Oleylamine supplier | CasNO.112-90-3

Name
Oleylamine
EINECS 204-015-5
CAS No. 112-90-3
Article Data24
CAS DataBase
Density 0.828 g/cm³
Solubility Insoluble in water
Melting Point 18-26 °C(lit.)
Formula C₁₈H₃₇N
Boiling Point 364.4 °C at 760 mmHg
Molecular Weight 267.498
Flash Point 154.4 °C
Transport Information UN 2735 8/PG 2
Appearance beige paste or powder
Safety 26-36/37/39-45-24/25
Risk Codes 34-22-50/53
Molecular Structure
Hazard Symbols C, N
Synonyms Armeen O;ArmeenOD;Armeen OLD-C;Arosurf AA 60;Corsamine POD-V;Genamin OL 100D;Kemamine P989;Kemamine P 989D;Noram O;Noram OD;Oleamine;Oleinamine;9-Octadecen-1-amine,(9Z)-;SK-FLOT;cis-9-Octadecenylamine;90015-00-2;9-Octadecen-1-amine,(Z)-;9-Octadecenylamine, (Z)- (8CI);((Z)-9-Octadecenyl)amine;9-(Z)-Octadecen-1-amine;Adogen 172D;Alamine 11;Amine OB;
PSA 26.02000
LogP 6.68290

Synthetic route

: 301-02-0
cis-9-octadecenoamide

: 112-90-3
(Z)-9-octadecen-1-amine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran Reflux;	95%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Reflux;	95%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Reflux;	95%
Stage #1: cis-9-octadecenoamide With lithium aluminium tetrahydride In tetrahydrofuran at 50 - 60℃; for 3.5 - 6.75h; Stage #2: With sodium hydroxide; water In tetrahydrofuran at 40℃; for 1 - 2h; Product distribution / selectivity;

: 61041-55-2
oleonitrile

: 112-90-3
(Z)-9-octadecen-1-amine

Conditions

Conditions	Yield
With sodium; toluene; butan-1-ol

N-oleyl-phthalimide: N-oleyl-phthalimide

: 112-90-3
(Z)-9-octadecen-1-amine

Conditions

Conditions	Yield
With potassium hydroxide

oilacidic-nitrile: oilacidic-nitrile

: 112-90-3
(Z)-9-octadecen-1-amine

Conditions

Conditions	Yield
With sodium hydroxide; nickel at 60℃; Hydrogenation;

oleic acid nitrile: oleic acid nitrile

: 112-90-3
(Z)-9-octadecen-1-amine

Conditions

Conditions	Yield
With ammonia; cobalt at 80 - 100℃; under 73550.8 - 147102 Torr; Hydrogenation;
With ammonia; cobalt at 80 - 100℃; under 73550.8 - 147102 Torr; Hydrogenation;

: 143-28-2
oleoyl alcohol

A: 112-90-3
(Z)-9-octadecen-1-amine

B dioleylamine and trioleylamine: dioleylamine and trioleylamine

Conditions

Conditions	Yield
With silica-alumina; ammonia at 360℃;

: 41130-29-4
oleylamine hydrochloride

: 112-90-3
(Z)-9-octadecen-1-amine

Conditions

Conditions	Yield
With sodium hydroxide In tert-butyl methyl ether; water at 15 - 25℃; for 1.25 - 1.5h; Product distribution / selectivity;

: 112-91-4
cis-9-octadecenenitrile

: 112-90-3
(Z)-9-octadecen-1-amine

Conditions

Conditions	Yield
With ammonia; hydrogen; Ni-doped silica; para-methylbenzamide at 140℃; under 26252.6 Torr; for 3.5h; Product distribution / selectivity;
With ammonia; hydrogen; Ni-doped silica; benzamide at 140℃; under 26252.6 Torr; for 3.5h; Product distribution / selectivity;
With ammonia; hydrogen; Ni-doped silica; cis-9-octadecenoamide at 140℃; under 26252.6 Torr; for 3.5h; Product distribution / selectivity;
With ammonia; hydrogen; Ni-doped silica at 140℃; under 26252.6 Torr; for 3.5h; Product distribution / selectivity;

