Product Name

  • Name

    1-Hexadecylamine

  • EINECS 205-596-8
  • CAS No. 143-27-1
  • Article Data33
  • CAS DataBase
  • Density 0,814 g/cm3
  • Solubility insoluble in water
  • Melting Point 43-45 °C(lit.)
  • Formula C16H35N
  • Boiling Point 321.8 °C at 760 mmHg
  • Molecular Weight 241.461
  • Flash Point 140.6 °C
  • Transport Information UN 3259 8/PG 2
  • Appearance white low melting crystalline mass or chunks
  • Safety 26-36/37/39-45
  • Risk Codes 34
  • Molecular Structure Molecular Structure of 143-27-1 (1-Hexadecylamine)
  • Hazard Symbols CorrosiveC
  • Synonyms Hexadecylamine(8CI);1-Aminohexadecane;1-Hexadecanylamine;1-Hexadecanamine;Alamine 6;Alamine 6D;Amine PB;Armeen 16D;Cetylamine;Monohexadecylamine;NSC8489;Nissan Amine PB;Palmitamine;Palmitylamine;n-Cetylamine;n-Hexadecylamine;
  • PSA 26.02000
  • LogP 6.12670

Synthetic route

N-Boc-hexadecylamine
876360-84-8

N-Boc-hexadecylamine

hexadecylamine
143-27-1

hexadecylamine

Conditions
ConditionsYield
With 3-butyl-l-methyl-1H-imidazol-3-iumtrifloroacetate In 1,4-dioxane; water at 80℃; for 1.5h;96%
cetyl azide
66143-67-7

cetyl azide

hexadecylamine
143-27-1

hexadecylamine

Conditions
ConditionsYield
With tellurium; water at 275℃; for 4h;91%
1-Hexadecanol
36653-82-4

1-Hexadecanol

hexadecylamine
143-27-1

hexadecylamine

Conditions
ConditionsYield
With aluminum oxide; ammonia at 380 - 400℃; under 88260.9 - 95616 Torr;
1-Chlorohexadecan
4860-03-1

1-Chlorohexadecan

A

hexadecylamine
143-27-1

hexadecylamine

B

dihexadecylamine
16724-63-3

dihexadecylamine

Conditions
ConditionsYield
With ethanol; ammonia at 170℃;
palmitonitrile
629-79-8

palmitonitrile

hexadecylamine
143-27-1

hexadecylamine

Conditions
ConditionsYield
With ethanol; hydrogen; sodium at 120℃; under 14710.2 Torr;
With sodium hydroxide; nickel at 70℃; Hydrogenation;
With kieselguhr; ammonia; nickel at 135℃; Hydrogenation;
N-hexadecyl-phthalimide
61020-43-7

N-hexadecyl-phthalimide

hexadecylamine
143-27-1

hexadecylamine

Conditions
ConditionsYield
With sodium hydroxide; ethanol
With ethanol; hydrazine hydrate anschliessendes Kochen mit konz. HCl;
hexadecanyl bromide
112-82-3

hexadecanyl bromide

hexadecylamine
143-27-1

hexadecylamine

Conditions
ConditionsYield
With ammonia at 50℃;
Palmitamide
629-54-9

Palmitamide

hexadecylamine
143-27-1

hexadecylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
With lithium aluminium tetrahydride In tetrahydrofuran for 1h;
1-iodohexadecane
544-77-4

1-iodohexadecane

hexadecylamine
143-27-1

hexadecylamine

Conditions
ConditionsYield
With ammonia In ethanol; benzene
Yield given. Multistep reaction;
Multi-step reaction with 2 steps
2: ethanol; NaOH
View Scheme
palmitohydroxamic acid
17698-04-3

palmitohydroxamic acid

hexadecylamine
143-27-1

hexadecylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran Heating;
Naphthalene-1,8-dicarboxylic acid 1-hexadecylamide 8-phenylamide
104944-87-8

Naphthalene-1,8-dicarboxylic acid 1-hexadecylamide 8-phenylamide

A

hexadecylamine
143-27-1

hexadecylamine

B

2-phenylbenzo[de]isoquinoline-1,3-dione
6914-98-3

2-phenylbenzo[de]isoquinoline-1,3-dione

C

2-Hexadecyl-benzo[de]isoquinoline-1,3-dione
74240-30-5

2-Hexadecyl-benzo[de]isoquinoline-1,3-dione

D

aniline
62-53-3

aniline

Conditions
ConditionsYield
at 270℃; for 0.333333h;
C16H35N(1+)*C12H4N4(1-)

