Product Name

  • Name

    FEMA 2763

  • EINECS 204-692-7
  • CAS No. 124-25-4
  • Article Data99
  • CAS DataBase
  • Density 0.827g/cm3
  • Solubility
  • Melting Point 23°C(lit.)
  • Formula C14H28O
  • Boiling Point 271.59 °C at 760 mmHg
  • Molecular Weight 212.376
  • Flash Point 121.502 °C
  • Transport Information
  • Appearance colorless to pale yellow solid
  • Safety 26-37/39
  • Risk Codes  Xi:Irritant;
  • Molecular Structure Molecular Structure of 124-25-4 (FEMA 2763)
  • Hazard Symbols R36/37/38:;
  • Synonyms Myristaldehyde(6CI,7CI,8CI);1-Tetradecanal;Aldehyde peche (C14);Myristinaldehyde;Myristylaldehyde;NSC 66435;Peach aldehyde (C14);Tetradecanaldehyde;Tetradecyl aldehyde;Tetradecanal;n-Tetradecyl aldehyde;
  • PSA 17.07000
  • LogP 4.88640

Synthetic route

1-Tetradecanol
112-72-1

1-Tetradecanol

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at 5 - 15℃; for 0.05h;100%
Stage #1: 1-Tetradecanol With oxalyl dichloride In dichloromethane; dimethyl sulfoxide at -60 - 15℃; for 0.1h;
Stage #2: With triethylamine In dichloromethane; dimethyl sulfoxide at 5℃;
100%
With Dess-Martin periodane In dichloromethane at 20℃; for 3h;100%
n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With methylphenylsilane; 2,2-dimethylpropanoic anhydride; Tri(p-tolyl)phosphine; bis(dibenzylideneacetone)-palladium(0) In toluene at 60℃; for 20h; Schlenk technique; Inert atmosphere;88%
(i) Li, MeNH2, (ii) H2O; Multistep reaction;
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C
2: Dess-Martin periodane / dichloromethane / 0 °C
View Scheme
With glycerol-3-Phosphate Dehydrogenase; D-glucose; NADP+; Nocardia PPTase; Segniliparus CAR; ATP; coenzyme A; magnesium chloride In dimethyl sulfoxide at 35℃; for 16h; pH=9; Enzymatic reaction;
myristic anhydride
626-29-9

myristic anhydride

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With P(p-CH3OC6H4)3; methylphenylsilane; bis(dibenzylideneacetone)-palladium(0) In toluene at 60℃; for 20h; Schlenk technique; Inert atmosphere;82%
2,2,6,6-Tetramethyl-1-piperidinyloxy free radical
2564-83-2, 45842-10-2

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical

1-Tetradecanol
112-72-1

1-Tetradecanol

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
Stage #1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 1-Tetradecanol With tetrabutylammomium bromide; sodium hydrogencarbonate; potassium carbonate In dichloromethane; water at 20℃;
Stage #2: With N-chloro-succinimide In dichloromethane; water at 20℃; for 1h;
77%
tetradecanoyl chloride
112-64-1

tetradecanoyl chloride

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With triethylsilane; tris(2,4,6-trimethylphenyl)phosphine; bis(dibenzylideneacetone)-palladium(0) In toluene at 40℃; for 1.5h; Schlenk technique; Inert atmosphere;68%
With iron(II) oxide; tris(2,4,6-trimethoxyphenyl)phosphine; phenylsilane In toluene at 60℃; for 2h; Inert atmosphere; Schlenk technique;36%
nitroacetic acid ethyl ester
626-35-7

nitroacetic acid ethyl ester

1-Tetradecanol
112-72-1

1-Tetradecanol

A

myristylaldehyde
124-25-4

myristylaldehyde

B

C18H35NO4
79183-87-2

C18H35NO4

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran for 2h; Ambient temperature;A 66%
B 19%
1-pentadecene
13360-61-7

1-pentadecene

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With aluminum oxide; potassium permanganate In dichloromethane; water for 24h; Ambient temperature;60%
1-Heptene
592-76-7

