Product Name

  • Name

    Myristic acid

  • EINECS 208-875-2
  • CAS No. 544-63-8
  • Article Data114
  • CAS DataBase
  • Density 0.898 g/cm3
  • Solubility <0.1 g/100 mL at 18 °C in water
  • Melting Point 52-54 °C(lit.)
  • Formula C14H28O2
  • Boiling Point 319.639 °C at 760 mmHg
  • Molecular Weight 228.375
  • Flash Point 144.777 °C
  • Transport Information
  • Appearance white solid
  • Safety 24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 544-63-8 (Myristic acid)
  • Hazard Symbols Xi
  • Synonyms Myristic acid (8CI);1-Tridecanecarboxylic acid;Edenor C 14;Emery 655;Hystrene9014;Kortacid 1499;LunacMY 98;NAA 104;NAA 142;NSC 5028;Neo-Fat 14;Philacid1400;Prifac 2942;Prifrac2942;Univol U 316S;n-Tetradecan-1-oic acid;n-Tetradecanoic acid;n-Tetradecoicacid;Tetradecanoicn acid;
  • PSA 37.30000
  • LogP 4.77210

Synthetic route

1-bromo-octane
111-83-1

1-bromo-octane

6-bromohexanoic acid
4224-70-8

6-bromohexanoic acid

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
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%
methyl myristoate
124-10-7

methyl myristoate

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With thiophene; aluminum tri-bromide for 1h; Ambient temperature;97.5%
Ethyl myristate
124-06-1

Ethyl myristate

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With thiophene; aluminum tri-bromide for 13h; Ambient temperature;95.5%
Ammonium myristate
16530-71-5

Ammonium myristate

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With hydrogenchloride In water pH=2;95.3%
1-pentadecene
13360-61-7

1-pentadecene

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With potassium permanganate; iron(III) chloride In acetone at -78 - 20℃;90%
Tetradecanoic acid 1-methylethyl ester
110-27-0

Tetradecanoic acid 1-methylethyl ester

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With thiophene; aluminum tri-bromide for 84h; Ambient temperature;87.5%
With sodium hydroxide In methanol; dichloromethane at 20℃; for 2h;
15-hydroxy-octacosan-14-one
5632-98-4

15-hydroxy-octacosan-14-one

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With dihydrogen peroxide; methyltrioxorhenium(VII); magnesium sulfate In acetonitrile for 8h; Heating;85%
myristanilide
622-56-0

myristanilide

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With niobium(V) oxide; water In neat (no solvent) for 20h; Reflux; Inert atmosphere;77%
C18H35N3O3

C18H35N3O3

A

acetic acid
64-19-7

acetic acid

B

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

C

ethyl azide
871-31-8

ethyl azide

Conditions
ConditionsYield
With ammonium hydroxide other reagents and conditions;A n/a
B n/a
C 75%
1-Tetradecanol
112-72-1

1-Tetradecanol

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With peracetic acid; C24H29INO5 In acetic acid at 30℃; for 48h;75%
With Jones reagent In acetone at 20℃;
myristylaldehyde
124-25-4

myristylaldehyde

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
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; water22.9%
With oxygen; Flavin mononucleotide; luciferase In aq. phosphate buffer Enzymatic reaction;
3-carbonyloxypropyonyl dodecanoyl peroxide
97499-84-8

3-carbonyloxypropyonyl dodecanoyl peroxide

A

n-Undecane
1120-21-4

n-Undecane

B

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
at -78℃; for 50h; Irradiation;A 1 % Chromat.
B 56%
pentadec-1-yne
765-13-9

pentadec-1-yne

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With ruthenium(IV) oxide; sodium periodate In tetrachloromethane; water; acetonitrile for 3.5h; Ambient temperature;47%
octadec-4-enoic acid
21735-78-4

octadec-4-enoic acid

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With alkaline KMNO4
(2S,3R,4E)-2-amino-4-octadecene-1,3-diol
123-78-4

