• Name

  Hexadecanal

• EINECS 211-111-0
• CAS No. 629-80-1
• Article Data162
• CAS DataBase
• Density 0.829 g/cm³
• Solubility
• Melting Point 36-38ºC
• Formula C₁₆H₃₂O
• Boiling Point 297.8 °C at 760 mmHg
• Molecular Weight 240.429
• Flash Point 138.9 °C
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms Palmitaldehyde(6CI,8CI);1-Hexadecanal;Hexadecanaldehyde;Hexadecylaldehyde;n-Hexadecan-1-al;n-Hexadecanal;
• PSA 17.07000
• LogP 5.66660

Synthetic route

36653-82-4

1-Hexadecanol

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
With 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl; toluene-4-sulfonic acid In dichloromethane 1) 0 deg C, 1 h, 2) r.t., 2.5 h;	100%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In ethyl acetate at 60℃;	99%
With pyridine; 1-chloro-1λ3-benzo[d][1,2]iodaoxol-3(1H)-one; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In ethyl acetate at 20℃; for 1.5h;	98%

112-67-4

n-hexadecanoyl chloride

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0) In benzene for 0.166667h; Ambient temperature;	97%
With ammonium hydroxide; formic acid In diethyl ether; chloroform for 0.333333h; Ambient temperature;	95%
With Amberlyst A-26 in the BH4(1-) form in column at 4-5 ml In hexane	91.04%

112-82-3

hexadecanyl bromide

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
With sodium hydrogencarbonate; dimethyl sulfoxide; sodium iodide at 115℃; for 2.25h;	96%
Multi-step reaction with 3 steps 1: 1.) NaH / 1.) 1,2-dimethoxyethane, 15 min; 2.) dimethoxyethane, 5 h, reflux 2: 74 percent / permaleic acid 3: 1.) trifluoroacetic anhydride; 2.) K2CO3 / 1.) 10 min, r.t.; 2.) 40percent CH3CN/H2O, 10 min, View Scheme

6221-90-5

1-hexadecanol, trimethylsilyl ether

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate; HZSM-5 zeolite In water for 0.166667h; microwave irradiation;	93%
With chromium(VI) oxide; HZSM-5 zeolite for 0.03h; microwave irradiation;	83%

57-10-3

1-hexadecylcarboxylic acid

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
With ThxBHO-s-Bu In tetrahydrofuran at 25℃; for 96h;	87%
Stage #1: 1-hexadecylcarboxylic acid With N,O-dimethylhydroxylamine*hydrochloride; N-ethyl-N,N-diisopropylamine; (bis-(2-methoxyethyl)amino)sulfur trufluoride In tetrahydrofuran; dichloromethane at 20℃; for 0.25h; Stage #2: With diisobutylaluminium hydride In tetrahydrofuran; hexane; dichloromethane at -78℃; for 1h;	83%
With Bis(N-methylpiperazinyl) aluminum hydride In tetrahydrofuran for 8h; Heating;	79%

112-92-5

1-octadecanol

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
Stage #1: 1-octadecanol With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -10℃; for 0.0833333h; Swern Oxidation; Inert atmosphere; Stage #2: In dichloromethane at -10℃; for 0.25h; Swern Oxidation; Inert atmosphere;	87%

629-79-8

palmitonitrile

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
With hydrogenchloride; diethyl ether; tin(ll) chloride und beim Verseifen des Reaktionsprodukts mit warmem Wasser;

25022-78-0

2-hydroxyheptadecanoic acid

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
at 275 - 280℃;

4113-12-6

17-oxatritriacontane

A

544-76-3

Hexadecane

B

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
at 270℃;
at 270℃; Erhitzung;

2157-84-8

N-methyl-palmitanilide

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
With tetrahydrofuran; lithium aluminium tetrahydride