1-Heptene

carbon monoxide
201230-82-2

carbon monoxide

A

caprinaldehyde
112-31-2

caprinaldehyde

B

Dodecanal
112-54-9

Dodecanal

C

2-methylheptanal
16630-91-4

2-methylheptanal

D

Octanal
124-13-0

Octanal

E

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With polystyrene-PPh2=CH2; hydrogen; polystyrene-PPh2RhHCO(PPh3)n In tetrahydrofuran at 60℃; for 16h; Product distribution; Mechanism;A 12%
B 2%
C 10%
D 45%
E 0.3%
myristonitrile
629-63-0

myristonitrile

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With hydrogenchloride; diethyl ether; tin(ll) chloride und beim Verseifen des Reaktionsprodukts mit warmem Wasser;
With Li(1+)*C12H28AlO3(1-) In tetrahydrofuran; hexane for 24h; Ambient temperature; Yield given;
With hydrogenchloride; diisobutylaluminium hydride 1.) benzene, r.t., 3 h, hexane; 2.) MeOH, dioxane, 1 h; Yield given. Multistep reaction;
selenous acid ditetradecyl ester
124161-28-0

selenous acid ditetradecyl ester

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
at 177℃; Irradiation.mit UV-Licht;
2-hydroxypentadecanoic acid
2507-54-2

2-hydroxypentadecanoic acid

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
at 270 - 280℃;
at 270 - 275℃;
at 270 - 280℃;
N-methyl-N-phenyltetradecanamide
114381-19-0

N-methyl-N-phenyltetradecanamide

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
tetradecanoyl chloride
112-64-1

tetradecanoyl chloride

A

Tridecane
629-50-5

Tridecane

B

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With pumice stone; platinum at 220 - 230℃; under 60 - 65 Torr; Hydrogenation;
(Z)-3-(hexadec-1-enyloxy)propane-1,2-diol
113725-20-5

(Z)-3-(hexadec-1-enyloxy)propane-1,2-diol

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With ozone In ethyl acetate
n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

formic acid ethyl ester
109-94-4

formic acid ethyl ester

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
(i) LDA, (ii) /BRN= 906769/, aq. HCl; Multistep reaction;
3,5-dimethyl-1-tetradecanoyl-1H-pyrazole
99000-01-8

3,5-dimethyl-1-tetradecanoyl-1H-pyrazole

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether Ambient temperature;
1,1-diethoxy-tetradeca-2c,5c,8c-triene
10160-94-8

1,1-diethoxy-tetradeca-2c,5c,8c-triene

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide
β-D-galactopyranisyl-(1->1)-tetracosanoyl-sphingenine
74645-26-4

β-D-galactopyranisyl-(1->1)-tetracosanoyl-sphingenine

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With ozone In chloroform Ambient temperature;
(Z)-tricos-9-ene
27519-02-4

(Z)-tricos-9-ene

A

nonan-1-al
124-19-6

nonan-1-al

B

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With ozone at 200℃; for 0.0833333h; Product distribution;
1-Tetradecyl phenyl telluride
77953-88-9

1-Tetradecyl phenyl telluride

A

1-tetradecene
1120-36-1

1-tetradecene

B

1-Tetradecanol
112-72-1

1-Tetradecanol

C

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid 1.) diethylether, 25 deg C,2 h. 2.) 250 deg C, 7 torr; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
With 3-chloro-benzenecarboperoxoic acid 1.) diethylether, 25 deg C, 2 h. 2.) 250 deg C, 7 torr; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
(Z)-9,10-epoxytricosane
87375-79-9

(Z)-9,10-epoxytricosane

A

nonan-1-al
124-19-6

nonan-1-al

B

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With periodic acid for 0.05h; Product distribution; Ambient temperature;
2-tetradecylsulfinyl-3,6-diisopropylpyrazine
120061-39-4

2-tetradecylsulfinyl-3,6-diisopropylpyrazine

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With potassium carbonate; trifluoroacetic anhydride 1.) 10 min, r.t.; 2.) 40percent CH3CN/H2O, 10 min,; Yield given. Multistep reaction;
2-ethenyltetradecanoic acid
194920-96-2

