palmitic acid
Conditions | Yield |
---|---|
With silver hexafluoroantimonate; 1,2,3-trimethoxybenzene In dichloromethane at 40℃; for 8h; | 99% |
Conditions | Yield |
---|---|
With potassium permanganate; sulfuric acid; acetic acid In dichloromethane; water at 20℃; for 21h; Cooling with ice; | 84% |
With diethyl ether bei der Einw. nitroser Gase; | |
With acetic acid bei der Einw. nitroser Gase; |
(1-Methoxy-pentadecylsulfanyl)-benzene
palmitic acid
Conditions | Yield |
---|---|
With chromium(VI) oxide; sulfuric acid In acetone at 0℃; for 1h; | 78% |
4-methyl-3-[(1-oxohexadecyl)oxy]-2(3H)-thiazolethione
A
palmitic acid
B
1-nitropentadecane
Conditions | Yield |
---|---|
With bismuth trisphenylsulphide; dinitrogen tetraoxide In chlorobenzene at 110℃; for 12h; | A 72% B 5% |
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; W(OTf)6; hydrogen at 135℃; under 760.051 Torr; for 12h; | 71% |
With palladium on activated carbon; W(OTf)6; hydrogen In neat (no solvent) at 135℃; under 760.051 Torr; for 12h; | 71% |
4-carbonyloxybutyryl dodecanoyl peroxide
A
n-Undecane
B
palmitic acid
Conditions | Yield |
---|---|
at -78℃; for 50h; Irradiation; | A 1 % Chromat. B 59% |
B
palmitic acid
Conditions | Yield |
---|---|
With dihydrogen peroxide; methyltrioxorhenium(VII); acetic acid at 80℃; for 4h; | A 55% B 6% |
3-n-pentadecyl-4-nitrophenol
B
palmitic acid
Conditions | Yield |
---|---|
With dihydrogen peroxide; methyltrioxorhenium(VII); acetic acid at 80℃; for 4h; | A 51% B 6% |
Conditions | Yield |
---|---|
Stage #1: 1-tridecene With bis(cyclopentadienyl)titanium dichloride; isopropylmagnesium chloride In diethyl ether at 30℃; for 8h; Schlenk technique; Inert atmosphere; Stage #2: carbon dioxide In tetrahydrofuran at 20℃; for 0.5h; Schlenk technique; Inert atmosphere; regioselective reaction; | 51% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; methyltrioxorhenium(VII); acetic acid at 80℃; for 4h; | A n/a B 45% C 8% D n/a |
Conditions | Yield |
---|---|
With silica gel In hexane at 20℃; for 15h; UV-irradiation; | A 37% B 30% |
With silica FSM-16 In hexane at 20℃; for 15h; oxidative decarboxylation; Irradiation; | A 37% B 30% |
1-hexadecene ozonide
A
Dimethoxymethane
B
n-pentadecanal
C
Methyl formate
D
palmitic acid
E
pentadecanoic acid methyl ester
F
1,1-dimethoxy-pentadecane
Conditions | Yield |
---|---|
In methanol at 90℃; for 6h; Mechanism; Product distribution; Kinetics; other solvents; other objects of study: energy data, velocity constant; | A 19.6% B 8.8% C 21.3% D 20.3% E 2.2% F 14.1% |
methyl 4-oxo-trans-2-octadecenoate
A
palmitic acid
B
2-oxo-hexadecanoic acid
C
methyl 3-chloro-2-nitroso-4-oxooctadecanoate
D
methyl 3-hydroxy-2-oximino-4-oxooctadecanoate
Conditions | Yield |
---|---|
With nitrosylchloride In dichloromethane for 50h; Ambient temperature; Further byproducts given; | A 15% B 10% C n/a D n/a |
methyl 4-oxo-trans-2-octadecenoate
A
palmitic acid
B
2-oxo-hexadecanoic acid
C
methyl 3-chloro-2-nitroso-4-oxooctadecanoate
D
methyl 2-hydroxy-3-oximino-4-oxooctadecanoate
Conditions | Yield |
---|---|
With nitrosylchloride In dichloromethane for 50h; Ambient temperature; Further byproducts given; | A 15% B 10% C n/a D n/a |
methyl 4-oxo-trans-2-octadecenoate
A
palmitic acid
B
2-oxo-hexadecanoic acid
C
methyl 2-chloro-3-nitroso-4-oxooctadecanoate
D
methyl 2-hydroxy-3-oximino-4-oxooctadecanoate
Conditions | Yield |
---|---|
With nitrosylchloride In dichloromethane for 50h; Ambient temperature; Further byproducts given; | A 15% B 10% C n/a D n/a |
methyl 4-oxo-trans-2-octadecenoate
A
palmitic acid
B
2-oxo-hexadecanoic acid
Conditions | Yield |
---|---|
With iodine(I) azide In acetonitrile for 72h; Ambient temperature; Further byproducts given; | A 12% B 10% C n/a D n/a |
methyl 4-oxo-trans-2-octadecenoate
A
palmitic acid
B
2-oxo-hexadecanoic acid
Conditions | Yield |
---|---|
With iodine(I) azide In acetonitrile for 72h; Ambient temperature; Further byproducts given; | A 12% B 10% C n/a D n/a |
methyl 4-oxo-trans-2-octadecenoate
A
palmitic acid
B
2-oxo-hexadecanoic acid
Conditions | Yield |
---|---|
With iodine(I) azide In acetonitrile for 72h; Ambient temperature; Further byproducts given; | A 12% B 10% C n/a D n/a |
