Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
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
1-Tetradecanol
myristylaldehyde
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
1-Tetradecanol
A
myristylaldehyde
B
C18H35NO4
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran for 2h; Ambient temperature; | A 66% B 19% |
1-pentadecene
myristylaldehyde
Conditions | Yield |
---|---|
With aluminum oxide; potassium permanganate In dichloromethane; water for 24h; Ambient temperature; | 60% |
1-Heptene
carbon monoxide
A
caprinaldehyde
B
Dodecanal
C
2-methylheptanal
D
Octanal
E
myristylaldehyde
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
myristylaldehyde
Conditions | Yield |
---|---|
at 177℃; Irradiation.mit UV-Licht; |
Conditions | Yield |
---|---|
at 270 - 280℃; | |
at 270 - 275℃; | |
at 270 - 280℃; |
N-methyl-N-phenyltetradecanamide
myristylaldehyde
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; diethyl ether |
Conditions | Yield |
---|---|
With pumice stone; platinum at 220 - 230℃; under 60 - 65 Torr; Hydrogenation; |
(Z)-3-(hexadec-1-enyloxy)propane-1,2-diol
myristylaldehyde
Conditions | Yield |
---|---|
With ozone In ethyl acetate |
Conditions | Yield |
---|---|
(i) LDA, (ii) /BRN= 906769/, aq. HCl; Multistep reaction; |
3,5-dimethyl-1-tetradecanoyl-1H-pyrazole
myristylaldehyde
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether Ambient temperature; |
1,1-diethoxy-tetradeca-2c,5c,8c-triene
myristylaldehyde
Conditions | Yield |
---|---|
With hydrogen; platinum(IV) oxide |
β-D-galactopyranisyl-(1->1)-tetracosanoyl-sphingenine
myristylaldehyde
Conditions | Yield |
---|---|
With ozone In chloroform Ambient temperature; |
Conditions | Yield |
---|---|
With ozone at 200℃; for 0.0833333h; Product distribution; |
1-Tetradecyl phenyl telluride
A
1-tetradecene
B
1-Tetradecanol
C
myristylaldehyde
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
With periodic acid for 0.05h; Product distribution; Ambient temperature; |
2-tetradecylsulfinyl-3,6-diisopropylpyrazine
myristylaldehyde
Conditions | Yield |
---|---|
With potassium carbonate; trifluoroacetic anhydride 1.) 10 min, r.t.; 2.) 40percent CH3CN/H2O, 10 min,; Yield given. Multistep reaction; |
2-ethenyltetradecanoic acid
myristylaldehyde
Conditions | Yield |
---|---|
With ozone; acetic acid; potassium iodide 1.) methanol, -70 deg C, 2.) methanol, room temperature, 1 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With iron(III) tetraphenylporphyrin triflate In 1,4-dioxane Rearrangement; Heating; | A 5 % Spectr. B 95 % Spectr. |
myristylaldehyde
Conditions | Yield |
---|---|
With barium formate Destillation im Vakuum; |
Conditions | Yield |
---|---|
at 250℃; |
Conditions | Yield |
---|---|
und Verseifen des Reaktionsprodukts mit warmem Wasser; |
myristylaldehyde
Conditions | Yield |
---|---|
With acetic acid und Spaltung des entstandenen Ozonids durch katalitische Hydrierung in Gegenwart von Palladium-Bariumsulfat; |
Conditions | Yield |
---|---|
aminopropylated Silica-Gel hydrochloride (APSG*HCl) resin for 10h; Ambient temperature; | 97% |
With 5-sulfosalicylic Acid |
diethoxyphosphoryl-acetic acid ethyl ester
myristylaldehyde
(2E)-ethyl 2-hexadecenoate
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
With acetic acid In water at 80℃; pH=3 - 4; | 96.2% |
Conditions | Yield |
---|---|
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
[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
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride In tetrahydrofuran at 20℃; for 5h; Horner-Wadsworth-Emmons olefination; | 95% |
Conditions | Yield |
---|---|