5435-44-9, 22243-66-9

(E)-3-Ureido-but-2-enoic acid ethyl ester

2,4,6-tripentadecyl-[1,3,5]trioxane

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
bei der Destillation;

544-77-4

1-iodohexadecane

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
With trimethylamine-N-oxide In chloroform
Multi-step reaction with 2 steps 1: 71 percent / AgNO2 / diethyl ether / 0 deg C, 15 h, next room temperature, 8 h 2: 1.) NaH, tert-butyl alcohol, 2.) KMnO4, H3BO3 / 1.) pentane, 20 min, 2.) ethyl acetate, water, 10 min View Scheme

3886-91-7

N,N-dimethylpalmitamide

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
With lithium dihydrido-bis(2-methoxyethoxo)aluminate In diethyl ether; toluene

70583-60-7

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

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether Ambient temperature;

629-74-3

hexadec-1-yne

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
With borane N,N-diethylaniline complex; dihydrogen peroxide; sodium acetate; benzo[1,3,2]dioxaborole 1.) benzene, 25 deg C, 24 h; Yield given. Multistep reaction;
With borane N,N-diethylaniline complex; dihydrogen peroxide; sodium acetate; benzo[1,3,2]dioxaborole Yield given. Multistep reaction;

36653-82-4

1-Hexadecanol

A

629-80-1

n-hexadecylaldehyde

B

92957-63-6

2-n-dodecyltetrahydrofuran

Conditions

Conditions	Yield
With lead(IV) acetate; manganese(II) acetate In benzene Heating;	A 86 % Chromat. B 7 % Chromat.

112-39-0

hexadecanoic acid methyl ester

A

50-00-0

formaldehyd

B

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
With dimethylsulfide borane complex; pyridinium chlorochromate 1) THF, reflux, 1 h, 2.) CH2Cl2, reflux, 1 h; Yield given. Multistep reaction;

66271-50-9

1-nitro-hexadecane

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
With potassium permanganate; boric acid; sodium hydride; tert-butyl alcohol 1.) pentane, 20 min, 2.) ethyl acetate, water, 10 min; Yield given. Multistep reaction;

540-10-3

cetyl palmitate

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
With dimethylsulfide borane complex; pyridinium chlorochromate 1) THF, reflux, 1 h, 2.) CH2Cl2, reflux, 1 h; Yield given. Multistep reaction;

19366-26-8

1-Phenyl-heptadecan-2-ol

629-80-1

n-hexadecylaldehyde

Conditions

Conditions	Yield
With lead(IV) acetate; iodine In benzene Heating; Yield given;
With lead(IV) acetate; iodine In benzene for 6h; Heating; Yield given;

120061-38-3

2-hexadecylsulfinyl-3,6-diisopropylpyrazine

629-80-1

n-hexadecylaldehyde

Conditions

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

629-80-1

n-hexadecylaldehyde

21204-67-1

methyl (triphenylphosphoranylidene)acetate

14663-11-7

methyl trans-2-octadecenoate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 17h; Inert atmosphere;	100%
Wittig reaction;

629-80-1

n-hexadecylaldehyde

86302-43-4

(tert-Butoxycarbonylmethylene)triphenylphosphorane

tert-butyl (E)-2-octadecenoate

Conditions

Conditions	Yield
In dichloromethane at 25℃; for 12h; Wittig Rearrangement;	99%
In dichloromethane at 20℃; for 12h; Wittig Olefination;	98.8%

629-80-1

n-hexadecylaldehyde

36653-82-4

1-Hexadecanol

Conditions

Conditions	Yield
With chloro-trimethyl-silane; nickel boride In diethylene glycol dimethyl ether; N,N-dimethyl-formamide for 1h; Ambient temperature;	98%
With magnesium; tin(ll) chloride In tetrahydrofuran for 0.25h;	98%
With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran at 20℃; for 0.166667h;	92%
With water; nickel dichloride; zinc In N,N-dimethyl-formamide for 5h; Ambient temperature;	65%
With acetic acid; zinc und nachfolgender Verseifung des erhaltenen Cetylacetats mittels alkoholischer Kalilauge;

