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112-90-3

Basic Information
CAS No.: 112-90-3
Name: Oleylamine
Article Data: 24
Molecular Structure:
Molecular Structure of 112-90-3 (Oleylamine)
Formula: C18H37N
Molecular Weight: 267.498
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;
EINECS: 204-015-5
Density: 0.828 g/cm3
Melting Point: 18-26 °C(lit.)
Boiling Point: 364.4 °C at 760 mmHg
Flash Point: 154.4 °C
Solubility: Insoluble in water
Appearance: beige paste or powder
Hazard Symbols: CorrosiveC, DangerousN
Risk Codes: 34-22-50/53
Safety: 26-36/37/39-45-24/25
Transport Information: UN 2735 8/PG 2
PSA: 26.02000
LogP: 6.68290
Synthetic route
301-02-0

cis-9-octadecenoamide

112-90-3

(Z)-9-octadecen-1-amine

Conditions
ConditionsYield
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
ConditionsYield
With sodium; toluene; butan-1-ol
N-oleyl-phthalimide

N-oleyl-phthalimide

112-90-3

(Z)-9-octadecen-1-amine

Conditions
ConditionsYield
With potassium hydroxide
oilacidic-nitrile

oilacidic-nitrile

112-90-3

(Z)-9-octadecen-1-amine

Conditions
ConditionsYield
With sodium hydroxide; nickel at 60℃; Hydrogenation;
oleic acid nitrile

oleic acid nitrile

112-90-3

(Z)-9-octadecen-1-amine

Conditions
ConditionsYield
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
ConditionsYield
With silica-alumina; ammonia at 360℃;
41130-29-4

oleylamine hydrochloride

112-90-3

(Z)-9-octadecen-1-amine

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
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    Product Name: Oleylamine CAS: 112-90-3 MF: C18H37N MW: 267.49 EINECS: 204-015-5 Mol File: 112-90-3.mol Oleylamine Structure Oleylamine Chemical Properties Melting point 18-26 °C (lit.) Boiling point 348-350 °C (lit

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Chemistry

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

Uses

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

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.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by intraperitoneal route. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: CorrosiveC,DangerousN
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

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.