Conditions | Yield |
---|---|
Stage #1: 1-bromo-octane With magnesium In tetrahydrofuran; ethylene dibromide at 60℃; for 0.5h; Inert atmosphere; Stage #2: 6-bromohexanoic acid With 1-methyl-pyrrolidin-2-one; tert-butylmagnesium chloride In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere; Stage #3: With buta-1,3-diene; nickel dichloride In tetrahydrofuran at 0℃; under 760.051 Torr; for 1h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With thiophene; aluminum tri-bromide for 1h; Ambient temperature; | 97.5% |
Conditions | Yield |
---|---|
With thiophene; aluminum tri-bromide for 13h; Ambient temperature; | 95.5% |
Ammonium myristate
n-tetradecanoic acid
Conditions | Yield |
---|---|
With hydrogenchloride In water pH=2; | 95.3% |
1-pentadecene
n-tetradecanoic acid
Conditions | Yield |
---|---|
With potassium permanganate; iron(III) chloride In acetone at -78 - 20℃; | 90% |
Conditions | Yield |
---|---|
With thiophene; aluminum tri-bromide for 84h; Ambient temperature; | 87.5% |
With sodium hydroxide In methanol; dichloromethane at 20℃; for 2h; |
Conditions | Yield |
---|---|
With dihydrogen peroxide; methyltrioxorhenium(VII); magnesium sulfate In acetonitrile for 8h; Heating; | 85% |
Conditions | Yield |
---|---|
With niobium(V) oxide; water In neat (no solvent) for 20h; Reflux; Inert atmosphere; | 77% |
Conditions | Yield |
---|---|
With ammonium hydroxide other reagents and conditions; | A n/a B n/a C 75% |
Conditions | Yield |
---|---|
With peracetic acid; C24H29INO5 In acetic acid at 30℃; for 48h; | 75% |
With Jones reagent In acetone at 20℃; |
Conditions | Yield |
---|---|
With dihydrogen peroxide; 7-(trifluoromethyl)-1,10-ethyleneisoalloxazinium chloride In water; acetonitrile at 85℃; for 18h; | 70% |
With sodium dichromate; sulfuric acid In diethyl ether; water | 22.9% |
With oxygen; Flavin mononucleotide; luciferase In aq. phosphate buffer Enzymatic reaction; |
3-carbonyloxypropyonyl dodecanoyl peroxide
A
n-Undecane
B
n-tetradecanoic acid
Conditions | Yield |
---|---|
at -78℃; for 50h; Irradiation; | A 1 % Chromat. B 56% |
Conditions | Yield |
---|---|
With ruthenium(IV) oxide; sodium periodate In tetrachloromethane; water; acetonitrile for 3.5h; Ambient temperature; | 47% |
octadec-4-enoic acid
n-tetradecanoic acid
Conditions | Yield |
---|---|
With alkaline KMNO4 |
Conditions | Yield |
---|---|
With chromic acid; acetic acid |
Conditions | Yield |
---|---|
With methanol; sodium Electrolysis.anschliessende Hydrolyse; |
Conditions | Yield |
---|---|
bei der Oxydation; |
Conditions | Yield |
---|---|
Ozonspaltung und Oxydation der Reaktionsprodukte mit KMnO4 in Aceton; |
9-oxo-tetradecanoic acid
n-tetradecanoic acid
Conditions | Yield |
---|---|
With hydrazine hydrate; diethylene glycol monosodium salt; diethylene glycol at 200℃; |
5-oxotteradecanoic acid
n-tetradecanoic acid
Conditions | Yield |
---|---|
With sodium 2-hydroxyethoxide; hydrazine hydrate; ethylene glycol |
Conditions | Yield |
---|---|
With potassium hydroxide Schmelzen; |
Conditions | Yield |
---|---|
With methanol; sodium Electrolysis.anschliessende Hydrolyse; |
Conditions | Yield |
---|---|
Ueber Dodecylmalonsaeure-diaethylester; |
tetradecanoic acid N-(2-methylpropyl)amide
A
isobutylamine hydrochloride
B
n-tetradecanoic acid
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol for 12h; Heating; |
(Z)-3-heptadecene
n-tetradecanoic acid
Conditions | Yield |
---|---|
With chromium(VI) oxide; sulfuric acid; ozone 1.) ether/methanol; Multistep reaction; |
Conditions | Yield |
---|---|