(2S,3R,4E)-2-amino-4-octadecene-1,3-diol

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With chromic acid; acetic acid
1-decanoic acid
334-48-5

1-decanoic acid

adipic acid monomethyl ester
627-91-8

adipic acid monomethyl ester

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With methanol; sodium Electrolysis.anschliessende Hydrolyse;
hexadecan-2-one
18787-63-8

hexadecan-2-one

A

acetic acid
64-19-7

acetic acid

B

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
bei der Oxydation;
hexadeca-2-enoic acid
629-56-1

hexadeca-2-enoic acid

A

oxalic acid
144-62-7

oxalic acid

B

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
Ozonspaltung und Oxydation der Reaktionsprodukte mit KMnO4 in Aceton;
9-oxo-tetradecanoic acid
71173-32-5

9-oxo-tetradecanoic acid

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With hydrazine hydrate; diethylene glycol monosodium salt; diethylene glycol at 200℃;
5-oxotteradecanoic acid
16424-31-0

5-oxotteradecanoic acid

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With sodium 2-hydroxyethoxide; hydrazine hydrate; ethylene glycol
Stearolic acid
506-24-1

Stearolic acid

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With potassium hydroxide Schmelzen;
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

hexanoic acid
142-62-1

hexanoic acid

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With methanol; sodium Electrolysis.anschliessende Hydrolyse;
diethyl malonate
105-53-3

diethyl malonate

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
Ueber Dodecylmalonsaeure-diaethylester;
tetradecanoic acid N-(2-methylpropyl)amide
74420-88-5

tetradecanoic acid N-(2-methylpropyl)amide

A

isobutylamine hydrochloride
5041-09-8

isobutylamine hydrochloride

B

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 12h; Heating;
n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
With chromium(VI) oxide; sulfuric acid; ozone 1.) ether/methanol; Multistep reaction;
p-nitrophenyl myristate
14617-85-7

p-nitrophenyl myristate

A

4-nitro-phenol
100-02-7

4-nitro-phenol

B

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
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
129436-86-8

(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
89673-80-3, 148495-25-4, 74350-84-8

(2S,3S,5R)-5-[(1R)-1-hydroxy-9-decenyl]-2-pentyltetrahydro-3-furanol

B

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

C

1-hexadecylcarboxylic acid

1-hexadecylcarboxylic acid

D

Conditions
ConditionsYield
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
89673-80-3, 148495-25-4, 74350-84-8

(2S,3S,5R)-5-[(1R)-1-hydroxy-9-decenyl]-2-pentyltetrahydro-3-furanol

B

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

C

1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

D

stearic acid
57-11-4

stearic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol for 2h; Heating; Further byproducts given;
dimyristoylphosphatidylcholine
18194-24-6

dimyristoylphosphatidylcholine

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
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
107864-43-7

tetradecanoic acid-nicotinamide complex

A

nicotinamide
98-92-0

nicotinamide

B

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Conditions
ConditionsYield
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
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

N-succinimidyl myristate
69888-86-4

N-succinimidyl myristate

Conditions
ConditionsYield
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%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

N-tetradecanoyloxysuccinimide

N-tetradecanoyloxysuccinimide

Conditions
ConditionsYield
With 2`,3`-dideoxycytidine In tetrahydrofuran for 12h; Ambient temperature;100%
n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

monomethoxy poly(ethylene glycol)

monomethoxy poly(ethylene glycol)

tetradecanoic acid monomethoxy poly(ethylene glycol) ester

tetradecanoic acid monomethoxy poly(ethylene glycol) ester

Conditions
ConditionsYield
With camphor sulphuric acid for 18h; Heating;100%
(2S)-3-(benzyloxy)propane-1,2-diol
17325-85-8

(2S)-3-(benzyloxy)propane-1,2-diol

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

1,2-di-O-myristoyl-3-O-benzyl-sn-glycerol
73083-33-7

1,2-di-O-myristoyl-3-O-benzyl-sn-glycerol

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 12h;100%
C42H69N5O19
1360882-29-6

