Conditions | Yield |
---|---|
With titanium(IV) isopropylate; ammonia at 165℃; for 7h; Reagent/catalyst; Temperature; Large scale; | 98.4% |
With ammonium bicarbonate; formamide for 0.15h; Irradiation; | 82% |
Stage #1: stearic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h; Stage #2: With ammonia In dichloromethane for 12h; | 23% |
Octadecanoyl-carbamic acid tert-butyl ester
stearamide
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane for 1h; Ambient temperature; | 97% |
octadecanoyl azide
stearamide
Conditions | Yield |
---|---|
With zinc(II) tetrahydroborate In 1,2-dimethoxyethane for 0.5h; Ambient temperature; | 95% |
Conditions | Yield |
---|---|
With N-ethyl-N-hydroxy-ethanamine; water at 100℃; for 5h; | 90% |
With sodium hydroxide; poly(ethylene glycol)-400 for 0.0166667h; microwave irradiation; | 78% |
(i) HCl, SnCl2, Et2O, (ii) H2O; Multistep reaction; |
Conditions | Yield |
---|---|
With fluorenone imine; oxygen In toluene for 60h; Reflux; | 51% |
Conditions | Yield |
---|---|
With ammonia; water at 180℃; |
stearamide
Conditions | Yield |
---|---|
at 130 - 150℃; |
A
methylammonium carbonate
B
stearamide
Conditions | Yield |
---|---|
at 130 - 150℃; |
(stearoylamino-methylsulfanyl)-acetic acid
stearamide
Conditions | Yield |
---|---|
at 180 - 190℃; |
Conditions | Yield |
---|---|
at 160℃; |
Conditions | Yield |
---|---|
at 160℃; | |
With diammonium phosphate at 195℃; | |
at 160℃; | |
at 205 - 210℃; |
Conditions | Yield |
---|---|
With diethyl ether; ammonia | |
With ammonia | |
With ammonia |
N-(1-Cyanethyl)-stearoylamid
stearamide
Conditions | Yield |
---|---|
(thermolysis); |
Conditions | Yield |
---|---|
at 135 - 200℃; Kinetics; |
stearamide
Conditions | Yield |
---|---|
at 230℃; |
(stearoylamino-methylsulfanyl)-acetic acid
stearamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: SOCl2 2: NH3 View Scheme |
N-Boc-octadecylamine
A
stearamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 98 percent / ruthenium dioxide hydrate, 10percent aqueous NaIO4 / ethyl acetate / 3 h / Ambient temperature 2: 97 percent / trifluoroacetic acid / CH2Cl2 / 1 h / Ambient temperature View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 95 percent / triethylamine / H2O; dioxane / 6 h / Ambient temperature 2: 98 percent / ruthenium dioxide hydrate, 10percent aqueous NaIO4 / ethyl acetate / 3 h / Ambient temperature 3: 97 percent / trifluoroacetic acid / CH2Cl2 / 1 h / Ambient temperature View Scheme |
acetonin
sodium hydrogencarbonate
Stearoyl chloride
stearamide
dimethyl amine
methyl (9Z,12S,13R)-12,13-epoxy-9-octadecenoate
A
cis-9-octadecenoamide
B
N,N-dimethyl-(12S,13R)-epoxy-cis-9-octadecenyl amide
C
Palmitamide
D
stearamide
Conditions | Yield |
---|---|
Stage #1: dimethyl amine; methyl (9Z,12S,13R)-12,13-epoxy-9-octadecenoate With sodium methylate In methanol for 2h; Reflux; Stage #2: In methanol at 0℃; for 24.25h; |
Conditions | Yield |
---|---|
With anthracene at 20℃; Kinetics; Reagent/catalyst; Photolysis; |
1-{(2S)-2-[(diisopropoxyphosphoryl)methoxy-3-(triphenylmethoxy)]propyl}-5-azacytosine
docosanoyl chloride
A
(S,E)-(8-amino-3-(hydroxymethyl)-6,10-dioxo-2-oxa-5,7,9-triazahentriacont-7-en-1-yl)phosphonic acid
B
stearamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine / 48 h / 20 °C 2: acetonitrile / 24 h / 20 °C View Scheme |
trimethylsilyl bromide
1-(2S)-2-[(diisopropoxyphosphoryl)methoxy-3-(triphenylmethoxy)propyl-N4-docosanoyl-5-azacytosine]
A
(S,E)-(8-amino-3-(hydroxymethyl)-6,10-dioxo-2-oxa-5,7,9-triazahentriacont-7-en-1-yl)phosphonic acid
B
stearamide
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 24h; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: acetic acid methyl ester; sulfuric acid View Scheme |
Conditions | Yield |
---|---|
With ammonia at 180℃; for 6h; Autoclave; | 91 %Chromat. |
Conditions | Yield |
---|---|
With triethylamine; trifluoroacetyl chloride In dichloromethane | 95% |
at 295℃; for 1h; Temperature; | 86% |
With trichloromethyl chloroformate; benzene |
Conditions | Yield |
---|---|
Stage #1: stearamide With titanium(IV) isopropylate In toluene at 20 - 100℃; Stage #2: With hydrogenchloride In diethyl ether; toluene | 90% |
Yield given. Multistep reaction; |
[hydroxy(tosyloxy)iodo]benzene
stearamide
heptadecylammonium p-toluenesulfonate
Conditions | Yield |
---|---|
In acetonitrile at 65 - 70℃; for 0.0333333h; | 89.5% |
Conditions | Yield |
---|---|