With 4-(dialkylamino)pyridine linear oligomer (4) (n ca. 10); phosphate buffer pH 8.0 In methanol at 30℃; Rate constant; other p-nitrophenyl alkanoates and 4-(dialkylamino)pyridines; dependence of reaction velocity on alkanoate chain length; | |
With N,N',N'',N'''-tetrakis-<10-decyl>-3,10,21,28-tetraoxo-2,11,20,29-tetra-aza<3.3.3.3>paracyclophane tetrachloride In ethanol; water at 30℃; Rate constant; other catalyst (three isomers containing two imidazolyl groups on adjacent and opposite alkyl chains); catalytic activity and substrate selectivity of both paracyclophanes compared; pH dependency of the substrate-binding ability of the cyclophanes; | |
With sodium phosphate buffer; Klebsiella sp. ZD112 pyrethroid-hydrolyzing esterase In acetonitrile at 30℃; pH=7.0; Enzyme kinetics; |
(6S,7S,9R,10R)-6,9-epoxynonadec-18-ene-7,10-diol 10-hexadecanoate
A
(2S,3S,5R)-5-[(1R)-1-hydroxy-9-decenyl]-2-pentyltetrahydro-3-furanol
B
n-tetradecanoic acid
Conditions | Yield |
---|---|
With sodium hydroxide In methanol for 2h; Heating; Further byproducts given; |
A
(2S,3S,5R)-5-[(1R)-1-hydroxy-9-decenyl]-2-pentyltetrahydro-3-furanol
B
n-tetradecanoic acid
C
1-hexadecylcarboxylic acid
D
stearic acid
Conditions | Yield |
---|---|
With sodium hydroxide In methanol for 2h; Heating; Further byproducts given; |
dimyristoylphosphatidylcholine
n-tetradecanoic acid
Conditions | Yield |
---|---|
In various solvent(s) at 37℃; for 0.0833333h; Product distribution; PLase A2, tris (pH=7.8), hydrolysis, various amounts of PLase A2 (also with various amounts of coenzyme Q10); |
tetradecanoic acid-nicotinamide complex
A
nicotinamide
B
n-tetradecanoic acid
Conditions | Yield |
---|---|
In various solvent(s) at 37℃; pH 1.2; nicotinamide release rate; | |
In various solvent(s) at 37℃; Kinetics; ΔG(excit.); |
1-hydroxy-pyrrolidine-2,5-dione
n-tetradecanoic acid
N-succinimidyl myristate
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In acetonitrile for 1.5h; | 100% |
With dicyclohexyl-carbodiimide In ethyl acetate for 6h; | 98% |
With dicyclohexyl-carbodiimide In ethyl acetate Ambient temperature; | 88% |
Conditions | Yield |
---|---|
With 2`,3`-dideoxycytidine In tetrahydrofuran for 12h; Ambient temperature; | 100% |
n-tetradecanoic acid
Conditions | Yield |
---|---|
With camphor sulphuric acid for 18h; Heating; | 100% |
(2S)-3-(benzyloxy)propane-1,2-diol
n-tetradecanoic acid
1,2-di-O-myristoyl-3-O-benzyl-sn-glycerol
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 12h; | 100% |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2h; | 100% |
Conditions | Yield |
---|---|
Stage #1: n-tetradecanoic acid With oxalyl dichloride; N,N-dimethyl-formamide In benzene at 20 - 60℃; for 2h; Stage #2: tetradecylamine With triethylamine In benzene at 10 - 20℃; | 100% |
Stage #1: n-tetradecanoic acid With oxalyl dichloride In N,N-dimethyl-formamide; benzene at 20 - 60℃; for 2h; Stage #2: tetradecylamine With triethylamine In benzene at 10 - 20℃; | 100% |
1-(tert-butyl-dimethyl-silanyloxy)propane-1,2-diol
n-tetradecanoic acid
1-(tert-butyl)dimethylsilyl-2,3-dimyristoyl glycerol
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 14h; Inert atmosphere; Cooling with ice; | 100% |
n-tetradecanoic acid
Conditions | Yield |
---|---|
In methanol at 40℃; | 100% |
lauric acid
trichlorovinylsilane
Octanoic acid
n-tetradecanoic acid
C36H68O6Si
Conditions | Yield |
---|---|
In toluene at 60 - 150℃; for 4h; | 99.82% |
1-Hexadecanol
n-tetradecanoic acid
tetradecanoic acid hexadecyl ester
Conditions | Yield |
---|---|
With zirconium(IV) oxychloride In 1,3,5-trimethyl-benzene at 162℃; for 24h; | 99.5% |