2-ethenyltetradecanoic acid

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With ozone; acetic acid; potassium iodide 1.) methanol, -70 deg C, 2.) methanol, room temperature, 1 h; Yield given. Multistep reaction;
1,2-epoxytetradecane
3234-28-4

1,2-epoxytetradecane

A

tetradecan-2-one
2345-27-9

tetradecan-2-one

B

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With iron(III) tetraphenylporphyrin triflate In 1,4-dioxane Rearrangement; Heating;A 5 % Spectr.
B 95 % Spectr.
1-Tetradecanol
112-72-1

1-Tetradecanol

acetic acid
64-19-7

acetic acid

chromic acid

chromic acid

myristylaldehyde
124-25-4

myristylaldehyde

myristacidic barium

myristacidic barium

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With barium formate Destillation im Vakuum;
1-Tetradecanol
112-72-1

1-Tetradecanol

nickel

nickel

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
at 250℃;
hydrogenchloride
7647-01-0

hydrogenchloride

diethyl ether
60-29-7

diethyl ether

myristonitrile
629-63-0

myristonitrile

tin (II)-chloride

tin (II)-chloride

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
und Verseifen des Reaktionsprodukts mit warmem Wasser;
triacetylsphingosine

triacetylsphingosine

myristylaldehyde
124-25-4

myristylaldehyde

Conditions
ConditionsYield
With acetic acid und Spaltung des entstandenen Ozonids durch katalitische Hydrierung in Gegenwart von Palladium-Bariumsulfat;
methanol
67-56-1

methanol

myristylaldehyde
124-25-4

myristylaldehyde

1,1-dimethoxytetradecane
14620-53-2

1,1-dimethoxytetradecane

Conditions
ConditionsYield
aminopropylated Silica-Gel hydrochloride (APSG*HCl) resin for 10h; Ambient temperature;97%
With 5-sulfosalicylic Acid
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

myristylaldehyde
124-25-4

myristylaldehyde

(2E)-ethyl 2-hexadecenoate
135251-95-5

(2E)-ethyl 2-hexadecenoate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran 1.) 0 deg C, 0.5 h, 2.) 0 to 25 deg C;97%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.5h;
Stage #2: myristylaldehyde In tetrahydrofuran at 20℃; for 2h;
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h;
Stage #2: myristylaldehyde In tetrahydrofuran; mineral oil at 20℃; for 2h;
With sodium hydride In tetrahydrofuran at 0 - 20℃; Horner-Wadsworth-Emmons Olefination;12.3 g
6-Amino-1,3-dimethylbarbituric acid
6642-31-5

6-Amino-1,3-dimethylbarbituric acid

myristylaldehyde
124-25-4

myristylaldehyde

C20H35N3O2

C20H35N3O2

Conditions
ConditionsYield
With acetic acid In water at 80℃; pH=3 - 4;96.2%
myristylaldehyde
124-25-4

myristylaldehyde

myristonitrile
629-63-0

myristonitrile

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium iodide In acetonitrile for 1.5h; Heating;96%
With O-(diphenylphosphinyl)hydroxylamine In toluene at 20 - 85℃; chemoselective reaction;96%
With phosphoric acid; hydroxylamine hydrochloride In formic acid at 5 - 100℃;90%
With HCl·DMPU; hydroxylamine hydrochloride In acetonitrile at 60℃;81%
myristylaldehyde
124-25-4

myristylaldehyde

[4-(tert-butyldimethylsilanyloxy)-3-tritylamino-2-oxo-butyl]phosphonic acid dimethyl ester
472954-87-3

[4-(tert-butyldimethylsilanyloxy)-3-tritylamino-2-oxo-butyl]phosphonic acid dimethyl ester

(2S,4E)-2-[N-(trityl)amino]-1-O-tert-butyldimethylsilyl-3-oxo-4-octadecene
472954-88-4

