Conditions | Yield |
---|---|
With hydrogen; TMSB; palladium In ethanol at 20℃; under 760 Torr; for 16h; | 98% |
Conditions | Yield |
---|---|
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide Electrochemical reaction; Inert atmosphere; | A 1% B 97% |
With sodium polystyrylanthracene Product distribution; | A 25% B 4% |
Conditions | Yield |
---|---|
With pyridine; manganese; trifluoroacetic acid; cobalt(II) bromide In acetonitrile at 50℃; | 87% |
n-decyl magnesium bromide
benzophenone N-methyl-N,N-pentane-1,5-diylhydrazonium iodide
A
N-methylcyclohexylamine
B
Benzophenone imine
C
decane
D
icosane
E
1-Decene
Conditions | Yield |
---|---|
In diethyl ether Product distribution; Mechanism; Heating; other quaternary hydrazonium salts, other alkylmagnesium halides; | A 85% B 84% C 51% D 21% E 25% |
Conditions | Yield |
---|---|
With cesium hydroxide; tris(dibenzylideneacetone)dipalladium (0); tricyclohexylphosphine In 1,4-dioxane at 90℃; for 48h; Suzuki cross-coupling; | 83% |
9-octyl-9-bora-bicyclo[3.3.1]nonane
dodecyl 4-methylbenzenesulphonate
icosane
Conditions | Yield |
---|---|
With palladium diacetate; sodium hydroxide; di-tert-butyl(methyl)phosphonium tetrafluoroborate salt In 1,4-dioxane at 50℃; Product distribution; Further Variations:; Reagents; Temperatures; reaction times; Suzuki cross-coupling; | 82% |
With copper(l) iodide; lithium tert-butoxide In N,N-dimethyl-formamide at 80℃; for 24h; Suzuki-Miyauri coupling; Inert atmosphere; | 64% |
Conditions | Yield |
---|---|
Stage #1: 1-bromo dodecane With magnesium In tetrahydrofuran Grignard Reaction; Inert atmosphere; Reflux; Stage #2: With dilithium tetrachlorocuprate(II); oxygen In tetrahydrofuran at 20℃; for 2h; | A 60% B 36% |
Conditions | Yield |
---|---|
With palladium diacetate; sodium hydroxide; methyldi-t-butylphosphine In 1,4-dioxane at 50℃; Suzuki cross-coupling; | 51% |
1-heptyl 4-methylbenzenesulfonate
tert-butylmagnesium chloride
A
decane
B
icosane
C
2,2-dimethylnonane
Conditions | Yield |
---|---|
With CuBr*Me2S-LiBr; lithium thiophenoxide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at 67℃; for 24h; further reagents; | A n/a B n/a C 50% |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium peroxide; magnesium 1.) 22 deg C, 30 min, diethyl ether; Multistep reaction; | A n/a B 25% |
With hydrogenchloride; sodium peroxide; magnesium 1.) 22 deg C, 30 min, diethyl ether; Yield given. Multistep reaction; |
tri(octadecyl)aluminium
ethene
A
icosane
B
n-docosane
C
n-hexacosane
D
octadecane
E
tetracosane
F
octacosane
G
n-triacontane
Conditions | Yield |
---|---|
Stage #1: tri(octadecyl)aluminium; ethene In toluene at 20 - 116℃; under 17851.8 - 42004.2 Torr; for 2 - 3h; Stage #2: With sulfuric acid; water at 40℃; Product distribution / selectivity; | A 13.39% B 9.99% C 0.69% D 10.19% E 3.02% F 0.13% G 0.02% |
tri(octadecyl)aluminium
ethene
trioctylaluminum
A
octane
B
decane
C
dodecane
D
icosane
E
n-docosane
F
n-hexacosane
G
hexane
H
tetradecane
I
Hexadecane
J
octadecane
K
tetracosane
L
octacosane
M
n-triacontane
Conditions | Yield |
---|---|
Stage #1: tri(octadecyl)aluminium; ethene; trioctylaluminum In toluene at 20 - 116℃; under 26252.6 - 42004.2 Torr; for 2.33333h; Stage #2: With sulfuric acid; water at 40℃; | A 6.85% B 11.49% C 10.27% D 11.49% E 8.97% F 1.86% G 1.31% H 6.01% I 2.59% J 8.59% K 4.71% L 0.6% M 0.17% |