: 112-80-1
cis-Octadecenoic acid

: 112-90-3
(Z)-9-octadecen-1-amine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: oxalyl dichloride / dichloromethane / 4 h / 0 - 20 °C 2: ammonia / dichloromethane; water / 0.5 h / 0 °C 3: lithium aluminium tetrahydride / tetrahydrofuran / Reflux 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;

: 112-77-6
(Z)-9-octadecenoyl chloride

: 112-90-3
(Z)-9-octadecen-1-amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ammonia / dichloromethane; water / 0.5 h / 0 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / Reflux View Scheme
Multi-step reaction with 2 steps 1: ammonium hydroxide / tetrahydrofuran / 0 - 20 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux View Scheme
Multi-step reaction with 2 steps 1: ammonium hydroxide / tetrahydrofuran / 3 h / 0 - 20 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux View Scheme

: 35709-09-2
oleyl methanesulfonate

: 112-90-3
(Z)-9-octadecen-1-amine

Conditions

Conditions	Yield
With ammonia In methanol at 130℃; for 3h; Microwave irradiation;

: 112-90-3
(Z)-9-octadecen-1-amine

: 66046-61-5
2-chloro-3-methyl-1-oxa-3-aza-2-phosphacyclopentane 2-oxide

: 3-methyl-2-oleylamino-1,3,2-oxazaphosphacyclopentane 2-oxide

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 17h; Ambient temperature;	100%
With triethylamine In dichloromethane

: 112-90-3
(Z)-9-octadecen-1-amine

: 814-68-6
acryloyl chloride

: 23586-43-8
2-acryloylamido-olean

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -10 - 0℃; for 4.33333h;	100%
With triethylamine In dichloromethane

: 112-90-3
(Z)-9-octadecen-1-amine

: 3-devinyl-31-methoxymethyl-132-demethoxycarbonylpheophorbide-a

: C51H71N5O3

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere;	100%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Sealed tube;

: 112-90-3
(Z)-9-octadecen-1-amine

: 24533-72-0
pyropheophorbide a

: C51H69N5O2

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere;	100%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Sealed tube;

: 112-90-3
(Z)-9-octadecen-1-amine

: 175281-76-2
4-[4-(1-hydroxyethyl)-2-methoxy-5-nitrophenoxy]butanoic acid

: 1356856-98-8
C31H52N2O6

Conditions

Conditions	Yield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 48h;	99%

: 112-90-3
(Z)-9-octadecen-1-amine

: 407-25-0
trifluoroacetic anhydride

: 79779-29-6
(Z)-2,2,2-trifluoro-N-(octadec-9-en-1-yl)acetamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;	98%
With triethylamine In dichloromethane at 20℃; for 12h; Inert atmosphere; Cooling with ice;	66%

: 112-90-3
(Z)-9-octadecen-1-amine

: 292638-85-8
acrylic acid methyl ester

: 3-[(2-methoxycarbonylethyl)oleylamino]propionic acid methyl ester

Conditions

Conditions	Yield
In methanol at 20℃; for 24h; Inert atmosphere;	97%
In methanol at 20℃; for 72h;

: 112-90-3
(Z)-9-octadecen-1-amine

: 19241-16-8
2,6-dimethylphenylisothiocyanate

: 1-(2,6-Dimethyl-phenyl)-3-((Z)-octadec-9-enyl)-thiourea

Conditions

Conditions	Yield
With triethylamine In ethyl acetate	96%

: 112-90-3
(Z)-9-octadecen-1-amine

: 100-52-7
benzaldehyde

: 260396-55-2
N-(benzylidene)oleylimine

Conditions

Conditions	Yield
With 3 A molecular sieve In dichloromethane at 40℃; for 6h; Condensation;	96%
In methanol for 4h; Reflux;	82%