Conditions | Yield |
---|---|
With diethyl ether Erhitzen des Reaktionsprodukts mit Benzylalkohol und 2,4,6-Trimethyl-pyridin auf 180grad und Erhitzen des erhaltenen Benzylesters mit wss.-methanol.Kalilauge; |
Conditions | Yield |
---|---|
With potashlime; calcium carbonate at 250℃; |
Conditions | Yield |
---|---|
With potassium permanganate |
Conditions | Yield |
---|---|
With chromic acid |
5-Decyl-2-thiophenecarboxylic acid
palmitic acid
Conditions | Yield |
---|---|
With ethanol; nickel |
(2S,3R)-2-amino-1,3-octadecanediol
palmitic acid
Conditions | Yield |
---|---|
With chromium(VI) oxide; acetic acid |
Conditions | Yield |
---|---|
With lead(IV) acetate; benzene bei 50grad unter Durchleiten von Luft; | |
With potassium permanganate; acetone | |
With chromium(VI) oxide; acetic acid | |
Multi-step reaction with 2 steps 1: 275 - 280 °C 2: potassium permanganate View Scheme |
Conditions | Yield |
---|---|
With ethanol und Verseifen des Reaktionsprodukts mit siedender Kalilauge; |
Conditions | Yield |
---|---|
With methanol; sodium Electrolysis.und Behandlung des Reaktionsprodukts mit aethanol.Kalilauge; |
1,1,1-trichloro-pentadecane
palmitic acid
Conditions | Yield |
---|---|
With nitric acid |
Conditions | Yield |
---|---|
With dihydrogen peroxide |
octadec-3-enoic acid
palmitic acid
Conditions | Yield |
---|---|
With potassium permanganate |
palmitic acid
Conditions | Yield |
---|---|
With camphor sulphuric acid for 18h; Heating; | 100% |
Conditions | Yield |
---|---|
With hydrogen; Rh/Al2O3; molybdenum hexacarbonyl In 1,2-dimethoxyethane at 150℃; under 76000 Torr; for 16h; | A n/a B 98% |
Conditions | Yield |
---|---|
With hydrogen; Rh/Al2O3; molybdenum hexacarbonyl In 1,2-dimethoxyethane at 150℃; under 76000 Torr; for 16h; Product distribution; further catalysts; | 98% |
Conditions | Yield |
---|---|
Stage #1: palmitic acid With 1,1'-carbonyldiimidazole In acetonitrile Stage #2: ethyl potassium malonate With triethylamine; magnesium chloride In acetonitrile at 20℃; Stage #3: With hydrogenchloride In acetonitrile for 0.25h; Further stages.; | 97% |
palmitic acid
Conditions | Yield |
---|---|
Stage #1: palmitic acid With d8-isopropanol; 10% Pt/activated carbon; water-d2 at 120℃; for 24h; Stage #2: With water; sodium hydroxide at 70℃; for 24h; Reagent/catalyst; | 97% |
Conditions | Yield |
---|---|
With P450CLA; dihydrogen peroxide In aq. phosphate buffer; ethanol at 20℃; for 12.5h; pH=7.25; Enzymatic reaction; regioselective reaction; | 95% |
With P450CLA; dihydrogen peroxide In aq. phosphate buffer; ethanol at 20℃; for 24h; pH=7; Enzymatic reaction; | 95% |
With dihydrogen peroxide; P450Ja In ethanol at 22℃; Catalytic behavior; Enzymatic reaction; |
palmitic acid
6-(((tert-butyldimethylsilyl)oxy)methyl)-2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecan-6-amine
Conditions | Yield |
---|---|
Stage #1: palmitic acid With dicyclohexyl-carbodiimide In dichloromethane for 0.5h; Stage #2: 6-(((tert-butyldimethylsilyl)oxy)methyl)-2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecan-6-amine With dmap In dichloromethane for 2h; | 93% |
Conditions | Yield |
---|---|
With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; | 91% |
Conditions | Yield |
---|---|
With silphos at 20℃; for 0.0833333h; Neat (no solvent); | 90% |
Conditions | Yield |
---|---|
With hydrogen at 200℃; under 7500.75 Torr; for 24h; Microwave irradiation; | A 90% B n/a |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h; | 90% |
Conditions | Yield |
---|---|
With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; | 89% |
palmitic acid
tris[3-(N-tert-butoxycarbonylamino)propyl]methylamine
N-[tris(3-(N-tert-butoxycarbonylamino)propyl)methyl]pentadecanamide
Conditions | Yield |
---|---|
Stage #1: palmitic acid With dicyclohexyl-carbodiimide In dichloromethane for 0.5h; Stage #2: tris[3-(N-tert-butoxycarbonylamino)propyl]methylamine With dmap In dichloromethane for 2h; | 88% |
Conditions | Yield |
---|---|
With aluminum oxide; sodium fluoride In neat (no solvent) at 160℃; for 11h; Inert atmosphere; | 88% |
palmitic acid