C42H69N5O19

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

C56H95N5O20
1360882-30-9

C56H95N5O20

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2h;100%
tetradecylamine
2016-42-4

tetradecylamine

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

N-tetradecyltetradecanamide

N-tetradecyltetradecanamide

Conditions
ConditionsYield
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
85951-08-2

1-(tert-butyl-dimethyl-silanyloxy)propane-1,2-diol

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

1-(tert-butyl)dimethylsilyl-2,3-dimyristoyl glycerol
56176-80-8

1-(tert-butyl)dimethylsilyl-2,3-dimyristoyl glycerol

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 14h; Inert atmosphere; Cooling with ice;100%
n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

1-ethyl-3-methyl-1H-imidazol-3-ium methylcarbonate

1-ethyl-3-methyl-1H-imidazol-3-ium methylcarbonate

C6H11N2(1+)*C14H27O2(1-)

C6H11N2(1+)*C14H27O2(1-)

Conditions
ConditionsYield
In methanol at 40℃;100%
lauric acid
143-07-7

lauric acid

trichlorovinylsilane
75-94-5

trichlorovinylsilane

Octanoic acid
124-07-2

Octanoic acid

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

C36H68O6Si
1330066-17-5

C36H68O6Si

Conditions
ConditionsYield
In toluene at 60 - 150℃; for 4h;99.82%
1-Hexadecanol
36653-82-4

1-Hexadecanol

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

tetradecanoic acid hexadecyl ester
2599-01-1

tetradecanoic acid hexadecyl ester

Conditions
ConditionsYield
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℃;
methanol

methanol

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

methyl myristoate
124-10-7

methyl myristoate

Conditions
ConditionsYield
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
544-63-8

n-tetradecanoic acid

1,2-O-isopropylidene-D-glycerol
14347-78-5

1,2-O-isopropylidene-D-glycerol

tetradecanoic acid 2,2-dimethyl-1,3-dioxolan-4-ylmethyl ester
163432-14-2

tetradecanoic acid 2,2-dimethyl-1,3-dioxolan-4-ylmethyl ester

Conditions
ConditionsYield
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%
Ergosterol
57-87-4

Ergosterol

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

C42H70O2
23637-23-2

C42H70O2

Conditions
ConditionsYield
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
1146526-53-5

1-O-undec-10-ynyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

1-O-undec-10-ynyl-2-O-myristoyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol
1146526-55-7

1-O-undec-10-ynyl-2-O-myristoyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

Conditions
ConditionsYield
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%
thorium(IV) tetra-acetate
13075-28-0

thorium(IV) tetra-acetate

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

thorium myristate

thorium myristate

Conditions
ConditionsYield
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
17364-00-0

1,3-dibutanoyloxy-2-propanol

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

2-(tetradecanoyloxy)propane-1,3-diyl dibutyrate
205873-03-6

2-(tetradecanoyloxy)propane-1,3-diyl dibutyrate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; dichloromethane at 0℃; for 4h;99%
n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Isosorbide
652-67-5

Isosorbide

Tetradecanoic acid (3R,3aR,6S,6aR)-6-tetradecanoyloxy-hexahydro-furo[3,2-b]furan-3-yl ester

Tetradecanoic acid (3R,3aR,6S,6aR)-6-tetradecanoyloxy-hexahydro-furo[3,2-b]furan-3-yl ester

Conditions
ConditionsYield
With antimony triglycolate at 180℃; for 8h; Inert atmosphere;99%
1-octadecanol
112-92-5

1-octadecanol

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

octadecyl myristate
3234-81-9

octadecyl myristate

Conditions
ConditionsYield
With triphenylphosphine-sulfur trioxide adduct In neat (no solvent) at 110℃; for 2h; Green chemistry;99%
2,2,2-trifluoroethanol
75-89-8