C16H35N(1+)*C12H4N4(1-)

A

hexadecylamine
143-27-1

hexadecylamine

B

7,7',8,8'-tetracyanoquinodimethane
1518-16-7

7,7',8,8'-tetracyanoquinodimethane

Conditions
ConditionsYield
In dichloromethane at 25℃; Rate constant;
ethanol
64-17-5

ethanol

palmitonitrile
629-79-8

palmitonitrile

sodium

sodium

hexadecylamine
143-27-1

hexadecylamine

ethanol
64-17-5

ethanol

1-Chlorohexadecan
4860-03-1

1-Chlorohexadecan

ammonia
7664-41-7

ammonia

A

hexadecylamine
143-27-1

hexadecylamine

B

dihexadecylamine
16724-63-3

dihexadecylamine

Conditions
ConditionsYield
at 170℃;
1-aminooctadecane
124-30-1

1-aminooctadecane

hexadecylamine
143-27-1

hexadecylamine

Conditions
ConditionsYield
With cetyltrimethylammonim bromide at 269.84℃; Inert atmosphere;
n-hexadecanoyl chloride
112-67-4

n-hexadecanoyl chloride

hexadecylamine
143-27-1

hexadecylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ammonia / dichloromethane
2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h
View Scheme
1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

hexadecylamine
143-27-1

hexadecylamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: oxalyl dichloride / benzene / 3 h
2: ammonia / dichloromethane
3: lithium aluminium tetrahydride / tetrahydrofuran / 1 h
View Scheme
With D-glucose; pyridoxal 5'-phosphate; glucose dehydrogenase (CDX-901) from Codexis; NADP; isopropylamine; magnesium chloride In n-heptane; dimethyl sulfoxide at 30℃; for 20h; pH=8; Green chemistry; Enzymatic reaction;
glyceroltripalmitate
555-44-2

glyceroltripalmitate

A

hexadecylamine
143-27-1

hexadecylamine

B

dihexadecylamine
16724-63-3

dihexadecylamine

Conditions
ConditionsYield
With ammonium hydroxide; hydrogen at 220℃; under 41254.1 Torr; for 36h; Autoclave;A 54 %Chromat.
B 19 %Chromat.
hexadecylamine
143-27-1

hexadecylamine

bromocyane
506-68-3

bromocyane

hexadecyl cyanamide
97226-87-4

hexadecyl cyanamide

Conditions
ConditionsYield
100%
N,N-dimethylacetamide dimethyl acetal
18871-66-4

N,N-dimethylacetamide dimethyl acetal

hexadecylamine
143-27-1

hexadecylamine

N'-hexadecyl-N,N-dimethylacetamidine

N'-hexadecyl-N,N-dimethylacetamidine

Conditions
ConditionsYield
at 60℃; for 0.166667 - 0.333333h; Product distribution / selectivity;100%
hexadecylamine
143-27-1

hexadecylamine

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

C23H39NO
1246401-83-1

C23H39NO

Conditions
ConditionsYield
at 20℃; for 12h;100%
In toluene
With acetic acid In ethanol for 3h; Reflux;
hexadecylamine
143-27-1

hexadecylamine

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

C23H39NO
1246401-87-5

C23H39NO

Conditions
ConditionsYield
at 20℃; for 12h;100%
hexadecylamine
143-27-1

hexadecylamine

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

2-bromo-N-hexadecylethanamide
1138445-61-0

2-bromo-N-hexadecylethanamide

Conditions
ConditionsYield
With potassium carbonate In dichloromethane; water at 5 - 20℃; for 4h;100%
With potassium carbonate In dichloromethane; water at 0 - 20℃; for 16h;99%
hexadecylamine
143-27-1

hexadecylamine

(S)-methyl 3-(tert-butoxy)-2-((R)-2-((tert-butoxycarbonyl)amino)-3-((2-hydroxyethyl)thio)propanamido)propanoate
1346422-43-2

(S)-methyl 3-(tert-butoxy)-2-((R)-2-((tert-butoxycarbonyl)amino)-3-((2-hydroxyethyl)thio)propanamido)propanoate

(2S,5R)-methyl 5-amino-2-(hydroxymethyl)-4,11-dioxo-10-oxa-7-thia-3,12-diazaoctacosan-1-oate