(2S,4E)-2-[N-(trityl)amino]-1-O-tert-butyldimethylsilyl-3-oxo-4-octadecene

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride In tetrahydrofuran at 20℃; for 5h; Horner-Wadsworth-Emmons olefination;95%
myristylaldehyde
124-25-4

myristylaldehyde

acetylacetone
123-54-6

acetylacetone

3-tetradecylidenepentane-2,4-dione

3-tetradecylidenepentane-2,4-dione

Conditions
ConditionsYield
With piperidine; acetic acid In dichloromethane at 0 - 20℃; Knoevenagel Condensation; Inert atmosphere;93%
methyl pyrrolidine-3-carboxylate
98548-90-4

methyl pyrrolidine-3-carboxylate

myristylaldehyde
124-25-4

myristylaldehyde

1-tetradecyl-pyrrolidine-3-carboxylic acid methyl ester
849812-22-2

1-tetradecyl-pyrrolidine-3-carboxylic acid methyl ester

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine In dichloromethane92%
myristylaldehyde
124-25-4

myristylaldehyde

(3-hydroxy-pyrrolidin-3-yl)-phosphonic acid diethyl ester

(3-hydroxy-pyrrolidin-3-yl)-phosphonic acid diethyl ester

(3-hydroxy-1-tetradecyl-pyrrolidin-3-yl)-phosphonic acid diethyl ester
849812-61-9

(3-hydroxy-1-tetradecyl-pyrrolidin-3-yl)-phosphonic acid diethyl ester

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine In dichloromethane92%
myristylaldehyde
124-25-4

myristylaldehyde

(2-pyrrolidin-2-yl-ethyl)-phosphonic acid diethyl ester
785815-74-9

(2-pyrrolidin-2-yl-ethyl)-phosphonic acid diethyl ester

[2-(1-tetradecyl-pyrrolidin-2-yl)-ethyl]-phosphonic acid diethyl ester
849812-20-0

[2-(1-tetradecyl-pyrrolidin-2-yl)-ethyl]-phosphonic acid diethyl ester

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine In dichloromethane92%
myristylaldehyde
124-25-4

myristylaldehyde

(4-hydroxy-piperidin-4-yl)-phosphonic acid diethyl ester
849813-76-9

(4-hydroxy-piperidin-4-yl)-phosphonic acid diethyl ester

(4-hydroxy-1-tetradecyl-piperidin-4-yl)-phosphonic acid diethyl ester
849813-78-1

(4-hydroxy-1-tetradecyl-piperidin-4-yl)-phosphonic acid diethyl ester

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine In dichloromethane92%
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

myristylaldehyde
124-25-4

myristylaldehyde

ethyl 2-hexadecenoate

ethyl 2-hexadecenoate

Conditions
ConditionsYield
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: myristylaldehyde In tetrahydrofuran at 0 - 20℃;
92%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: myristylaldehyde In tetrahydrofuran at 20℃; for 3h;
92%
With sodium hydride In tetrahydrofuran at 0 - 20℃; Horner-Wadsworth-Emmons Olefination; Inert atmosphere;
myristylaldehyde
124-25-4

myristylaldehyde

diethyl phosphonoacetate d'ethyle
59867-49-1

diethyl phosphonoacetate d'ethyle

(2E)-ethyl 2-hexadecenoate
135251-95-5

(2E)-ethyl 2-hexadecenoate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran Substitution;91%
myristylaldehyde
124-25-4

myristylaldehyde

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl 2-amino-5-dodecylthiophene-3-carboxylate

methyl 2-amino-5-dodecylthiophene-3-carboxylate

Conditions
ConditionsYield
With sulfur; triethylamine for 12h; Gewald Aminoheterocycles Synthesis; Reflux; Inert atmosphere;91%
myristylaldehyde
124-25-4

myristylaldehyde

tert-butyl (S)-(1-((tert-butyldimethylsilyl)oxy)-4-(dimethoxyphosphoryl)-3-oxobutan-2-yl)carbamate

tert-butyl (S)-(1-((tert-butyldimethylsilyl)oxy)-4-(dimethoxyphosphoryl)-3-oxobutan-2-yl)carbamate

tert-butyl (S,E)-(1-((tert-butyldimethylsilyl)oxy)-3-oxooctadec-4-en-2-yl)carbamate
947325-52-2

tert-butyl (S,E)-(1-((tert-butyldimethylsilyl)oxy)-3-oxooctadec-4-en-2-yl)carbamate

