexadecylsuccinate
Conditions | Yield |
---|---|
With copper(l) chloride; palladium on activated charcoal In tetrahydrofuran at 25℃; under 760 Torr; for 216h; | 92% |
With copper(l) chloride; palladium on activated charcoal In tetrahydrofuran at 25℃; under 760 Torr; for 216h; | 92% |
Conditions | Yield |
---|---|
With sodium hypophosphite monohydrate; 2,2'-azobis(isobutyronitrile); sulfuric acid In ethanol for 26h; Inert atmosphere; Reflux; | 91% |
Conditions | Yield |
---|---|
With dihydrogen hexachloroplatinate In isopropyl alcohol at 80℃; for 3h; | 91% |
octadec-1-ene
1,1,1,3,3,3-hexachloro-1,3-disilapropane
1,1,1,3,3-pentachloro-1,3-disilaheneicosane
Conditions | Yield |
---|---|
Stage #1: 1,1,1,3,3,3-hexachloro-1,3-disilapropane With trihexyl(tetradecyl)phosphonium chloride; Dichloromethylsilane at 80 - 90℃; Inert atmosphere; Autoclave; Stage #2: octadec-1-ene With dihydrogen hexachloroplatinate In tetrahydrofuran at 90 - 110℃; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
With rhodium(III) chloride trihydrate at 120℃; for 12h; | 89.5% |
octadec-1-ene
1-Iodo-perfluorodecane
1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluoro-12-iodooctacosane
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) at 80℃; Inert atmosphere; | 89% |
Conditions | Yield |
---|---|
Stage #1: methanol; octadec-1-ene With mercury(II) diacetate at 0℃; Stage #2: With sodium In methanol at 0℃; | A n/a B 87% |
(R)-tridec-1-en-4-yl (2R)-2-methoxy-2-phenylacetate
octadec-1-ene
nonacos-12-en-10-yl 2-methoxy-2-phenylacetate
Conditions | Yield |
---|---|
1,3-bis(2,4,6-triMePh)imidazole-2yl-(Cl2)Ru(PCy3)(=CH-Ph) In dichloromethane at 45℃; for 4h; Heating; | 87% |
octadec-1-ene
Conditions | Yield |
---|---|
With 1,1'-binaphthalene-2,2'-diamine; oxygen; palladium diacetate; sodium hydrogencarbonate; p-benzoquinone In 1,2-dichloro-ethane at 100℃; for 24h; | A n/a B 86% |
Conditions | Yield |
---|---|
Stage #1: octadec-1-ene With Wilkinson's catalyst for 0.0833333h; Stage #2: Triethoxysilane at 90℃; for 5h; | 85.8% |
With dihydrogen hexachloroplatinate(IV) hexahydrate In isopropyl alcohol at 140℃; for 18h; Catalytic behavior; Time; Solvent; Temperature; Inert atmosphere; regioselective reaction; | 68% |
With SiliaCat Pt(0) - mesoporous organosilica microspheres doped with Pt nanoparticles In neat (no solvent) at 75℃; for 2h; Temperature; | 98 %Spectr. |
With platinum(II) with naphthalenolimine and cyclo-1,5-octadiene binary ligands anchored onto mesoporous silica SBA-15 support catalyst In neat (no solvent) at 60℃; for 2h; Catalytic behavior; Temperature; Sealed tube; regioselective reaction; | |
With SiO2-coated nano-Fe3O4-supported biIMI-PtCl2 at 60℃; for 2h; regioselective reaction; |
The CAS registry number of 1-Octadecene is 112-88-9. The IUPAC name is octadec-1-ene. In addition, it is a long-chain hydrocarbon and an alkene with the molecular formula C18H36. It is a relatively inexpensive solvent and is compatible with oleic acid. What's more, it is a clear colourless to amber liquid which can be used in the synthesis of colloidal quantum dots.
Physical properties about 1-Octadecene are: (1)ACD/LogP: 9.81; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 9.81; (4)ACD/LogD (pH 7.4): 9.81; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 5170237.5; (8)ACD/KOC (pH 7.4): 5170237.5; (9)#Freely Rotating Bonds: 15; (10)Index of Refraction: 1.443; (11)Molar Refractivity: 85.16 cm3; (12)Molar Volume: 320.7 cm3; (13)Polarizability: 33.76×10-24cm3; (14)Surface Tension: 27.9 dyne/cm; (15)Density: 0.787 g/cm3; (16)Flash Point: 148.9 °C; (17)Enthalpy of Vaporization: 53.34 kJ/mol; (18)Boiling Point: 314.4 °C at 760 mmHg; (19)Vapour Pressure: 0.000863 mmHg at 25°C.
Preparation of 1-Octadecene: this chemical can be prepared by 1-tellanyl-octadecan-2-ol. This reaction will need reagents toluene-p-sulphonyl chloride and pyridine. The yield is about 92%.
Uses of 1-Octadecene: it can be used to produce (E)-17-tetratriacontene. This reaction will need reagents WCl6, Sn(CH3)4 and ethyl acetate. The reaction time is 35 hours at temperature of 80 °C. And the yield is about 49%.
When you are using this chemical, please be cautious about it as the following:
This chemical may irritate eyes and skin, and may cause lung damage if swallowed. When you are using it, do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) and avoid contact with skin and eyes.
You can still convert the following datas into molecular structure:
(1)SMILES: C=C\CCCCCCCCCCCCCCCC
(2)Std. InChI: InChI=1S/C18H36/c1-3-5-7-9-11-13-15-17-18-16-14-12-10-8-6-4-2/h3H,1,4-18H2,2H3
(3)Std. InChIKey: CCCMONHAUSKTEQ-UHFFFAOYSA-N
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