(2S,5R)-methyl 5-amino-2-(hydroxymethyl)-4,11-dioxo-10-oxa-7-thia-3,12-diazaoctacosan-1-oate

Conditions
ConditionsYield
Stage #1: (S)-methyl 3-(tert-butoxy)-2-((R)-2-((tert-butoxycarbonyl)amino)-3-((2-hydroxyethyl)thio)propanamido)propanoate With trifluoroacetic acid
Stage #2: hexadecylamine
100%
hexadecylamine
143-27-1

hexadecylamine

(7-(carboxymethyl)-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl)-acetic acid
5880-06-8

(7-(carboxymethyl)-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl)-acetic acid

C18H10N2O8*2C16H35N

C18H10N2O8*2C16H35N

Conditions
ConditionsYield
In methanol at 20℃;100%
hexadecylamine
143-27-1

hexadecylamine

(R)-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid
72925-16-7

(R)-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid

tert-butyl (R)-3-(hexadecylcarbamoyl)pyrrolidine-1-carboxylate

tert-butyl (R)-3-(hexadecylcarbamoyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 3.5h;100%
With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 3.5h;100%
hexadecylamine
143-27-1

hexadecylamine

palladium palmitate

palladium palmitate

bis(hexadecylamine)palladium(II) palmitate

bis(hexadecylamine)palladium(II) palmitate

Conditions
ConditionsYield
In dichloromethane at 40℃; for 2h;100%
hexadecylamine
143-27-1

hexadecylamine

palladium diacetate
3375-31-3

palladium diacetate

bis(hexadecylamine)palladium(II) acetate

bis(hexadecylamine)palladium(II) acetate

Conditions
ConditionsYield
In dichloromethane at 40℃; for 2h;100%
hexadecylamine
143-27-1

hexadecylamine

acrylonitrile
107-13-1

acrylonitrile

N-hexadecyl-bis(2-cyanoethyl)amine
1555-63-1

N-hexadecyl-bis(2-cyanoethyl)amine

Conditions
ConditionsYield
In methanol at 45℃; for 16h;99%
N,N-dimethylacetamide dimethyl acetal
18871-66-4

N,N-dimethylacetamide dimethyl acetal

hexadecylamine
143-27-1

hexadecylamine

N'-hexadecyl-N,N-dimethylacetimidamide

N'-hexadecyl-N,N-dimethylacetimidamide

Conditions
ConditionsYield
With dimethyl amine In tetrahydrofuran at 20℃; for 18.25h; Darkness; chemoselective reaction;99%
With dimethyl amine In tetrahydrofuran for 18h; Darkness;99%
at 70℃; for 1h;
hexadecylamine
143-27-1

hexadecylamine

1-cyano-cyclopropanecarboxylic acid
6914-79-0

1-cyano-cyclopropanecarboxylic acid

1-cyano-N-hexadecylcyclopropanecarboxamide
1266666-37-8

1-cyano-N-hexadecylcyclopropanecarboxamide

Conditions
ConditionsYield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 4h; Inert atmosphere;99%
hexadecylamine
143-27-1

hexadecylamine

ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate
17355-75-8

ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate

C32H45N3O
1428261-49-7

C32H45N3O

Conditions
ConditionsYield
Stage #1: hexadecylamine With trimethylaluminum In n-heptane; dichloromethane at 20℃; for 1h; Inert atmosphere;
Stage #2: ethyl 1,5-diphenyl-1H-pyrazole-3-carboxylate In n-heptane; dichloromethane Reflux;
Stage #3: With hydrogenchloride In n-heptane; dichloromethane; water at 40℃; for 0.5h;
99%
2-methyl-4-oxo-3,1-benzoxazine
525-76-8