623-73-4

diazoacetic acid ethyl ester

629-80-1

n-hexadecylaldehyde

1072879-54-9

3,3',5,5'-tetramethyl-4,4'-dimethoxy benzhydrylamine

1606993-91-2

ethyl (2S,3S)-1-(bis(4-methoxy-3,5-dimethylphenyl)methyl)-3-pentadecylaziridine-2-carboxylate

Conditions

Conditions	Yield
Stage #1: 3,3',5,5'-tetramethyl-4,4'-dimethoxy benzhydrylamine With triphenylborane In toluene at 80℃; for 0.5h; Inert atmosphere; Sealed tube; Schlenk technique; Stage #2: diazoacetic acid ethyl ester; n-hexadecylaldehyde In toluene Inert atmosphere; Sealed tube; Schlenk technique; Molecular sieve; stereoselective reaction;	97%
Stage #1: 3,3',5,5'-tetramethyl-4,4'-dimethoxy benzhydrylamine With triphenylborane; (R)-t-Bu2VANOL In toluene at 80℃; for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: diazoacetic acid ethyl ester; n-hexadecylaldehyde In toluene at -10℃; for 24h; Molecular sieve; Inert atmosphere; Schlenk technique; enantioselective reaction;	96.7%
Stage #1: 3,3',5,5'-tetramethyl-4,4'-dimethoxy benzhydrylamine With triphenylborane; (2S)-(-)-3,3'-diphenyl-(2,2'-binaphthalene)-1,1'-diol In toluene at 80℃; for 0.5h; Inert atmosphere; Stage #2: diazoacetic acid ethyl ester; n-hexadecylaldehyde In toluene at -10℃; for 24h; Reagent/catalyst; Temperature; Inert atmosphere; Molecular sieve; stereoselective reaction;	60%

...Expand

420-90-6

3-bromo-3,3-difluropropene

629-80-1

n-hexadecylaldehyde

1310740-06-7

3,3-difluorononadec-1-en-4-ol

Conditions

Conditions	Yield
With indium In tetrahydrofuran; water at 20 - 60℃; Inert atmosphere;	93%

629-80-1

n-hexadecylaldehyde

1758-68-5

1,2-diamino-9,10-anthraquinone

C30H38N2O2

Conditions

Conditions	Yield
With phosphotungstic acid; oxygen at 80℃; for 2h; Green chemistry; chemoselective reaction;	93%

629-80-1

n-hexadecylaldehyde

103698-50-6

triphenylarsonium salt of bromoacetaldehyde

51534-37-3

(E)-octadec-2-enal

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran; diethyl ether; water at 25℃; for 17.5h;	90%

629-80-1

n-hexadecylaldehyde

128899-83-2

(3R,5R)-(+)-2,6-dimethyl-3,5-heptanediol

(4R,6R)-2-n-pentadecyl-4,6-diisopropyl-1,3-dioxane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 3h; Heating;	90%

629-80-1

n-hexadecylaldehyde

6790-29-0

17-hydroxydotriacontan-16-one

Conditions

Conditions	Yield
With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; triethylamine In ethanol at 80℃; for 3h; Inert atmosphere;	89%
With triethylamine; 4,5-dimethylthiazole bound on chloromethylated polystyrene copolymer In ethanol; chloroform for 96h; Ambient temperature;	53%
With triethylamine In ethanol at 80℃; for 96h;	51%
With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride In ethanol for 3h; Inert atmosphere; Reflux;

629-80-1

n-hexadecylaldehyde

allyltitanium complex

allyltitanium complex

528867-18-7

(S)-nonadec-1-en-4-ol

Conditions

Conditions	Yield
In diethyl ether at -78℃; for 4h;	89%

Hexadecanal Specification