1-Hexadecanol
hexadecanyl bromide
Conditions | Yield |
---|---|
With ethyl 2,2-dibromoacetoacetate; triphenylphosphine In dichloromethane at 20℃; for 0.25h; | 99% |
With hydrogen bromide at 100℃; | 91% |
With hydrogen bromide; cetyltrimethylammonim bromide for 2h; Irradiation; | 88% |
Conditions | Yield |
---|---|
With sodium bromide; 1,2-dibromomethane In N,N-dimethyl-formamide at 100℃; for 6h; different amounts of NaBr; further temperatures; | 99% |
hexadecanyl bromide
Conditions | Yield |
---|---|
With sodium bromide In water; benzene at 25℃; for 48h; | 95% |
N-hexadecyl-N'-tosylhydrazine
A
1,2-dibromohexadecane
B
toluene-p-sulfonyl bromide
C
hexadecanyl bromide
Conditions | Yield |
---|---|
With bromine In chloroform for 2.5h; Ambient temperature; | A 9 % Chromat. B 93% C 55 % Chromat. |
hexadecanyl bromide
Conditions | Yield |
---|---|
In toluene at 110℃; for 8h; | 92% |
hexadecanyl bromide
Conditions | Yield |
---|---|
With potassium bromide In water at 25℃; for 5h; | 90% |
With potassium bromide In water |
hexadecanyl bromide
Conditions | Yield |
---|---|
With potassium bromide In N,N-dimethyl-formamide at 85℃; for 4h; | 90% |
3-Dimethylamino-propane-1-sulfonic acid hexadecyl ester; hydrobromide
hexadecanyl bromide
Conditions | Yield |
---|---|
In toluene at 110℃; for 2h; | 70% |
1-tosyl-1-hexadecylhydrazine
A
toluene-p-sulfonyl bromide
B
hexadecanyl bromide
Conditions | Yield |
---|---|
With N-Bromosuccinimide In tetrahydrofuran for 16h; Ambient temperature; Irradiation; | A n/a B 68% |
Conditions | Yield |
---|---|
With hydrogen bromide; cetyltributylphosphonium bromide |
1-(2-tetrahydropyranyloxy)hexadecane
hexadecanyl bromide
Conditions | Yield |
---|---|
With triphenylphosphine dibromide 1:1 addition complex In dichloromethane Ambient temperature; |
Conditions | Yield |
---|---|
With sodium bromide In N,N-dimethyl-formamide at 70℃; Yield given; |
hexadecanyl bromide
Conditions | Yield |
---|---|
With hydrogen bromide at 150℃; |
Conditions | Yield |
---|---|
at 160℃; |
methanesulfonic acid hexadecyl ester
hexadecanyl bromide
Conditions | Yield |
---|---|
With sodium bromide |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 2: 1.) base, 2.) O-(2,4-dinitrophenyl)hydroxylamine 3: 68 percent / NBS / tetrahydrofuran / 16 h / Ambient temperature; Irradiation View Scheme |
N-hexadecyl-p-toluenesulfonamide
hexadecanyl bromide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) base, 2.) O-(2,4-dinitrophenyl)hydroxylamine 2: 68 percent / NBS / tetrahydrofuran / 16 h / Ambient temperature; Irradiation View Scheme |
1-Hexadecanol
A
hexadecanyl bromide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 87 percent / Et3N / CH2Cl2 / 0 - 4 °C 2: 91 percent / CH2Cl2 / 1 h / 0 °C 3: 95 percent / NaBr / benzene; H2O / 48 h / 25 °C View Scheme | |
Multi-step reaction with 3 steps 1: 87 percent / Et3N / CH2Cl2 / 0 - 4 °C 2: HBr / CH2Cl2 3: 70 percent / toluene / 2 h / 110 °C View Scheme |
hexadecyl 3-(dimethylamino)propanesulfonate
A
hexadecanyl bromide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 91 percent / CH2Cl2 / 1 h / 0 °C 2: 95 percent / NaBr / benzene; H2O / 48 h / 25 °C View Scheme | |
Multi-step reaction with 2 steps 1: HBr / CH2Cl2 2: 70 percent / toluene / 2 h / 110 °C View Scheme |
4-Dimethylamino-butane-1-sulfonic acid hexadecyl ester
A
hexadecanyl bromide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: HBr / CH2Cl2 2: 92 percent / toluene / 8 h / 110 °C View Scheme |
