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(Z)-Octadec-9-enylamin

Oleylamine

HCID 5356789
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Grundinformationen

CAS
112-90-3
Standard-SMILES
CCCCCCCC/C=C\CCCCCCCCN
InChIKey
QGLWBTPVKHMVHM-KTKRTIGZSA-N
Summenformel
C18H37N
Durchschnittliche Molmasse
267,5 g/mol
Monoisotopische Masse
267,29260018

Überblick

promotes fusion of mouse A(9) fibroblasts; RN given refers to parent cpd with unspecified isomeric designation; structure

Namen und Bezeichner

Bevorzugter Name
Oleylamine
IUPAC
(Z)-octadec-9-en-1-amine
Lokaler Name
(Z)-Octadec-9-enylamin
Englischer Name
Oleylamine
Summenformel
C18H37N
Molmasse
267.49

Namen und Synonyme

OleylamineOleamineOleyl amine112-90-3Armeen OOleinamineNoram OCIS-9-OCTADECENYLAMINEAlamine 11OleylaminKemamine P 9899-Octadecenylamine, (Z)-
Weitere Namen anzeigen
40%9-OCTADECENYLAMINEeyLAO Vnoramoarmeenoalamine11
(Z)-Octadec-9-enylamineZDQ1JWQ8DTNSC-664611-octadeceneamine hydrofluorideoleoylamineRefChem:577369oleylamine phosphate (1:1), (Z)-204-015-5

Datenbank-Bezeichner

CAS
112-90-3、1838-19-3
PubChem CID
5356789
DTXSID
DTXSID8026933
ChEMBL
CHEMBL1976606
UNII
ZDQ1JWQ8DT
EC Number
204-015-5
Nikkaji
J59.382F

Eigenschaften

Berechnete Struktureigenschaften

XLogP
7,6
Polarare Oberfläche (TPSA)
26 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
15
Schwere Atome
19
Formalladung
0
Komplexität
175

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Amines, Aliphatic
CosmeticsAntistatic
Vapor Pressure0.0001 [mmHg]
Food Contact SubstancesFCS -> FDA Cumulative Estimated Daily Intake (CEDI)
Physical Description · 2 Einträge

Liquid; CBI

Liquid; mp = 10-20 deg C; [IUCLID] Light yellow pasty liquid with an amine-like odor (mp = 15-30 deg C); [ECHA] Slightly beige paste; [MSDSonline]

Collision Cross Section180.2 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID8026933]

Physikochemische Eigenschaften

Schmelzpunkt
18 · 18-26 °C (lit.)
Siedepunkt
348 · 348-350 °C (lit.)
Dichte
0.813 g/mL · 0.813 g/mL at 25 °C (lit.)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P270, P271, P273, P280, P301+P316, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P319, P321, P330, P331, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 3.7% (60 of 1620) of reports.

Danger

H302 (90.6%): Harmful if swallowed [Warning Acute toxicity, oral]

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: 9-Octadecen-1-amine, (Z)-

9-Octadecen-1-amine, (9Z)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 9-Octadecen-1-amine, (9Z)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Oleyl amine: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Primary aliphatic (C12-22) and fatty amines: Human health tier II assessment
Hazards Summary · 1 Eintrag

Concentrations of 1.5% and 3% in corn oil produced moderate to severe skin irritation in rats; Post-implantation mortality observed in mice following single oral dose on ninth day of pregnancy; No evidence of teratogenicity in rats or rabbits at gavage doses maternally toxic; No evidence of mutagenicity; [IUCLID] Corrosive to rabbit skin; Effects in 28-day gavage study with rats include abnormal gait, decrease in weight gain, and minor toxicity to the liver and kidneys; No histopathological effects observed in reproductive organs; No evidence of mutagenicity, teratogenicity, or developmental toxicity; [ECHA] Causes burns; Harmful by ingestion, inhalation, and skin absorption; Inhalation can cause corrosive effects on the upper respiratory tract and lungs; [Aldrich MSDS]

Chemie und Industrie

Verwendung und Herstellung

Uses · 6 Einträge

Used as an intermediate, surfactant in textile production, and cosmetic ingredient; Amine and organic salts: Used as petroleum product and lubricant additives, corrosion inhibitors (i.e. in oil fields), ore flotation reagents, wetting agents for asphalt, and emulsifiers; [HSDB] Used in the EU as intermediate, flotation agent for metals, lubricant in metal processing, fuel additive, corrosion inhibitor, and antistatic agent for paints; [ECHA]

Petroleum Production and Refining [Category: Industry]

...SERIES OF PRIMARY, SECONDARY, & ALIPHATIC AMINES, ORG SUBSTITUTED AMMONIA DERIV.../USED AS/ CORROSION INHIBITORS, ORE FLOTATION AGENTS, TEXTILE FINISHING AGENTS, ASPHALT ANTISTRIPPING AGENTS, RUBBER COMPOUNDING, COLOR PARTICLE DISPERSION, PETROLEUM PRODUCT ADDITIVES, CHEMICAL INTERMEDIATES /ALAMINE/