With piperidine; acetic acid In dichloromethane at 0 - 20℃; Knoevenagel Condensation; Inert atmosphere; | 93% |
methyl pyrrolidine-3-carboxylate
myristylaldehyde
1-tetradecyl-pyrrolidine-3-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine In dichloromethane | 92% |
myristylaldehyde
(3-hydroxy-1-tetradecyl-pyrrolidin-3-yl)-phosphonic acid diethyl ester
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine In dichloromethane | 92% |
myristylaldehyde
(2-pyrrolidin-2-yl-ethyl)-phosphonic acid diethyl ester
[2-(1-tetradecyl-pyrrolidin-2-yl)-ethyl]-phosphonic acid diethyl ester
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine In dichloromethane | 92% |
myristylaldehyde
(4-hydroxy-piperidin-4-yl)-phosphonic acid diethyl ester
(4-hydroxy-1-tetradecyl-piperidin-4-yl)-phosphonic acid diethyl ester
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine In dichloromethane | 92% |
Conditions | Yield |
---|---|
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
diethyl phosphonoacetate d'ethyle
(2E)-ethyl 2-hexadecenoate
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran Substitution; | 91% |
Conditions | Yield |
---|---|
With sulfur; triethylamine for 12h; Gewald Aminoheterocycles Synthesis; Reflux; Inert atmosphere; | 91% |
myristylaldehyde
tert-butyl (S,E)-(1-((tert-butyldimethylsilyl)oxy)-3-oxooctadec-4-en-2-yl)carbamate
Conditions | Yield |
---|---|
With triethylamine; lithium chloride In tetrahydrofuran at 20℃; for 18h; | 91% |
myristylaldehyde
(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
Conditions | Yield |
---|---|
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
myristylaldehyde
(E)-3-tetradecylidene-1-p-tolyl-pyrrolidine-2,5-dione
Conditions | Yield |
---|---|
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
glycine ethyl ester hydrochloride
methyl 2-(ditetradecylamino)acetate
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
1-ethoxyacetylene
(E)-hexadec-2-enal
Conditions | Yield |
---|---|
With Schwartz's reagent; silver perchlorate In hexane; dichloromethane for 0.5h; Ambient temperature; | 87% |
myristylaldehyde
(carbethoxyethylidene)triphenylphosphorane
ethyl (2E)-2-methylhexadec-2-enoate
Conditions | Yield |
---|---|
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
ethyl 2-((1R,2R,5R)-2-hydroxypinan-3-imino)glycinate
Conditions | Yield |
---|---|
With tris(ethoxy)monochloro titanium; triethylamine In dichloromethane at 0℃; | 87% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 10h; Wittig Olefination; | 87% |
In benzene Wittig reaction; Reflux; |
Conditions | Yield |
---|---|
With p-octylbenzenesulfonic acid In water at 80℃; for 18h; Inert atmosphere; Green chemistry; | 86.28% |
Conditions | Yield |
---|---|
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
(S)-3-(tert-butoxycarbonyl)-4-(1-oxo-hexadec-2-enyl)-2,2-dimethyloxazolidine
Conditions | Yield |
---|---|
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
N-isopropyl oxazolidinone
N-(2S,3R,4'S)-(3-hydroxy-2-methylhexadecanoyl)-4'-isopropyl-3-propionyloxazolidin-2'-one
Conditions | Yield |
---|---|
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
(dimethylphenylsilyl)acetylene
(R)-1-(Dimethyl-phenyl-silanyl)-hexadec-1-yn-3-ol
Conditions | Yield |
---|---|
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% |
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 (124-25-4) is used as a food spice.Can be formulated fragrance, flavor milk, incense and so on.
Natural products present in the gold orange peel, cucumber, ginger, and other Chinese.
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. |
Reported in EPA TSCA Inventory.
Low toxicity by ingestion and skin contact. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View