Conditions
ConditionsYield
With triethylamine; lithium chloride In tetrahydrofuran at 20℃; for 18h;91%
myristylaldehyde
124-25-4

myristylaldehyde

(R)-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-oxoethyl]phosphonic acid dimethyl ester
121998-80-9

(R)-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-oxoethyl]phosphonic acid dimethyl ester

(2R,4E)-1,2-O-isopropylidene-3-oxo-4-octadecene-1,2-diol
121998-81-0

(2R,4E)-1,2-O-isopropylidene-3-oxo-4-octadecene-1,2-diol

Conditions
ConditionsYield
Stage #1: (R)-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-oxoethyl]phosphonic acid dimethyl ester With caesium carbonate In isopropyl alcohol at 0℃; for 2h;
Stage #2: myristylaldehyde In isopropyl alcohol at 20℃;
90%
With caesium carbonate In isopropyl alcohol at 0 - 20℃;85%
With potassium carbonate In acetonitrile Horner-Wadsworth-Emmons reaction;
N-p-tolylphenylmaleimide
1631-28-3

N-p-tolylphenylmaleimide

myristylaldehyde
124-25-4

myristylaldehyde

(E)-3-tetradecylidene-1-p-tolyl-pyrrolidine-2,5-dione
558480-31-2

(E)-3-tetradecylidene-1-p-tolyl-pyrrolidine-2,5-dione

Conditions
ConditionsYield
Stage #1: N-p-tolylphenylmaleimide With triphenylphosphine In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: myristylaldehyde In tetrahydrofuran for 10h; Wittig condensation; Heating;
89%
With triphenylphosphine In tetrahydrofuran for 10h; Heating;89%
myristylaldehyde
124-25-4

myristylaldehyde

glycine ethyl ester hydrochloride
5680-79-5

glycine ethyl ester hydrochloride

methyl 2-(ditetradecylamino)acetate
1365682-87-6

methyl 2-(ditetradecylamino)acetate

Conditions
ConditionsYield
Stage #1: glycine ethyl ester hydrochloride With triethylamine In 1,2-dichloro-ethane at 20℃; for 0.25h;
Stage #2: myristylaldehyde With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 0 - 20℃; for 16h;
89%
Stage #1: glycine ethyl ester hydrochloride With trimethylamine In 1,2-dichloro-ethane at 20℃; for 0.25h;
Stage #2: myristylaldehyde With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 0 - 20℃; for 16h;
89%
1-benzyl-1H-pyrrole-2,5-dione
1631-26-1

1-benzyl-1H-pyrrole-2,5-dione

myristylaldehyde
124-25-4

myristylaldehyde

1-benzyl-3-tetradecanoylpyrrolidine-2,5-dione

1-benzyl-3-tetradecanoylpyrrolidine-2,5-dione

Conditions
ConditionsYield
Stage #1: 1-benzyl-1H-pyrrole-2,5-dione With 2-pentafluorophenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In toluene at 20℃; for 0.5h; Sealed tube; Inert atmosphere;
Stage #2: myristylaldehyde In toluene for 24h; Sealed tube; Inert atmosphere; Reflux;
89%
myristylaldehyde
124-25-4