Conditions | Yield |
---|---|
With sodium hydroxide; hydrazine hydrate; mercury dichloride; palladium dichloride for 6h; Heating; | 2.5% |
Conditions | Yield |
---|---|
With diethyl ether; magnesium und Zers. des Reaktionsproduktes mit Wasser; |
2-hexadecylthiophene
icosane
Conditions | Yield |
---|---|
With 1,4-dioxane; nickel |
1,10-diiododecane
icosane
Conditions | Yield |
---|---|
With diethyl ether; magnesium und Zers. des Reaktionsproduktes mit Wasser; |
1-iodoeicosane
icosane
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid; zinc |
eicosan-7-one
icosane
Conditions | Yield |
---|---|
With phosphorus pentachloride und erhitzen des Reaktionsprodukts mit Jodwasserstoffsaeure und Phosphor auf 240grad; |
Conditions | Yield |
---|---|
With hydrazine hydrate; sodium butanolate at 200 - 215℃; | |
With amalgamated zinc in wss.-aethanol. HCl; |
Conditions | Yield |
---|---|
With diethyl ether; sodium |
Dichloromethylsilane
1-bromo dodecane
A
icosane
B
1-Decanol
C
Methyldi-n-decylsilane
Conditions | Yield |
---|---|
With magnesium; iodine 1) Et2O, 25-30 deg C 2) 62 deg C, 12h; Yield given. Multistep reaction; |
diethyl ether
n-decyl magnesium bromide
A
decane
B
icosane
C
2-n-dodecyl ethyl ether
Conditions | Yield |
---|---|
With xenon difluoride for 4h; Ambient temperature; |
Conditions | Yield |
---|---|
at -269.2℃; Irradiation; |
Conditions | Yield |
---|---|
With H at -196.1℃; Mechanism; Product distribution; Irradiation; normal and perdeuteriated alkenes, other products; |
Conditions | Yield |
---|---|
With oxygen; ozone 1.) methanol; 2.) methanol; Yield given. Multistep reaction; |
cis-Octadecenoic acid
oenanthic acid
A
dodecane
B
icosane
C
n-nonadecane
D
(Z)-tricos-9-ene
Conditions | Yield |
---|---|
With sodium In methanol; n-heptane at 30 - 35℃; for 5h; electrolysis; Further byproducts given. Title compound not separated from byproducts; | A 21.6 % Chromat. B 0.4 % Chromat. C 3.7 % Chromat. D 39.5 % Chromat. |
1-bromo dodecane
carbon dioxide
A
decane
B
icosane
C
heneicosan-11-one
Conditions | Yield |
---|---|
With tetrabutylammonium tetrafluoroborate; (2,2'-bipyridine)nickel(II) dibromide In various solvent(s) Product distribution; Mechanism; Ambient temperature; electrolysis, -1.6 V; | A 5 % Chromat. B 15 % Chromat. C 80 % Chromat. |
With tetrabutylammonium tetrafluoroborate; (2,2'-bipyridine)nickel(II) dibromide In various solvent(s) Ambient temperature; electrolysis, -1.6 V; | A 5 % Chromat. B 15 % Chromat. C 80 % Chromat. |
Conditions | Yield |
---|---|
With ammonium chloride In diethyl ether for 4h; Ambient temperature; |
decanoyl dodecanoyl peroxide
A
nonane
B
n-Undecane
C
non-1-ene
D
icosane
Conditions | Yield |
---|---|
at 110℃; Product distribution; at var. temperatures or irradiations in var. solvents, at var. temperatures further products; | A n/a B 27 % Chromat. C n/a D 27 % Chromat. |
icosane
n-eicosane-d42
Conditions | Yield |
---|---|
With d8-isopropanol; 5% rhodium-on-charcoal; 10% Pt/activated carbon; water-d2 at 120℃; for 24h; Sealed tube; | 95% |
With 5% rhodium-on-charcoal; hydrogen; water-d2 at 160℃; for 12h; |