With choline chloride; zinc(II) chloride at 110℃; for 10h; | 99% |
With toluene-4-sulfonic acid; benzene at 130 - 140℃; |
Conditions | Yield |
---|---|
With modification of hypercrosslinked supermicroporous polymer (HMP-1) via sulfonation (HMP-1-SO3H) at 24.84℃; for 10h; Green chemistry; | 99% |
With tert.-butylnitrite at 40℃; for 48h; | 99% |
polyaniline sulfate at 70℃; for 24h; | 98% |
n-tetradecanoic acid
1,2-O-isopropylidene-D-glycerol
tetradecanoic acid 2,2-dimethyl-1,3-dioxolan-4-ylmethyl ester
Conditions | Yield |
---|---|
With 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide In dichloromethane at 15℃; for 16h; Heating; | 99% |
With dmap; dicyclohexyl-carbodiimide In chloroform for 16h; Ambient temperature; | 90% |
Conditions | Yield |
---|---|
With iron(III) chloride hexahydrate In 1,3,5-trimethyl-benzene for 12h; Reflux; | 99% |
1-O-undec-10-ynyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol
n-tetradecanoic acid
1-O-undec-10-ynyl-2-O-myristoyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol
Conditions | Yield |
---|---|
Stage #1: n-tetradecanoic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.25h; Stage #2: 1-O-undec-10-ynyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol In dichloromethane at 20℃; for 2h; | 99% |
Conditions | Yield |
---|---|
In toluene byproducts: CH3COOH; soln. of myristic acid in toluene was added to soln. of Th(OAc)4 in toluene, refluxed for 40 h with azeotropic fractionation of liberated aceticacid and toluene (b.p. 106-110°C); evapd. in vac., dried in vac., elem. anal.; | 99% |
1,3-dibutanoyloxy-2-propanol
n-tetradecanoic acid
2-(tetradecanoyloxy)propane-1,3-diyl dibutyrate
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; dichloromethane at 0℃; for 4h; | 99% |
Conditions | Yield |
---|---|
With antimony triglycolate at 180℃; for 8h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With triphenylphosphine-sulfur trioxide adduct In neat (no solvent) at 110℃; for 2h; Green chemistry; | 99% |
Conditions | Yield |
---|---|
With sulfuric acid In cyclohexane at 100℃; for 12h; | 99% |
Conditions | Yield |
---|---|
With ammonia; zircornium(IV) n-propoxide at 165℃; for 9h; Reagent/catalyst; | 98.9% |
With ammonia at 190 - 210℃; | |
Multi-step reaction with 2 steps 1: phosphorus trichloride 2: ammonia / 0 °C View Scheme |
Conditions | Yield |
---|---|
With sulfuric acid for 4.5h; Sonication; | 98.43% |
With hydrogenchloride; calcium chloride In ethanol for 0.333333h; | 95% |
With cerium(III) trislaurylsulfonate monohydrate In neat (no solvent) at 80℃; for 6h; | 93% |
Conditions | Yield |
---|---|
With thionyl chloride In N,N-dimethyl-formamide at -5 - 70℃; for 4.33333h; | 98.1% |
With thionyl chloride; N,N-dimethyl-formamide at 20℃; for 24h; | 95% |
With thionyl chloride In chloroform at 65℃; Inert atmosphere; | 93% |
Conditions | Yield |
---|---|
With acetic anhydride at 140℃; for 0.5h; | 98% |
at 340℃; | |
With acetic anhydride Erhitzen unter Ausschluss der Luftfeuchtigkeit zu schwachem Sieden; | |
With 1,1'-carbonyldiimidazole In chloroform for 5h; Ambient temperature; | |
Multi-step reaction with 2 steps 1: phosphorus (III)-chloride View Scheme |
allyl 6-O-benzyl-4-O-benzyloxycarbonylmethyl-3-O-((R)-3-hydroxytetradecanoyl)-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside
n-tetradecanoic acid
allyl 6-O-benzyl-4-O-benzyloxycarbonylmethyl-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarboylamino)-α-D-glucopyranoside
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h; | 98% |