myristylaldehyde

allyltributylstanane
24850-33-7

allyltributylstanane

(4R)-heptadec-1-en-4-ol

(4R)-heptadec-1-en-4-ol

Conditions
ConditionsYield
Stage #1: myristylaldehyde With bis{[(R)-binaphthoxy](isopropoxy)titanium} oxide In dichloromethane at 20℃; for 0.5h; Keck Asymmetric Allylation; Molecular sieve;
Stage #2: allyltributylstanane at -78 - -20℃; for 72h; Molecular sieve; Reflux; enantioselective reaction;
88%
[((S,S)-1,1'-binaphthyl-2,2'-diyl)O2Ti(OiPr)]2O In dichloromethane at -15 - 0℃; for 24h;86%
Stage #1: myristylaldehyde With bis(((S)-binaphthoxy)(isopropoxy)titanium) oxide at 20℃; for 2h; Maruoka allylation;
Stage #2: allyltributylstanane at 0℃; for 12h; optical yield given as %ee; enantioselective reaction;
82%
myristylaldehyde
124-25-4

myristylaldehyde

1-ethoxyacetylene
927-80-0

1-ethoxyacetylene

Conditions
ConditionsYield
With Schwartz's reagent; silver perchlorate In hexane; dichloromethane for 0.5h; Ambient temperature;87%
myristylaldehyde
124-25-4

myristylaldehyde

(carbethoxyethylidene)triphenylphosphorane
21382-82-1

(carbethoxyethylidene)triphenylphosphorane

ethyl (2E)-2-methylhexadec-2-enoate
478690-77-6

ethyl (2E)-2-methylhexadec-2-enoate

Conditions
ConditionsYield
In benzene Wittig Olefination; Reflux; Inert atmosphere;87%
In dichloromethane at 20℃; for 18h;
With sodium hydroxide In dichloromethane at 0 - 20℃; for 16h;1.13 g
myristylaldehyde
124-25-4

myristylaldehyde

ethyl 2-((1R,2R,5R)-2-hydroxypinan-3-imino)glycinate
127593-79-7

ethyl 2-((1R,2R,5R)-2-hydroxypinan-3-imino)glycinate

ethyl {1R-[1α,2β,3(2R,3R),5α]}-3-hydroxy-2-{(2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]hept-3-ylidene)amino}hexadecanoate

ethyl {1R-[1α,2β,3(2R,3R),5α]}-3-hydroxy-2-{(2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]hept-3-ylidene)amino}hexadecanoate

Conditions
ConditionsYield
With tris(ethoxy)monochloro titanium; triethylamine In dichloromethane at 0℃;87%
myristylaldehyde
124-25-4

myristylaldehyde

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

ethyl 2-hexadecenoate

ethyl 2-hexadecenoate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 10h; Wittig Olefination;87%
In benzene Wittig reaction; Reflux;
diglycerol
627-82-7

diglycerol

myristylaldehyde
124-25-4

myristylaldehyde

C34H66O5

C34H66O5

Conditions
ConditionsYield
With p-octylbenzenesulfonic acid In water at 80℃; for 18h; Inert atmosphere; Green chemistry;86.28%
myristylaldehyde
124-25-4

myristylaldehyde

allyltributylstanane
24850-33-7

allyltributylstanane

(S)-4-hydroxy-1-heptadecane
894086-03-4

(S)-4-hydroxy-1-heptadecane

Conditions
ConditionsYield
With [(R)-1,1'-bi-2-naphtholato]bis(tert-butyloxo)titanium(IV) In dichloromethane at -15 - 0℃; for 24h; Maruoka allylation reaction;86%
chiral binaphthyl-based titanium catalyst In dichloromethane at -15 - 0℃;80%
With bis{[(R)-binaphthoxy](isopropoxy)titanium} oxide In dichloromethane at -15 - 0℃;80%
myristylaldehyde
124-25-4

myristylaldehyde

(S)-3-(tert-butoxycarbonyl)-4-(2-(dimethoxyphosphoryl)-1-oxo-ethyl)-2,2-dimethyloxazolidine

(S)-3-(tert-butoxycarbonyl)-4-(2-(dimethoxyphosphoryl)-1-oxo-ethyl)-2,2-dimethyloxazolidine

(S)-3-(tert-butoxycarbonyl)-4-(1-oxo-hexadec-2-enyl)-2,2-dimethyloxazolidine
129293-64-7