2,2,2-trifluoroethanol

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

2,2,2-trifluoroethyl tetradecanoate

2,2,2-trifluoroethyl tetradecanoate

Conditions
ConditionsYield
With sulfuric acid In cyclohexane at 100℃; for 12h;99%
n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

tetradecanamide
638-58-4

tetradecanamide

Conditions
ConditionsYield
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
ethanol
64-17-5

ethanol

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

Ethyl myristate
124-06-1

Ethyl myristate

Conditions
ConditionsYield
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%
n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

tetradecanoyl chloride
112-64-1

tetradecanoyl chloride

Conditions
ConditionsYield
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%
n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

myristic anhydride
626-29-9

myristic anhydride

Conditions
ConditionsYield
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
927175-37-9

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
544-63-8

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
927175-38-0

allyl 6-O-benzyl-4-O-benzyloxycarbonylmethyl-3-O-[(R)-3-(tetradecanoyloxy)tetradecanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarboylamino)-α-D-glucopyranoside

Conditions
ConditionsYield
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
1146526-65-9

1-O-(10-(cyclooct-2-ynyloxy)decanoyl)-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

1-O-(10-(cyclooct-2-ynyloxy)decanoyl)-2-O-myristoyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol
1146526-67-1

1-O-(10-(cyclooct-2-ynyloxy)decanoyl)-2-O-myristoyl-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

Conditions
ConditionsYield
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%
L-homoserine lactone hydrochloride
2185-03-7

L-homoserine lactone hydrochloride

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

(S)-N-tetradecanoyl-homoserine lactone

(S)-N-tetradecanoyl-homoserine lactone

Conditions
ConditionsYield
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
6305-38-0, 15295-77-9, 67580-93-2, 110045-70-0

(S)-(-)-α-amino-γ-butyrolactone hydrobromide

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

(S)-N-tetradecanoyl-homoserine lactone

(S)-N-tetradecanoyl-homoserine lactone

Conditions
ConditionsYield
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
1236037-89-0

3-O-(2,3,5,6-tetra-O-benzyl-β-D-galactofuranosyl)-sn-glycerol

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

3-O-(2,3,5,6-tetra-O-benzyl-β-D-galactofuranosyl)-1,2-di-O-myristoyl-sn-glycerol
1236037-90-3

3-O-(2,3,5,6-tetra-O-benzyl-β-D-galactofuranosyl)-1,2-di-O-myristoyl-sn-glycerol

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane98%
(20R)-6β-methoxy-20-methyl-3α,5α-cyclopregnane-16β,17α,21-triol 16-O-{2-O-(4-methoxybenzoyl)-3,4-di-O-triethylsilyl-β-D-xylopyranosyl-(1->3)-2'-O-acetyl-4'-O-triethylsilyl-α-L-arabinopyranoside}

(20R)-6β-methoxy-20-methyl-3α,5α-cyclopregnane-16β,17α,21-triol 16-O-{2-O-(4-methoxybenzoyl)-3,4-di-O-triethylsilyl-β-D-xylopyranosyl-(1->3)-2'-O-acetyl-4'-O-triethylsilyl-α-L-arabinopyranoside}

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

(20R)-21-O-tetradecanoyl-20-methyl-6β-methoxy-3α,5α-cyclopregnan-16β,17α,21-triol 16-O-{2-O-(4-methoxybenzoyl)-3,4-di-O-triethylsilyl-β-D-xylopyranosyl-(1->3)-2'-O-acetyl-4'-O-triethylsilyl-α-L-arabinopyranoside}

(20R)-21-O-tetradecanoyl-20-methyl-6β-methoxy-3α,5α-cyclopregnan-16β,17α,21-triol 16-O-{2-O-(4-methoxybenzoyl)-3,4-di-O-triethylsilyl-β-D-xylopyranosyl-(1->3)-2'-O-acetyl-4'-O-triethylsilyl-α-L-arabinopyranoside}

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 16h;98%

Myristic acid Consensus Reports

Reported in EPA TSCA Inventory.

Myristic acid Specification

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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