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9-OCTADECENENITRILE, (Z)-
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Name

9-OCTADECENENITRILE, (Z)-

 EINECS N/A
CAS No. 112-91-4 Density 0.842g/cm3
PSA 23.79000 LogP 6.54748
Solubility N/A Melting Point -1°C
Formula C18H33 N Boiling Point 385.6°Cat760mmHg
Molecular Weight 263.467 Flash Point 191.1°C
Transport Information N/A Appearance N/A
Safety Low toxicity by ingestion and intraperitoneal routes. When heated to decomposition it emits toxic vapors of NOx. Risk Codes N/A
Molecular Structure Molecular Structure of 112-91-4 (oleonitrile) Hazard Symbols N/A
Synonyms

9-Octadecenenitrile,(Z)-; Oleonitrile (6CI,7CI,8CI); Arneel O; Oleic acid nitrile; Oleic nitrile;Oleoylnitrile; Oleyl nitrile; Oleylonitrile

Article Data 28

9-OCTADECENENITRILE, (Z)- Synthetic route

301-02-0

cis-9-octadecenoamide

112-91-4

cis-9-octadecenenitrile

Conditions
ConditionsYield
With phosphorus pentoxide at 150℃; for 8h;95%
With thionyl chloride at 80℃; for 4h;60%
With Ketene at 420℃; ueber Glasringe;
24225-08-9

methanesulfonyl cyanide

119520-40-0

(Z)-Octadec-9-enoic acid 2-thioxo-2H-pyridin-1-yl ester

112-91-4

cis-9-octadecenenitrile

Conditions
ConditionsYield
In dichloromethane at 0℃; Irradiation;95%
In dichloromethane at 0℃; Irradiation;87%
19158-51-1

P-toluenesulfonyl cyanide

119520-40-0

(Z)-Octadec-9-enoic acid 2-thioxo-2H-pyridin-1-yl ester

112-91-4

cis-9-octadecenenitrile

Conditions
ConditionsYield
In dichloromethane at 0℃; Irradiation;95%
In dichloromethane at 0℃; Irradiation;87 % Spectr.
112-80-1

cis-Octadecenoic acid

112-91-4

cis-9-octadecenenitrile

Conditions
ConditionsYield
With sodium azide; triethylamine; triphenylphosphine; (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane; dimethyl sulfoxide at 0 - 20℃; for 0.5h;90%
With ammonia; cobalt(II) oleate at 270℃;
With aluminum oxide; ammonia at 290℃;
112-90-3

(Z)-9-octadecen-1-amine

112-91-4

cis-9-octadecenenitrile

Conditions
ConditionsYield
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;
17364-07-7, 22147-34-8, 112-11-8

isopropyl oleate

112-91-4

cis-9-octadecenenitrile

Conditions
ConditionsYield
Stage #1: isopropyl oleate With diisobutylaluminium hydride In hexane; dichloromethane at -78℃; for 3h; Inert atmosphere;
Stage #2: With ammonia; iodine In tetrahydrofuran; hexane; dichloromethane; water at -78 - 20℃; Inert atmosphere;		76%
111-62-6

oleic acid ethyl ester

112-91-4

cis-9-octadecenenitrile

Conditions
ConditionsYield
Stage #1: oleic acid ethyl ester With sodium diisobutyl-tert-butoxyaluminium hydride In tetrahydrofuran at 0℃; for 2h; Inert atmosphere;
Stage #2: With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; ammonia In tetrahydrofuran; water at 0 - 20℃; for 3h;		75%
Stage #1: oleic acid ethyl ester With sodium diisobutyl-tert-butoxyaluminium hydride In tetrahydrofuran at 0℃; for 4h; Inert atmosphere;
Stage #2: With ammonium hydroxide; 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione In tetrahydrofuran at 0℃; for 2h; Inert atmosphere;		385 mg
112-62-9

Methyl oleate

112-91-4

cis-9-octadecenenitrile

Conditions
ConditionsYield
With ammonia; hydrogen; silica gel at 370℃;
112-80-1

cis-Octadecenoic acid

57-13-6

urea

112-91-4

cis-9-octadecenenitrile

Conditions
ConditionsYield
at 285 - 300℃;
3999-01-7

linoleamide

112-91-4

cis-9-octadecenenitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / NH3(gas) / CH2Cl2 / 1 h / Ambient temperature
2: 95 percent / P2O5 / 8 h / 150 °C
View Scheme

9-OCTADECENENITRILE, (Z)- Chemical Properties

Product Name: 9-Octadecenenitrile, (Z)- (CAS NO.112-91-4)


Molecular Formula: C18H33N
Molecular Weight: 263.46132g/mol
Mol File: 112-91-4.mol
Einecs: 204-016-0
Boiling point: 385.6 °C at 760 mmHg
Flash Point: 191.1 °C
Density: 0.842 g/cm3
Surface Tension: 32 dyne/cm
Enthalpy of Vaporization: 63.44 kJ/mol
Vapour Pressure: 3.76E-06 mmHg at 25°C
XLogP3: 7.1
H-Bond Donor: 0
H-Bond Acceptor: 1

9-OCTADECENENITRILE, (Z)- Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 10gm/kg (10000mg/kg)   Zentralblatt fuer Arbeitsmedizin und Arbeitsschutz. Vol. 19, Pg. 225, 1969.
rat LD50 oral > 10gm/kg (10000mg/kg)   Zentralblatt fuer Arbeitsmedizin und Arbeitsschutz. Vol. 19, Pg. 225, 1969.

9-OCTADECENENITRILE, (Z)- Consensus Reports

Reported in EPA TSCA Inventory.

9-OCTADECENENITRILE, (Z)- Safety Profile

Low toxicity by ingestion and intraperitoneal routes. When heated to decomposition it emits toxic vapors of NOx.

9-OCTADECENENITRILE, (Z)- Specification

 9-Octadecenenitrile, (Z)- ,its CAS NO. is 112-91-4,the synonyms is Oleonitrile ; Oleyl nitrile; 9-Octadecenenitrile, (9Z)- ; (Z)-9-Octadecenenitrile ; Oleoylnitrile ; Oleylonitrile .

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