: 112-90-3
(Z)-9-octadecen-1-amine

: 103-72-0
phenyl isothiocyanate

: (Z)-1-(octadec-9-enyl)-3-phenylthiourea

Conditions

Conditions	Yield
In toluene at 20℃; for 2h;	96%

: 112-90-3
(Z)-9-octadecen-1-amine

: 1459246-62-8
4-phenyl-4-vinyl-1,3-dioxolan -2-one

: 2-hydroxy-2-phenylbut-3-en-1-yl oleylcarbamate

Conditions

Conditions	Yield
With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In neat (no solvent) at 20℃; for 6h; regioselective reaction;	92%

: 112-90-3
(Z)-9-octadecen-1-amine

: 54877-56-4
Phosphorous Acid Tris(3,5-dimethylpyrazolide)

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

B: tris oleylaminophosphine

Conditions

Conditions	Yield
at 80℃; for 0.5h; Temperature;	A 92% B n/a

...Expand

: 112-90-3
(Z)-9-octadecen-1-amine

: 18171-19-2
3-chloropropylmethyldimethoxysilane

: C30H65NO4Si2*ClH

Conditions

Conditions	Yield
With sodium 4-dodecylbenzenesulfonate In hexane at 60℃; for 4h;	91.7%

: 28923-39-9
nickel(II) bromide dimethoxyethane

: 112-90-3
(Z)-9-octadecen-1-amine

: nickel(II) bis(oleylamide)

Conditions

Conditions	Yield
Stage #1: (Z)-9-octadecen-1-amine With n-butyllithium In pentane at 20℃; for 3h; Schlenk technique; Inert atmosphere; Cooling with ice; Stage #2: nickel(II) bromide dimethoxyethane In toluene at 20℃; Schlenk technique; Inert atmosphere;	91%

: 112-90-3
(Z)-9-octadecen-1-amine

: 599-04-2
(R)-Pantolacton

: 117801-03-3
(2R)-2,4-Dihydroxy-3,3-dimethyl-N-oleylbutanamid

Conditions

Conditions	Yield
at 115℃; for 3h;	90%

: 112-90-3
(Z)-9-octadecen-1-amine

: 360048-15-3
1-(2'-deoxy-5'-O-dimethoxytrityl-β-D-ribofuranosyl)-5-methyl-4-(1,2,4-triazol-1-yl)-2-pyrimidone

: 2'-deoxy-5'-O-dimethoxytrityl-5-methyl-N4-oleylcytidine

Conditions

Conditions	Yield
In 1,4-dioxane at 20℃; for 1h;	90%

: 112-90-3
(Z)-9-octadecen-1-amine

: 1082746-74-4
ethyl 5-(4-chlorophenyl)-1-phenyl-1H-pyrazole-3-carboxylate

: 1082746-76-6
N-(1-oleyl)-5-(4-chlorophenyl)-1-phenyl-1H-pyrazole-3-carboxamide

Conditions

Conditions	Yield
Stage #1: (Z)-9-octadecen-1-amine With trimethylaluminum In n-heptane; dichloromethane at 20℃; for 1.08333h; Stage #2: ethyl 5-(4-chlorophenyl)-1-phenyl-1H-pyrazole-3-carboxylate In n-heptane; dichloromethane for 24h;	90%

: 112-90-3
(Z)-9-octadecen-1-amine

: 128-69-8
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride

: 1017242-09-9
N,N'-di((Z)-9-octadecene)-3,4,9,10-perylene tetracarboxylic diimide

Conditions

Conditions	Yield
In ethylene glycol	90%

: 112-90-3
(Z)-9-octadecen-1-amine

: 561316-60-7
N-(1,6-dihydro-4-methyl-6-oxo-2-pyrimidinyl)-1H-imidazole-1-carboxamide

: 1313595-52-6
1-(6-methyl-4-oxo-1,4-dihydropyrimidin-2-yl)-3-octadec-9-enylurea

Conditions

Conditions	Yield
In dichloromethane for 6h; Reflux;	90%

: 112-77-6
(Z)-9-octadecenoyl chloride

: 112-90-3
(Z)-9-octadecen-1-amine

: (9Z)-N-[(9Z)-9-octadecen-1-yl]-9-octadecenamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 21h;	90%