1-phenyltellurohexadecane
A
hexadecanyl bromide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: bromine / CCl4 / 0.17 h / Ambient temperature 2: sodium bromide / dimethylformamide / 70 °C View Scheme |
Conditions | Yield |
---|---|
Heating; |
hexadecyl ethenesulfonate
hexadecanyl bromide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane; isopropyl alcohol / 20 °C / Inert atmosphere 2: potassium bromide / N,N-dimethyl-formamide / 4 h / 85 °C View Scheme |
Conditions | Yield |
---|---|
Stage #1: 1-Hexadecanol With N,N-dimethylthiourea In dichloromethane at 20℃; Stage #2: With N-Bromosuccinimide In dichloromethane at 20℃; for 3h; | A n/a B 91 %Chromat. |
triphenylphosphine
hexadecanyl bromide
(1-hexadecyl)triphenylphosphonium bromide
Conditions | Yield |
---|---|
In toluene Reflux; | 100% |
In toluene at 90℃; for 48h; | 79% |
In acetonitrile for 36h; Heating; | 68% |
N,N,N',N'-tetramethyl-1,4-butanediamine
hexadecanyl bromide
butane-1,4-diyl bis(N,N-dimethyl-N-hexadecylammonium) dibromide
Conditions | Yield |
---|---|
In acetonitrile for 25h; Heating; | 100% |
hexadecanyl bromide
cetyl azide
Conditions | Yield |
---|---|
With sodium azide In N,N-dimethyl-formamide at 20℃; for 12h; | 100% |
With sodium azide; Aliquat 336 In formamide at 100℃; Rate constant; Product distribution; further solvent; | 97% |
With sodium azide; Aliquat 336 In formamide at 100℃; | 97% |
Conditions | Yield |
---|---|
With sodium hydroxide In toluene | 100% |
With potassium carbonate; potassium iodide In butan-1-ol at 110℃; for 72h; | 85% |
With potassium carbonate; potassium iodide In N,N-dimethyl acetamide at 160℃; for 16h; | 76% |
1-carbomethoxy-3,5-dihydroxybenzene
hexadecanyl bromide
methyl 3,5-bis(hexadecyloxy)benzoate
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 100℃; | 100% |
With potassium carbonate In acetonitrile at 100℃; | 99% |
With potassium carbonate In acetonitrile Heating; | 99% |
With potassium carbonate In acetonitrile at 110℃; | 98% |
With potassium carbonate Inert atmosphere; |
Conditions | Yield |
---|---|
at 100℃; for 21h; | 100% |
In toluene for 6h; Reflux; | 99% |
In toluene for 6h; Reflux; | 99% |
2,2'-iminobis[ethanol]
hexadecanyl bromide
2,2'-(hexadecylazanediyl)diethanol
Conditions | Yield |
---|---|
With potassium hydrogencarbonate; potassium iodide In acetonitrile for 3h; Reflux; | 100% |
With potassium carbonate; potassium iodide In acetonitrile for 12h; Inert atmosphere; Reflux; | 96.1% |
With potassium carbonate; potassium iodide In acetonitrile | |
With N-ethyl-N,N-diisopropylamine In methanol for 96h; Reflux; |
2,6-bis(1H-benzo[d]imidazol-1-yl)pyridine
hexadecanyl bromide
Conditions | Yield |
---|---|
at 160℃; for 30h; Inert atmosphere; Neat (no solvent); Sealed tube; | 100% |
at 160℃; for 30h; |
dimethyl-5-hydroxyisophthalic acid
N,N-dimethyl-formamide
hexadecanyl bromide
dimethyl 5-(hexadecyloxy)isophthalate
Conditions | Yield |
---|---|
With potassium iodide; potassium carbonate In diethyl ether | 100% |
With potassium carbonate In diethyl ether | 100% |
(6-methoxyquinolin-4-yl)((1S,4S,5R)-5-vinylquinuclidin-2-yl)methanol
hexadecanyl bromide
Conditions | Yield |
---|---|
In acetonitrile for 24h; Heating; | 100% |
Conditions | Yield |
---|---|
In acetonitrile for 26h; Reflux; | 100% |
Conditions | Yield |
---|---|
In acetonitrile Reflux; | 100% |
gallaldehyde