1-O-(10-(cyclooct-2-ynyloxy)decanoyl)-3-O-(4,4'-dimethoxytrityl)-sn-glycerol
n-tetradecanoic acid
1-O-(10-(cyclooct-2-ynyloxy)decanoyl)-2-O-myristoyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol
Conditions | Yield |
---|---|
Stage #1: n-tetradecanoic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.25h; Stage #2: 1-O-(10-(cyclooct-2-ynyloxy)decanoyl)-3-O-(4,4'-dimethoxytrityl)-sn-glycerol In dichloromethane at 20℃; for 2h; | 98% |
Conditions | Yield |
---|---|
Stage #1: n-tetradecanoic acid With sodium hydroxide In water pH=9; Stage #2: L-homoserine lactone hydrochloride With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20℃; for 24h; | 98% |
(S)-(-)-α-amino-γ-butyrolactone hydrobromide
n-tetradecanoic acid
Conditions | Yield |
---|---|
Stage #1: n-tetradecanoic acid With sodium hydroxide In water pH=9; Stage #2: (S)-(-)-α-amino-γ-butyrolactone hydrobromide With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20℃; for 24h; | 98% |
3-O-(2,3,5,6-tetra-O-benzyl-β-D-galactofuranosyl)-sn-glycerol
n-tetradecanoic acid
3-O-(2,3,5,6-tetra-O-benzyl-β-D-galactofuranosyl)-1,2-di-O-myristoyl-sn-glycerol
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane | 98% |
n-tetradecanoic acid
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 16h; | 98% |
The Myristic acid, with the CAS registry number 544-63-8,is also known as Tetradecanoic acid; 1-Tridecanecarboxylic acid; n-Tetradecanoic acid. It belongs to the product categories of Monofunctional Alkanes;Saturated Higher Fatty Acids;Sensitizer. This chemical's molecular formula is C14H28O2 and molecular weight is 228.37.Its EINECS number is 208-875-2.What's more,Its systematic name is Myristic acid.It is a oily white crystalline solid which is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat and coconut, palm, and nutmeg oils. It is used to synthesize flavor and as an ingredient in soaps and cosmetic.It is irritating to eyes, respiratory system and skin .When you use it ,you should avoid contact with skin and eyes.And it is mainly used for production of surface-active agent,and it is used as a chemical reagent, but also for spices, and organic synthesis,and used in the manufacture of emulsifie,waterproof agent, curing agent, PVC heat stabilizers and plasticizers, etc., but also as raw materials of spices and pharmaceutical.
Physical properties about Myristic acid are:
(1)ACD/LogP: 5.792; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.00; (4)ACD/LogD (pH 7.4): 3.20; (5)ACD/BCF (pH 5.5): 2377.58; (6)ACD/BCF (pH 7.4): 38.15; (7)ACD/KOC (pH 5.5): 5395.99; (8)ACD/KOC (pH 7.4): 86.57; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 12; (12)Index of Refraction: 1.451; (13)Molar Refractivity: 68.474 cm3; (14)Molar Volume: 254.256 cm3; (15)Surface Tension: 33.3349990844727 dyne/cm; (16)Density: 0.898 g/cm3; (17)Flash Point: 144.777 °C; (18)Enthalpy of Vaporization: 59.251 kJ/mol; (19)Boiling Point: 319.639 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES:CCCCCCCCCCCCCC(=O)O;
(2)Std. InChI:InChI=1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16);
(3)Std. InChIKey:TUNFSRHWOTWDNC-UHFFFAOYSA-N.
The toxicity data of Myristic acid are as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intravenous | 43mg/kg (43mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Acta Pharmacologica et Toxicologica. Vol. 18, Pg. 141, 1961. |
rat | LD50 | oral | > 10gm/kg (10000mg/kg) | American Industrial Hygiene Association Journal. Vol. 37, Pg. 251, 1976. |
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