: 112-90-3
(Z)-9-octadecen-1-amine

: 401573-42-0
N-(4-isothiocyanatomethylphenyl)methanesulfonamide

: N-{4-[(3-octadec-9-enyl-thioureido)-methyl]-phenyl}-methanesulfonamide

Conditions

Conditions	Yield
In dichloromethane at 20℃;	88%

: 112-90-3
(Z)-9-octadecen-1-amine

: 112-80-1
cis-Octadecenoic acid

: (9Z)-N-[(9Z)-9-octadecen-1-yl]-9-octadecenamide

Conditions

Conditions	Yield
With ethanol at 160℃; for 6h; Temperature; Reagent/catalyst; Concentration; Time; Autoclave; Green chemistry;	88%
With 4-(dimethylamino)pyridinium tosylate; diisopropyl-carbodiimide In dichloromethane at 20℃; for 5h;	70%

: 112-90-3
(Z)-9-octadecen-1-amine

: 1082746-75-5
ethyl 1,5-bis(4-chlorophenyl)-1H-pyrazole-3-carboxylate

: 1082746-77-7
N-(1-oleyl)-1,5-bis(4-chlorophenyl)-1H-pyrazole-3-carboxamide

Conditions

Conditions	Yield
Stage #1: (Z)-9-octadecen-1-amine With trimethylaluminum In n-heptane; dichloromethane at 20℃; for 1.08333h; Stage #2: ethyl 1,5-bis(4-chlorophenyl)-1H-pyrazole-3-carboxylate In n-heptane; dichloromethane for 20h;	88%

: 112-90-3
(Z)-9-octadecen-1-amine

: 90-02-8
salicylaldehyde

: C25H41NO

Conditions

Conditions	Yield
In methanol for 4h; Reflux;	88%

: 112-90-3
(Z)-9-octadecen-1-amine

: 2419-94-5
Boc-Glu

: C46H87N3O4

Conditions

Conditions	Yield
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 48h; Inert atmosphere; Cooling with ice;	88%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24.5h; Inert atmosphere; Cooling with ice;

: 112-90-3
(Z)-9-octadecen-1-amine

: 5743-04-4
cadmium(II) acetate dihydrate

: 17356-08-0
thiourea

: [(CdSe)13(oleylamine)13]

Conditions

Conditions	Yield
Stage #1: (Z)-9-octadecen-1-amine; cadmium(II) acetate dihydrate at 70℃; for 1h; Inert atmosphere; Schlenk technique; Stage #2: thiourea at 20℃; for 68h; Inert atmosphere; Schlenk technique;	86.6%

...Expand

: 112-90-3
(Z)-9-octadecen-1-amine

: 112-91-4
cis-9-octadecenenitrile

Conditions

Conditions	Yield
With Ru(at)UiO-66(Ce-(1,4-benzendicarboxylate)) In water at 130℃; for 16h; Inert atmosphere;	86%
With [Ru(p-cymene)(pzH-NP)(Cl)]Cl; potassium tert-butylate In toluene at 70℃; for 24h; Schlenk technique; Inert atmosphere;	72%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In 1,2-dichloro-benzene at 110℃; for 24h; Inert atmosphere; Schlenk technique;	67%
With C26H36ClN2RuS(1+)*F6P(1-) In 1,2-dichloro-benzene at 110℃; for 24h; Inert atmosphere; Schlenk technique;	60%
With [Ru(η6-cymene)([2,6-iPr2-(C6H3)NH]-PPh2)Cl2] In neat (no solvent) at 100℃; for 10h; Molecular sieve;

: 525-76-8
2-methyl-4-oxo-3,1-benzoxazine

: 112-90-3
(Z)-9-octadecen-1-amine

: (Z)-2-methyl-3-(octadec-9-en-1-yl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
Stage #1: 2-methyl-4-oxo-3,1-benzoxazine In ethanol at 20℃; for 0.0833333h; Stage #2: (Z)-9-octadecen-1-amine In ethanol at 100℃; for 6h;	85.65%