...SERIES OF STRAIGHT CHAIN AMINES...FROM C12 THROUGH C22... /WHICH/ ARE STRONGLY HYDROPHOBIC & ARE BIODEGRADABLE. .../USED AS/ CATIONIC INTERMEDIATES; REMOVAL OF MOISTURE FROM SURFACES /KEMAMINES/

CHEM INT FOR QUATERNARY AMMONIUM SALTS

CHEM INT FOR OLEYL DIAMINE & ETHOXYLATED OLEYLAMINE

U.S. Exports · 2 Einträge

(1979) No Data

(1981) No Data

U.S. Imports · 2 Einträge

(1979) No Data

(1981) No Data

U.S. Production · 3 Einträge

2023: 8,500,000 - <10,000,000 lb

(1979) 2.24X10+9 GRAMS

(1981) 2.49X10+9 GRAMS

Consumer UsesOther
Industry UsesIntermediate
Methods of ManufacturingHYDROGENATION OF (Z)-9-OCTADECENENITRILE IN THE PRESENCE OF AMMONIA & A RANEY NICKEL CATALYST
Use ClassificationCosmetics -> Antistatic
General Manufacturing Information

Zugehörige Reaktionen

39
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 4160
HRID 4160als Eduktuspto-grants-1988_02
Reaktionsgleichung von HRID 329583
HRID 329583als Eduktuspto-grants-1990_01
Reaktionsgleichung von HRID 374727
HRID 374727als Eduktuspto-grants-1996_01
Reaktionsgleichung von HRID 374729
HRID 374729als Eduktuspto-grants-1996_01
Reaktionsgleichung von HRID 381806
HRID 381806als Produktuspto-grants-2001_10
Reaktionsgleichung von HRID 542395
HRID 542395als Eduktuspto-grants-1987_04
Reaktionsgleichung von HRID 625203
HRID 625203als Eduktuspto-grants-2016_04
Reaktionsgleichung von HRID 625204
HRID 625204als Eduktuspto-grants-2016_04
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Dampfdruck
8 mm · 8 mm Hg ( 135 °C)
Brechungsindex
20 · n20/D 1.4596(lit.)
Flammpunkt
310 °F · 310 °F
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
Aggregatzustand
liquid
pka
10.67 · 10.67±0.10(Predicted)
Farbe
colorless
Geruch (Odor)
slt amine/lemon odor
Wasserlöslichkeit
insoluble
BRN
1723960 · 1723960
Stabilität
Stable. Incompatible with acids, acid chlorides, acid anhydrides, oxidizing agents.
Kosmetik-Inhaltsstoffe Funktionen
ANTISTATIC
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-MDZDMXLPSA-N
SMILES
[H]\C(CCCCCCCC)=C(/[H])CCCCCCCCN
LogP
7.78 · 7.780 (est)
CAS Datenbank
112 · 112-90-3(CAS DataBase Reference)
EPA chemische Informationen
Oleylamine (112-90-3)
DOT Hazard Classification · 2 Einträge

Oleylamine

Marine pollutant

Hazard Classes and Categories · 4 Einträge

Acute Tox. 4 (90.6%)

Acute toxicity - category 4

Acute toxicity (Oral) - Category 4

Acute Tox. 4

Toxikologische Informationen

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
TSCA Test Submissions · 1 Eintrag

The mutagenicity of (Z)-9-octadecenylamine (ODA) was evaluated in Salmonella tester strains TA98, TA100, TA1535, TA1537 and TA1538, both in the presence and absence of added metabolic activation by Aroclor-induced rat liver S9 fraction. Based on preliminary bacterial toxicity determinations, ODA, diluted with acetone, was tested for mutagenicity at concentrations up to 20 ug/plate for nonactivated cultures and concentrations up to 200 ug/plate for activated cultures using the plate incorporation method. ODA did not cause a positive response in any of the bacterial tester strains, either with or without metabolic activation.

Sicherheitsdaten

wgk
2
tsca
TSCA listed
ridadr
UN 2735 8/PG 2
hs_code
29215900
RTECS-Nr.
RG4130000
risk_code
34-22-50/53
Toxizität
LD50 intraperitoneal in mouse: 888mg/kg
hazard_code
C,N
safety_code
26-36/37/39-45-24/25
hazard_class
8
packing_group
III
Speicherklasse
8A - Combustible corrosive hazardous materials
Giftige Stoffe Daten
112-90-3(Hazardous Substances Data)
Hazard Classifications
Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Asp. Tox. 1Eye Dam. 1Skin Corr. 1BSTOT RE 2STOT SE 3
· 2 Einträge

All Other Basic Organic Chemical Manufacturing

9-Octadecen-1-amine, (9Z)-: ACTIVE

Anwendungen · 1 Eintrag

VerwendenOleylamine is a long-chain primary alkylamine broadly used in the synthesis of metallic nanostructures. A variety of metallic nanostructures including Au, Ag, Pt, Pd, and their alloy has been synthesized in the presence of oleylamine. It has several important functions in the synthesis of metallic nanostructure. Oleylamine can simultaneously function as a solvent for the reaction mixture and stabilizing agent for metallic nanostructures. In addition, oleylamine has a boiling point of 364 °C; therefore, it can be used to synthesize metallic nanostructures at high temperatures.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Oleic acid