In acetonitrile for 2h; Heating; | 89% |
Conditions | Yield |
---|---|
With cerium(IV) oxide In 1,3,5-trimethyl-benzene at 165℃; for 22h; Inert atmosphere; | 86% |
Conditions | Yield |
---|---|
With niobium(V) oxide; water In neat (no solvent) for 20h; Reflux; Inert atmosphere; | 86% |
Conditions | Yield |
---|---|
With lithium-tris(diethylamino)hydridoaluminate In tetrahydrofuran for 12h; Ambient temperature; | 83% |
Multi-step reaction with 2 steps 1: thionyl chloride 2: tin (II)-chloride; hydrogen chloride; diethyl ether / und beim Verseifen des Reaktionsprodukts mit warmem Wasser View Scheme |
Conditions | Yield |
---|---|
Stage #1: 4-nitrobenzaldehdye; stearamide With copper(I) bromide In tetrachloromethane; acetonitrile at 20℃; for 0.25h; Inert atmosphere; Stage #2: With N-Bromosuccinimide In tetrachloromethane; acetonitrile at 90℃; for 15h; Inert atmosphere; | 80% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; copper(I) bromide In decane at 80℃; for 6h; | 78% |
Conditions | Yield |
---|---|
Stage #1: stearamide With borane tetrahydrofuran In toluene at 0 - 20℃; for 1h; Stage #2: leelamine In toluene Reflux; | 77.68% |
cis,trans-2,5-dimethoxytetrahydrofuran
stearamide
A
1-Pyrrol-1-yl-octadecan-1-one
B
stearonitrile
Conditions | Yield |
---|---|
With phosphorus pentoxide In toluene at 60 - 110℃; for 1.25h; | A 75% B 25% |
Conditions | Yield |
---|---|
Stage #1: stearamide With triethylamine; methyl chloroformate In dichloromethane at 0 - 20℃; for 2h; Stage #2: ethanolamine In dichloromethane at 0 - 20℃; for 20h; | 74% |
1,4-dichloro-1,4-dimethoxybutane
stearamide
1-Pyrrol-1-yl-octadecan-1-one
Conditions | Yield |
---|---|
With Amberlyst A-21 resin In acetonitrile at 55℃; for 16h; | 72% |
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane at 100℃; for 24h; | 71% |
Conditions | Yield |
---|---|
With n-butyllithium; cyclopentyl methyl ether In hexane at 115℃; for 24h; Reagent/catalyst; Inert atmosphere; | 65% |
Conditions | Yield |
---|---|
With N-Bromosuccinimide; copper(I) bromide In ethyl acetate at 50℃; for 12h; | 42% |
Conditions | Yield |
---|---|
With N-chloro-succinimide; copper(I) bromide In ethyl acetate at 25℃; for 6h; | 42% |
Conditions | Yield |
---|---|
In toluene Heating; | 25% |
Conditions | Yield |
---|---|
at 150℃; |
Conditions | Yield |
---|---|
at 150℃; |
Conditions | Yield |
---|---|
With acetic acid | |
With acetic acid |
EINECS: 204-693-2
Molecular Formula: C18H37NO
Molecular Weight: 283.49
Nominal Mass: 283 Da
Average Mass: 283.4925 Da
Monoisotopic Mass: 283.287515 Da
Index of Refraction: 1.457
Molar Refractivity: 89 cm3
Molar Volume: 326.4 cm3
Surface Tension: 32.9 dyne/cm
Density: 0.868 g/cm3
Flash Point: 207.5 °C
Enthalpy of Vaporization: 66.02 kJ/mol
Boiling Point: 408.2 °C at 760 mmHg
Vapour Pressure: 7.11E-07 mmHg at 25 °C
Melting Point: 98-102 °C(lit.)
Appearance: Light yellow granules
Structure of Octadecanamide (CAS NO.124-26-5):
IUPAC Name: Octadecanamide
Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)N
InChI: InChI=1S/C18H37NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H2,19,20)
InChIKey: LYRFLYHAGKPMFH-UHFFFAOYSA-N
Product Category of Octadecanamide (CAS NO.124-26-5): Color Former & Related Compounds;Functional Materials;Sensitizer
Octadecanamide (CAS NO.124-26-5) is commonly used as smoothness agent and release agent for PVC, polyolefin, polystyrene and other plastics.
Octadecanamide (CAS NO.124-26-5) 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. The toxicological properties have not been fully investigated.
Reported in EPA TSCA Inventory.
Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of NOx.
Safety Statements: 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 1
Octadecanamide , its cas register number is 124-26-5. It also can be called Stearamide ; Kemamide S ; and Stearylamide .It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. 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 conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
In addition, Octadecanamide (CAS NO.124-26-5) is not compatible with strong oxidizing agents, strong acids, and you must not take it with incompatible materials. It should be exposured to moist air or water. And also prevent it to broken down into hazardous decomposition products: Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen.
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