: 112-90-3
(Z)-9-octadecen-1-amine

: 41093-60-1
steviolbioside

: steviolbioside oleylamide

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;	85%

Oleylamine Chemical Properties

IUPAC Name: (Z)-Octadec-9-en-1-amine
Following is the structure of Oleylamine (CAS NO.112-90-3):

Molecular Formula: C₁₈H₃₇N
Molecular Weight: 267.49
EINECS: 204-015-5
Index of Refraction: 1.463
Molar Refractivity: 89.03 cm³
Molar Volume: 322.9 cm³
Density: 0.828 g/cm³
Flash Point: 154.4 °C
Melting point: 18-26 °C(lit.)
Surface Tension: 31.4 dyne/cm
Enthalpy of Vaporization: 61.05 kJ/mol
Boiling Point: 364.4 °C at 760 mmHg
Vapour Pressure: 1.69E-05 mmHg at 25 °C
Water Solubility of Oleylamine (CAS NO.112-90-3): insoluble
Appearance of Oleylamine (CAS NO.112-90-3): beige paste or powder
Canonical SMILES: CCCCCCCCC=CCCCCCCCCN
Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCCN
InChI: InChI=1S/C18H37N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h9-10H,2-8,11-19H2,1H3/b10-9-
InChIKey: QGLWBTPVKHMVHM-KTKRTIGZSA-N

Oleylamine Uses

Oleylamine (CAS NO.112-90-3) is commonly used as organic intermediates and fabric assistant agent.

Oleylamine Toxicity Data With Reference

1.	orl-mus TDLo:800 mg/kg (9D preg):REP	DZZEA7 Deutsche Zahnaerztliche Zeitschrift. 32 (1977),861.
2.	ipr-mus TDLo:400 mg/kg (9D preg):TER	DZZEA7 Deutsche Zahnaerztliche Zeitschrift. 32 (1977),861.
3.	ipr-mus LD50:888 mg/kg	DZZEA7 Deutsche Zahnaerztliche Zeitschrift. 35 (1980),1070.

Oleylamine (CAS NO.112-90-3) hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. And the toxicological properties have not been fully investigated. You can see actual entry in RTECS for complete information.

Oleylamine Consensus Reports

Reported in EPA TSCA Inventory.

Oleylamine Safety Profile

Moderately toxic by intraperitoneal route. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NO_x.
Hazard Codes: Corrosive C, Dangerous N
Risk Statements: 34-22-50/53
R34:Causes burns.
R22:Harmful if swallowed.
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 26-36/37/39-45-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S24/25:Avoid contact with skin and eyes.
RIDADR: UN 2735 8/PG 2
WGK Germany: 2
RTECS: RG4130000
HazardClass: 8
PackingGroup: III

Oleylamine Specification

Oleylamine , its cas register number 112-90-3. It also can be called 1-Amino-9-octadecene; cis-9-Octadecenylamine ; 9-octadecen-1-amine, (9Z)- ; (Z)-9-Octadecen-1-amine ; 9-Octadecen-1-amine, (Z)- ; 9-Octadecenylamine, (Z)- ; Alamine 11 ; Armeen O ; Kemamine P 989 ; and Noram O . Its classification code is Reproductive Effect.
Oleylamine (CAS NO.112-90-3) could be stable under normal temperatures and pressures. It should avoid the condition like incompatible materials. It is not compatible with strong oxidizing agents. And also prevent it to broken down into hazardous decomposition products: Nitrogen oxides, carbon monoxide, carbon dioxide, nitrogen. However, its hazardous polymerization has not been reported.

Product Name

Oleylamine

Synthetic route

Oleylamine Chemical Properties

Oleylamine Uses

Oleylamine Toxicity Data With Reference

Oleylamine Consensus Reports

Oleylamine Safety Profile

Oleylamine Specification

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