icosane
n-docosane
n-hexacosane
Tridecane
octadecane
tetracosane
octacosane
n-triacontane
A
1-octadecanol
B
n-eicosanol
C
melissyl alcohol
D
1-docosanol
E
tetracosyl alcohol
F
hexacosyl alcohol
G
octacosyl alcohol
Conditions | Yield |
---|---|
Stage #1: icosane; n-docosane; n-hexacosane; octadecane; tetracosane; octacosane; n-triacontane With oxygen at 30 - 50℃; under 1575.16 Torr; for 0.5h; Stage #2: Tridecane With titanium(IV) isopropylate at 30 - 50℃; under 1575.16 - 3750.38 Torr; for 6.86667h; Stage #3: With sulfuric acid; water at 80℃; Product distribution / selectivity; | A 17.66% B 19.46% C 0.1% D 13.62% E 6.93% F 2.04% G 0.48% |
icosane
n-docosane
n-hexacosane
octadecane
tetracosane
octacosane
n-triacontane
A
1-octadecanol
B
n-eicosanol
C
melissyl alcohol
D
1-docosanol
E
tetracosyl alcohol
F
hexacosyl alcohol
G
octacosyl alcohol
Conditions | Yield |
---|---|
Stage #1: icosane; n-docosane; n-hexacosane; octadecane; tetracosane; octacosane; n-triacontane With oxygen at 30 - 50℃; under 1575.16 - 3675.37 Torr; for 3h; Stage #2: With sulfuric acid; water Product distribution / selectivity; | A 12.4% B 13.4% C 0.05% D 7.8% E 3.2% F 1% G 0.2% |
IUPAC Name: Icosane
Synonyms: Eicosan ; Didecyl ; LFA ; Lipid fragment
Product Categories: Analytical Chemistry;n-Paraffins (GC Standard);Standard Materials for GC;Alpha Sort;EA - EO;E-LAlphabetic;Volatiles/ Semivolatiles;Acyclic;Alkanes;Organic Building Blocks;EA - EOChemical Class;Alphabetic;E;Hydrocarbons;Neats
CAS NO: 112-95-8
Molecular Formula of N-Eicosane (CAS NO.112-95-8) : C20H42
Molecular Weight of N-Eicosane (CAS NO.112-95-8) :282.55
Molecular Structure of N-Eicosane (CAS NO.112-95-8) :
EINECS: 204-018-1
Index of Refraction: 1.44
Surface Tension: 28.3 dyne/cm
Density: 0.787 g/cm3
Flash Point: 186.5 °C
Enthalpy of Vaporization: 56.4 kJ/mol
Boiling Point: 343.4 °C at 760 mmHg
Vapour Pressure: 0.00014 mmHg at 25°C
Melting point: 35-37 °C(lit.)
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
Appearance:Colorless crystals or white crystalline solid.
Air & Water Reactions :Insoluble in water.
For special surfactants and the preparation of certain organic chemicals, also used for chromatographic analysis reference material. Gas chromatography stationary phase
Hazard Codes Xi
Risk Statements 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements 24/25-36/37-26
S24/25:Avoid contact with skin and eyes.
S36/37:Wear suitable protective clothing and gloves.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany 3
1.Reactivity Profile: Saturated aliphatic hydrocarbons, such as N-EICOSANE, may be incompatible with strong oxidizing agents like nitric acid. Charring of the hydrocarbon may occur followed by ignition of unreacted hydrocarbon and other nearby combustibles. In other settings, aliphatic saturated hydrocarbons are mostly unreactive. They are not affected by aqueous solutions of acids, alkalis, most oxidizing agents, and most reducing agents. When heated sufficiently or when ignited in the presence of air, oxygen or strong oxidizing agents, they burn exothermically to produce carbon dioxide and water.
2.Fire Hazard : N-Eicosane is combustible.
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