2',3'-O-Isopropylidene-N6,N6-dimethyladenosine
Pentadecanoic acid (2S,3R,4S)-5-(6-dimethylamino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester
Conditions | Yield |
---|---|
With triisopropylbenzenesulfonyl chloride; trifluoroacetic acid In pyridine 1.) triisopropylbenzenesulfonyl chloride, pyridine, 70 deg. C, 5h, 2.) CF3COOH, room temperatures, 2h; | 87.8% |
palmitic acid
Conditions | Yield |
---|---|
With dmap; diisopropyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 24h; | 86% |
Conditions | Yield |
---|---|
In ethanol prepn. by refluxing ZnO with excess of carboxylic acid in EtOH for about2 h; cooled; ppt. filtered off; washed (EtOH) repeatedly; collected; kept over silica gel in vac. desiccator; elem. anal.; | 85% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; for 12h; | 85% |
palmitic acid
(N1,N4,N9,N13-tetra-tert-butoxycarbonyl)-1,16-diamino-4,9,13-triazahexadecane
Conditions | Yield |
---|---|
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 10h; | 82% |
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran for 10h; |
Conditions | Yield |
---|---|
With bis(triphenylphosphine)iridium(I) carbonyl chloride; acetic anhydride; potassium iodide at 160℃; for 5h; Inert atmosphere; | 82% |
With carbon monoxide; 1,5-bis-(diphenylphosphino)pentane; acetic anhydride; potassium iodide; iron(II) chloride at 240℃; under 15201 Torr; for 3h; | 76% |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h; | 82% |
palmitic acid
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 25℃; for 12h; | 82% |
Conditions | Yield |
---|---|
byproducts: H2O; above 105°C; | 80% |
byproducts: H2O; above 105°C; | 80% |
Conditions | Yield |
---|---|
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide | 78% |
palmitic acid
1-O-Hexadecyl-2-O-hydroxy-3-O-benzyl-sn-glycerol
1-O-hexadecyl-2-pentadenoyl-3-O-benzyl-glycerol
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; Inert atmosphere; | 69% |
Chemistry informtion about Pentadecanoic Acid (CAS NO.1002-84-2) is:
IUPAC Name: Pentadecanoic Acid
Synonyms: Carboxylic Acid C15 ; C15:0 Fatty Acid ; C15 Acid ; 1-Pentadecanoic Acid ; Rarechem Al Bo 0368 ; Tetradecane-1-Carboxylic Acid ; Pentadecyclic Acid ; Pentadecylic Acid
Product Categories: Alkylcarboxylic Acids ; Biochemistry ; Higher Fatty Acids & Higher Alcohols ; Monofunctional & alpha,omega-Bifunctional Alkanes ; Monofunctional Alkanes ; Saturated Higher Fatty Acids ; PA - PENFatty Acids ; Fatty AcidsFA/FAME/Lipids/Steroids ; Free Fatty Acids ; Lipid Analytical Standards ; NeatsAlphabetic ; Other Lipid Related Products ; P ; C13 to C42+Fatty Acids ; Carbonyl Compounds ; Carboxylic Acids ; Fatty Acids ; Saturated fatty acids and derivatives ; Straight chain fatty acids
MF: C15H30O2
MW: 242.4
EINECS: 213-693-1
Density: 0.895 g/cm3
Melting Point: 51-53 °C(lit.)
Flash Point: 149.6 °C
Boiling Point: 330.4 °C at 760 mmHg
Vapour Pressure: 6.67E-05 mmHg at 25°C
Enthalpy of Vaporization: 60.48 kJ/mol
Storage temp.: −20°C
BRN: 1773831
Stability: Stable. Combustible. Incompatible with bases, reducing agents, oxidizing agents.
Following is the molecular structure of Pentadecanoic Acid (CAS NO.1002-84-2) is:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intravenous | 54mg/kg (54mg/kg) | Behavioral: convulsions or effect on seizure threshold | Acta Pharmacologica et Toxicologica. Vol. 18, Pg. 141, 1961. |
Reported in EPA TSCA Inventory.
Poison by intravenous route. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes:
Xi
Risk Statements:
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements:
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: RZ1925000
Pentadecanoic Acid (CAS NO.1002-84-2) is a white powder.
First Aid Measures
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin: Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion: Get medical aid. Wash mouth out with water.
Inhalation: Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician: Treat symptomatically and supportively.
Handling and Storage
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Store in a tightly closed container.
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