hexadecanyl bromide
3,4,5-tris(hexadecyloxy)benzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 70℃; for 14h; | 99.1% |
Conditions | Yield |
---|---|
In ethanol for 40h; Reflux; | 99% |
In toluene at 20 - 110℃; for 25h; Inert atmosphere; | 92% |
In acetonitrile for 24h; Reflux; | 75% |
Conditions | Yield |
---|---|
In acetonitrile at 70℃; | 99% |
In ethyl acetate at 20℃; for 24h; | 99% |
In acetonitrile for 3h; Heating; | 95% |
N-acetyl-p-phenylenediamine
hexadecanyl bromide
N-(4-dihexadecylaminophenyl)acetamide
Conditions | Yield |
---|---|
With sodium carbonate In 2-methoxy-ethanol | 99% |
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 120℃; for 14h; | 82% |
(S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol
hexadecanyl bromide
3-O-hexadecyl-1,2-O-isopropylidene-sn-glycerol
Conditions | Yield |
---|---|
With tetrabutylammomium bromide at 80℃; for 20h; | 99% |
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 24h; Yield given; | |
In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; hexane; toluene |
(R)-3-benzyloxy-1,2-propanediol
hexadecanyl bromide
(R)-((2,3-bis(hexadecyloxy)propoxy)methyl)benzene
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; | 99% |
With tetra-(n-butyl)ammonium iodide; sodium hydride In N,N-dimethyl-formamide at 20℃; for 36h; Etherification; | 68% |
Stage #1: (R)-3-benzyloxy-1,2-propanediol With sodium hydride In N,N-dimethyl-formamide for 0.25h; Stage #2: hexadecanyl bromide In N,N-dimethyl-formamide at 20℃; for 3h; | 43% |
With sodium hydride 1.) DMF, 5 deg C, 2 h, 2.) DMF, RT, overnight; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 40℃; for 40h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
In acetonitrile Heating; | 99% |
Conditions | Yield |
---|---|
In acetonitrile for 24h; Reflux; | 99% |
Conditions | Yield |
---|---|
In acetonitrile at 80℃; for 72h; | 99% |
In acetonitrile at 80℃; Green chemistry; | 91% |
Conditions | Yield |
---|---|
Stage #1: hexadecanyl bromide With lithium In diethyl ether at -10℃; for 2h; Inert atmosphere; Stage #2: With copper(l) iodide In diethyl ether at 0℃; for 1h; Inert atmosphere; Stage #3: 5-bromosalicyclic acid In diethyl ether at 60℃; for 4h; Inert atmosphere; | 98.1% |
Conditions | Yield |
---|---|
In 5,5-dimethyl-1,3-cyclohexadiene; N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere; | 98% |
With ammonia at 25℃; unter Druck; | |
With ammonia; N,N-dimethyl-formamide nach Entfernung des Ammoniaks bei 65-70grad; |
Conditions | Yield |
---|---|
In acetonitrile for 48h; Menshutkin Reaction; Reflux; | 98% |
at 110℃; for 4h; | 72% |
at 110℃; for 6h; | 60% |
rac-3-sulfanylpropane-1,2-diol
hexadecanyl bromide
(+/-)-1-S-hexadecylthioglycerol
Conditions | Yield |
---|---|
With potassium hydroxide In methanol for 48h; Ambient temperature; | 98% |
With potassium hydroxide In ethanol for 24h; Ambient temperature; | 95% |
With potassium hydroxide In ethanol | 95% |
sodium 4-methoxyphenylthiolate
hexadecanyl bromide
1-hexadecyl 4-methoxyphenylsulfide
Conditions | Yield |
---|---|
In methanol Ambient temperature; | 98% |
Conditions | Yield |
---|---|
With Aliquat 336 In neat (no solvent) at 85℃; for 3h; | 98% |
With aluminum oxide at 234℃; for 0.0208333h; Irradiation; | 95% |
Aliquat 336 for 20h; Ambient temperature; | 93% |
With aluminum oxide 1.) water, 2.) 85 deg C, 20 h; | 88% |
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