(S)-3-(tert-butoxycarbonyl)-4-(1-oxo-hexadec-2-enyl)-2,2-dimethyloxazolidine

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran; water at 20℃;86%
With potassium carbonate In water; acetonitrile at 22℃; pH=9; Large scale;63%
Horner-Wadsworth-Emmons olefination;
myristylaldehyde
124-25-4

myristylaldehyde

N-isopropyl oxazolidinone
77877-19-1

N-isopropyl oxazolidinone

N-(2S,3R,4'S)-(3-hydroxy-2-methylhexadecanoyl)-4'-isopropyl-3-propionyloxazolidin-2'-one
452956-77-3

N-(2S,3R,4'S)-(3-hydroxy-2-methylhexadecanoyl)-4'-isopropyl-3-propionyloxazolidin-2'-one

Conditions
ConditionsYield
Stage #1: N-isopropyl oxazolidinone With di-n-butylboryl trifluoromethanesulfonate; triethylamine In dichloromethane at 0℃; for 0.5h;
Stage #2: myristylaldehyde In dichloromethane at -78℃; for 12h;
85%
Stage #1: N-isopropyl oxazolidinone With di-n-butylboryl trifluoromethanesulfonate; triethylamine In dichloromethane at 0℃; for 0.5h; Evans' assymetric synthesis;
Stage #2: myristylaldehyde In dichloromethane at -78℃; for 12h;
80%
Stage #1: N-isopropyl oxazolidinone With N-ethyl-N,N-diisopropylamine In dichloromethane at -78℃; for 0.5h;
Stage #2: myristylaldehyde In dichloromethane at -78 - 20℃; for 2.5h; Further stages.;
41%
With di-n-butylboryl trifluoromethanesulfonate; triethylamine
myristylaldehyde
124-25-4

myristylaldehyde

(dimethylphenylsilyl)acetylene
17156-64-8

(dimethylphenylsilyl)acetylene

(R)-1-(Dimethyl-phenyl-silanyl)-hexadec-1-yn-3-ol
866832-26-0

(R)-1-(Dimethyl-phenyl-silanyl)-hexadec-1-yn-3-ol

Conditions
ConditionsYield
Stage #1: (dimethylphenylsilyl)acetylene With diethylzinc In toluene for 1h; Heating;
Stage #2: myristylaldehyde With titanium(IV) isopropylate; (S)-[1,1']-binaphthalenyl-2,2'-diol In diethyl ether; toluene
85%

Tetradecanal Chemical Properties

IUPAC Name: Tetradecanal
The MF of Tetradecanal (124-25-4) is C14H28O.

  
The MW of Tetradecanal (124-25-4) is 212.37.
Synonyms of Tetradecanal (124-25-4): Myristaldehyde ; Tetradecanal ; 1-Tetradecyl aldehyde ; Aldehyde C-14 ; Myristaldehyde (8CI) ; Tetradecanal
Appearance: colourless to pale yellow liquid/fatty, orris-like odour
Index of Refraction: 1.435 
EINECS: 204-692-7
Density: 0.826 g/ml 
Flash Point: 121.5 °C
Boiling Point: 271.6 °C
FEMA: 2763

Tetradecanal Uses

   Tetradecanal (124-25-4) is used as a food spice.Can be formulated fragrance, flavor milk, incense and so on.

Tetradecanal Production

Natural products present in the gold orange peel, cucumber, ginger, and other Chinese.

Tetradecanal Toxicity Data With Reference

1.    

skn-rbt 500 mg MOD

    FCTXAV    Food and Cosmetics Toxicology. 11 (1973),1079.
2.    

orl-rat LD50:>5 g/kg

    FCTXAV    Food and Cosmetics Toxicology. 11 (1973),487.
3.    

skn-rbt LD50:>10 g/kg

    FCTXAV    Food and Cosmetics Toxicology. 11 (1973),487.

Tetradecanal Consensus Reports

Reported in EPA TSCA Inventory.

Tetradecanal Safety Profile

Low toxicity by ingestion and skin contact. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.

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