2-methyl-4-oxo-3,1-benzoxazine

hexadecylamine
143-27-1

hexadecylamine

3-hexadecyl-2-methylquinazolin-4(3H)-one

3-hexadecyl-2-methylquinazolin-4(3H)-one

Conditions
ConditionsYield
Stage #1: 2-methyl-4-oxo-3,1-benzoxazine In ethanol at 20℃; for 0.0833333h;
Stage #2: hexadecylamine In ethanol at 100℃; for 6h;
98.1%
hexadecylamine
143-27-1

hexadecylamine

stearic acid
57-11-4

stearic acid

N-hexadecyl srearamide
81126-74-1

N-hexadecyl srearamide

Conditions
ConditionsYield
With nano sulfated-TiO2 at 115℃; under 760.051 Torr; for 2.5h; Neat (no solvent);98%
hexadecylamine
143-27-1

hexadecylamine

18α-glycyrrhizic acid

18α-glycyrrhizic acid

C42H62O16*C16H35N

C42H62O16*C16H35N

Conditions
ConditionsYield
In methanol Reflux;98%
hexadecylamine
143-27-1

hexadecylamine

propionic acid
802294-64-0

propionic acid

N-hexadecylpropanamide
59453-61-1

N-hexadecylpropanamide

Conditions
ConditionsYield
With magnesium In toluene at 160℃; for 2h;98%
Stage #1: hexadecylamine; propionic acid In methanol; water at 20℃;
Stage #2: With N-tosylimidazole In N,N-dimethyl-formamide at 100℃; for 1h;
Stage #3: With triethylamine In N,N-dimethyl-formamide at 100℃; for 6h;
hexadecylamine
143-27-1

hexadecylamine

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

N-hexadecyl-β-aminopropionic acid methyl ester

N-hexadecyl-β-aminopropionic acid methyl ester

Conditions
ConditionsYield
at 60℃; for 6.5h; Michael Addition;98%
In methanol at 35℃; for 8h; Reflux;
hexadecylamine
143-27-1

hexadecylamine

C11H14O6

C11H14O6

(3aS,4R,7S,8S,8aR)-N-hexadecyl-2,2-dimethyl-6-oxohexahydro-4,7-methano[1,3]-dioxolo[4–c]oxepin-8-carboxamide

(3aS,4R,7S,8S,8aR)-N-hexadecyl-2,2-dimethyl-6-oxohexahydro-4,7-methano[1,3]-dioxolo[4–c]oxepin-8-carboxamide

Conditions
ConditionsYield
Stage #1: C11H14O6 With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.25h; Inert atmosphere;
Stage #2: hexadecylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere;
98%
succinic acid anhydride
108-30-5

succinic acid anhydride

hexadecylamine
143-27-1

hexadecylamine

4-(hexadecylamino)-4-oxobutanoic acid
3384-46-1

4-(hexadecylamino)-4-oxobutanoic acid

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 3h; Inert atmosphere;98%
In tetrahydrofuran at 40℃;
hexadecylamine
143-27-1

hexadecylamine

3,4-dimethoxy-3-cyclobutene-1,2-dione
5222-73-1

3,4-dimethoxy-3-cyclobutene-1,2-dione

C36H68N2O2
1428906-20-0

C36H68N2O2

Conditions
ConditionsYield
In methanol at 20℃; Inert atmosphere;97.5%
hexadecylamine
143-27-1

hexadecylamine

dihexadecylamine
16724-63-3

dihexadecylamine

Conditions
ConditionsYield
With Co2Rh2/C In toluene at 180℃; under 760.051 Torr; for 18h; Autoclave; Inert atmosphere;97%
In aluminum nickel; water; benzene73%
With nickel at 200℃;
hexadecylamine
143-27-1

hexadecylamine

2,4-bis(3,5-di-tert-butyl-4-hydroxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide
58851-58-4

2,4-bis(3,5-di-tert-butyl-4-hydroxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide

Diacetone D-glucose
2595-05-3

Diacetone D-glucose

C26H41O7PS2*C16H35N

C26H41O7PS2*C16H35N

Conditions
ConditionsYield
Stage #1: 2,4-bis(3,5-di-tert-butyl-4-hydroxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide; Diacetone D-glucose In benzene at 20℃; for 1h; Inert atmosphere;
Stage #2: hexadecylamine In benzene at 20℃; for 1h; Inert atmosphere;
97%
hexadecylamine
143-27-1

hexadecylamine

benzaldehyde
100-52-7

benzaldehyde

N-(phenylmethylene)-1-hexadecanamine
47377-65-1

N-(phenylmethylene)-1-hexadecanamine

Conditions
ConditionsYield
With 3 A molecular sieve In dichloromethane at 40℃; for 6h; Condensation;96%
In toluene for 2h; Heating;
3,6-bis-(3,5-dimethyl-pyrazol-1-yl)-1,2,4,5-tetrazine
30169-25-6

3,6-bis-(3,5-dimethyl-pyrazol-1-yl)-1,2,4,5-tetrazine

hexadecylamine
143-27-1

hexadecylamine

A

3,5-dimethyl-1H-pyrazole
67-51-6

3,5-dimethyl-1H-pyrazole

B

[6-(3,5-dimethyl-pyrazol-1-yl)-[1,2,4,5]tetrazin-3-yl]-hexadecyl-amine

[6-(3,5-dimethyl-pyrazol-1-yl)-[1,2,4,5]tetrazin-3-yl]-hexadecyl-amine

Conditions
ConditionsYield
In acetonitrile at 20 - 25℃; Substitution;A n/a
B 96%
potassium hexafluorophosphate
17084-13-8

potassium hexafluorophosphate

hexadecylamine
143-27-1

hexadecylamine

(η6-chlorobenzene)(η5-pentamethylcyclopentadienyl)iron hexafluorophosphate

(η6-chlorobenzene)(η5-pentamethylcyclopentadienyl)iron hexafluorophosphate

(η6-hexadecylaminobenzene)(η5-pentamethylcyclopentadienyl)iron hexafluorophosphate

(η6-hexadecylaminobenzene)(η5-pentamethylcyclopentadienyl)iron hexafluorophosphate

Conditions
ConditionsYield
In dichloromethane; water the Fe-complex was stirred with the amine in CH2Cl2 under Ar at room temp. for 24 h, then a satd. aq. soln. of KPF4 was added;; the org. layer was separated, dried with MgSO4, concd. and pptd. by mixing with hexane; the crude prod. was recrystd. from MeOH/hexane 1:1; IR and (1)H-NMR spectroscopy;;96%
hexadecylamine
143-27-1

hexadecylamine

2-Nitrobenzenesulfonyl chloride
1694-92-4

2-Nitrobenzenesulfonyl chloride

2-nitro-N-hexadecylbenzenesulfonamide
198971-44-7

2-nitro-N-hexadecylbenzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 23℃; for 1.25h; Large scale reaction;96%
tetradec-1-en-1-ylsuccinic anhydride
76386-10-2

tetradec-1-en-1-ylsuccinic anhydride

hexadecylamine
143-27-1

hexadecylamine

C34H65NO3

C34H65NO3

Conditions
ConditionsYield
With pyridine at 80℃; for 3h;96%

1-Hexadecylamine Consensus Reports

Reported in EPA TSCA Inventory.

1-Hexadecylamine Standards and Recommendations

AMINE CONTENT: 215 - 233 mg/g
IODINE VALUE: 2 max (g/100g)
COLOR, APHA: 80 max
C DISTRIBUTION: C18 3% + C16 93% + C14 4% ( Typical)

1-Hexadecylamine Specification

1-Hexadecylamine, with the CAS NO.143-27-1, is also called as 1-Hexadecanylamine;1-Hexadecylamine,straight-chainedC16; Alamine 6; alamine6; alamine6d; Amine 16D; AminePB. 1-Hexadecylamine is derived from the reduction of palm. It is used for producing resin, pesticide and senior detergent.

Physical properties about 1-Hexadecylamine are: (1)ACD/LogP:7.17; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 4.07; (4)ACD/LogD (pH 7.4): 4.29; (5)ACD/BCF (pH 5.5): 132.70; (6)ACD/BCF (pH 7.4): 220.55; (7)ACD/KOC (pH 5.5): 151.76; (8)ACD/KOC (pH 7.4): 252.23; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 15; (12)Index of Refraction: 1.451; (13)Molar Refractivity:79.71 cm3; (14)Molar Volume: 296.321 cm3; (15)Polarizability: 31.6 10-24cm3; (16)Surface Tension:30.742000579834 dyne/cm; (17)Density: 0.815 g/cm3; (18)Flash Point: 140.556 °C; (19)Enthalpy of Vaporization: 56.363 kJ/mol; (20)Boiling Point: 321.837 °C at 760 mmHg

When you are using 1-Hexadecylamine, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing, gloves and eye/face protection;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);

You can still convert the following datas into molecular structure:
(1)InChI=1S/C16H35N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h2-17H2,1H3;
(2)InChIKey=FJLUATLTXUNBOT-UHFFFAOYSA-N;
(3)SmilesC(CCCCCCCC)CCCCCCCN;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 200mg/kg (200mg/kg)   National Technical Information Service. Vol. AD691-490,

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