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Stearamid

Stearic acid amide

HCID 31292
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Grundinformationen

CAS
124-26-5
Standard-SMILES
CCCCCCCCCCCCCCCCCC(N)=O
InChIKey
LYRFLYHAGKPMFH-UHFFFAOYSA-N
Summenformel
C18H37NO
Durchschnittliche Molmasse
283,5 g/mol
Monoisotopische Masse
283,2875148

Überblick

Octadecanamide is a fatty amide of stearic acid. It has a role as a metabolite. It is functionally related to an octadecanoic acid.

Namen und Bezeichner

Bevorzugter Name
Stearic acid amide
IUPAC
octadecanamide
Lokaler Name
Stearamid
Englischer Name
Octadecanamide
Summenformel
C18H37NO
Molmasse
283.49

Namen und Synonyme

OctadecanamideStearamide124-26-5STEARIC ACID AMIDEOctadecamideOctadecylamideStearylamideKemamide SStearoylamideStearoylamineStearic amideAdogen 42
Weitere Namen anzeigen
AMIDE C18StearmideAMD-18Armid 18stearicamide
NSC 66462CCRIS 6866HSDB 723EINECS 204-693-2YQX129FH1UBRN 0909006CHEBI:34900ORISTAR STA

Datenbank-Bezeichner

CAS
124-26-5
PubChem CID
31292
DTXSID
DTXSID9027025
ChEMBL
CHEMBL88311
ChEBI
CHEBI:34900
UNII
YQX129FH1U
EC Number
204-693-2
Nikkaji
J43.334I

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
6,8
Polarare Oberfläche (TPSA)
43,1 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
16
Schwere Atome
20
Formalladung
0
Komplexität
204

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Other Classes -> Stearates

Industrial compound -> amide

LipidsFatty Acyls [FA] -> Fatty amides [FA08] -> Primary amides [FA0801]
Polymers · 2 Einträge

Plastics -> Polyolefin-I; Polyolefin-II

Plastics -> Other functions -> Slip promoter

CosmeticsFoam boosting; Opacifying; Viscosity controlling
LogPlog Kow = 6.70
Color/Form · 2 Einträge

Leaflets from alcohol

Colorless

Solubility · 3 Einträge

Insoluble in water

Very soluble in ethyl ether, chloroform

Slightly soluble in alcohol and ether

Boiling PointBP: 250 °C at 12 mm Hg
DecompositionWhen heated to decomposition it emits toxic fumes on nitrogen oxides.

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 · 3 Einträge

This chemical does not meet GHS hazard criteria for 99.1% (220 of 222) of all reports.

Not Classified

Aggregated GHS information provided per 222 reports by companies from 4 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: Octadecanamide

Octadecanamide is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Octadecanamide 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)

Status: Active Update: 27-01-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13321

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

Other Safety InformationIMAP assessments - Octadecanamide: Human health tier I assessment
Hazards SummaryMay cause irritation; [HSDB] May cause irritation; [MSDSonline] See STEARATES.
FDA Requirements · 2 Einträge

Stearic acid amide is an indirect food additive for use only as a component of adhesives.

Substances classified as release agents, when migrating from food-packaging material shall include: Stearamide (stearic acid amide)

Toxic Combustion ProductsSpecial hazards arising from the substance or mixture: Carbon oxides, nitrogen oxides (NOx).
Hazard Classes and CategoriesNot Classified

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsExtracellular

Verwendung und Herstellung

Uses · 6 Einträge

Used as a release agent in plastic and film manufacturing, as an intermediate for textile waterproofing agents, and as a corrosion inhibitor in oil wells; [HSDB]

Petroleum Production and Refining [Category: Industry]

Corrosion inhibitor in oil wells.

Industrial uses: Anti-adhesive agents; Lubricants and lubricant additives; Plating agents and surface treating agents; Processing aids; Viscosity adjustors Consumer uses: Building/Construction Materials; Food Packaging; Fuels and Related Products; Plastic and Rubber Products

CHEM INT FOR TEXTILE WATERPROOFING AGENTS

Plastics -> Typical concentration range in plastic materials -> 0.2 - 3.0%

U.S. Exports · 3 Einträge

(1972) No Data

(1975) No Data

(1986) No Data

U.S. Imports · 3 Einträge

(1972) No Data

(1975) No Data

(1986) No Data

U.S. Production · 5 Einträge

2023: 1,000,000 - <5,000,000 lb

(1972) GREATER THAN 4.54X10+5 GRAMS

(1975) PROBABLY GREATER THAN 1.82X10+5 GRAMS

(1984) 1.24X10+10 g /SALES/

Non-confidential 2016 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Octadecanamide:

Consumer UsesStabilizing agent
Industry UsesLubricating agent
Methods of ManufacturingREACTION OF AMMONIA WITH STEARIC ACID (WITH TEMPERATURE CONTROL TO MINIMIZE STEARONITRILE FORMATION)

Zugehörige Reaktionen

2
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 256139
HRID 256139als Produktuspto-grants-1987_10
Reaktionsgleichung von HRID 373192
HRID 373192als Eduktuspto-grants-1992_11

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Melting Point · 2 Einträge

107 °C

109 °C

Vapor Pressure0.004 [mmHg]
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR

Physikochemische Eigenschaften

Schmelzpunkt
98 · 98-102 °C(lit.)
Siedepunkt
250 · 250-251 °C12 mm Hg(lit.)
Dichte
0.9271 · 0.9271 (rough estimate)
Dampfdruck
0 Pa · 0Pa at 25℃
Brechungsindex
1.432 · 1.432-1.434
storage temp.
Refrigerator
Löslichkeit
Chloroform (Slightly, Sonicated), Methanol (Slightly)
pka
16.61 · 16.61±0.40(Predicted)
Aggregatzustand
A solid
Farbe
White
Wasserlöslichkeit
102 μg/L · 102μg/L at 20℃
BRN
909006 · 909006
Kosmetik-Inhaltsstoffe Funktionen
SURFACTANT - FOAM BOOSTINGOPACIFYINGVISCOSITY CONTROLLING
InChI
1S/C18H37NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-17H2,1H3,(H2,19,20)
InChIKey
LYRFLYHAGKPMFH-UHFFFAOYSA-N
SMILES
CCCCCCCCCCCCCCCCCC(N)=O
LogP
6.7 · 6.7
CAS Datenbank
124 · 124-26-5(CAS DataBase Reference)
NIST chemische Informationen
Octadecanamide(124-26-5)
EPA chemische Informationen
Octadecanamide (124-26-5)
Hazardous Reactivities and IncompatibilitiesIncompatible materials: Strong oxidizing agents, strong acids, bases.

Sicherheit und Schutzausrüstung

Fire Fighting Procedures · 2 Einträge

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Advice for firefighters: Wear self contained breathing apparatus for fire fighting if necessary.

Storage ConditionsConditions for safe storage, including any incompatibilities: Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.
Cleanup Methods · 1 Eintrag

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Avoid breathing dust. Environmental precautions: Do not let product enter drains. Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.

Disposal Methods · 2 Einträge

SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.

Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contaminated packaging: Dispose of as unused product.

Preventive Measures · 5 Einträge

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Avoid breathing dust. Environmental precautions: Do not let product enter drains.

Precautions for safe handling: Avoid formation of dust and aerosols. Provide appropriate exhaust ventilation at places where dust is formed. Normal measures for preventive fire protection.

Appropriate engineering controls: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.

Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.

Personal Protective Equipment (PPE) · 4 Einträge

Eye/face protection: Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166 (EU).

Skin protection: Handle with gloves.

Body Protection: Choose body protection in relation to its type, to the concentration and amount of dangerous substances, and to the specific work-place. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.

Respiratory protection is not required. Where protection from nuisance levels of dusts are desired, use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

Toxikologische Informationen

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 4.6X10+4(SRC), determined from a structure estimation method(2), indicates that stearic acid amide is expected to be immobile in soil(SRC). Volatilization of stearic acid amide from moist soil surfaces is not an important fate process(SRC) given an estimated Henry's Law constant of 1.0X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Additionally, adsorption to soil is expected to attenuate volatilization(SRC). Stearic acid amide is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 6.7X10-7 mm Hg at 25 °C(SRC), determined from a fragment constant method(2). Stearic acid amide reached 62% degradation after 28 days in the CO2 Evolution test(4) indicating that biodegradation in an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 4.6X10+4(SRC), determined from a structure estimation method(2), indicates that stearic acid amide is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.0X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 510(SRC), from an estimated log Kow of 6.70(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is high(SRC). Stearic acid amide reached 62% degradation after 28 days in the CO2 Evolution test(6) indicating that biodegradation is an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), stearic acid amide, which has an estimated vapor pressure of 6.7X10-7 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase stearic acid amide is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 14 hours(SRC), calculated from its rate constant of 2.7X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase stearic acid amide may be removed from the air by wet and dry deposition(SRC). Stearic acid amide does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Toxicity Summary · 1 Eintrag

IDENTIFICATION AND USE: Stearic acid amide (Stearamide) is a solid. It is used as a corrosion inhibitor in oil wells. It is also used in food packaging, plastic and rubber products. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: Rats (5/sex/dose) were administered stearamide in corn oil via gavage at a dose of 10,000 mg/kg and then observed for 14 days. No mortality was observed. Salmonella typhimurium strains TA98, TA100, TA1535, TA1537 and TA1538 were exposed to stearamide at concentrations of 50, 150, 500, 1500 or 5000 ug/plate in the presence and absence of metabolic activation. Stearamide was not mutagenic in this assay.

Effluent Concentrations · 1 Eintrag

Stearic acid amide has been detected in the emissions of cooked meat(1,2) at concentrations of 0.6, 8.4 and 17.2 mg/kg from frying hamburger, char-broiling extra-lean and regular hamburger, respectively (1). Average concentrations of stearic acid amide emitted during Chinese cooking practices were reported as 129, 48, 53, and 43 ng/mg, for Cantonese style, Sichuan style, Dongbei style, and Hunan style cooking, respectively(3).

Soil Adsorption/Mobility · 1 Eintrag

Using a structure estimation method based on molecular connectivity indices(1), the Koc of stearic acid amide can be estimated to be 4.6X10+4(SRC). According to a classification scheme(2), this estimated Koc value suggests that stearic acid amide is expected to be immobile in soil.

Atmospheric ConcentrationsAverage concentrations of stearic acid amide detected in air samples collected in the day and night August 1-30, 2001 from five sites in the Lower Fraser Valley, British Columbia, Canada were as follows(1):[Table#2038]
Artificial Pollution Sources · 1 Eintrag

Stearic acid amide's production and use in industry in anti-adhesive agents, lubricants and lubricant additives, plating agents and surface treating agents, processing aids, and viscosity adjustors and use in consumer applications such as in building and construction materials, food packaging, fuels and related products, and plastic and rubber products(1) may result in its release to the environment through various waste streams(SRC).

Environmental Biodegradation · 1 Eintrag

AEROBIC: Stearic acid amide reached 62% degradation based on CO2 evolution in 28 days using an activated sludge inoculum in the OECD Guideline 301 B(1). Using the Warburg respirometer screening test and activated sludge from 3 sewage treatment plants stearic acid amide reached approximately 3% of theoretical BOD after 24 hours(2). Additional biodegradation studies with analogous substances indicate that stearic acid amide is likely to be biodegradable under certain environmental conditions and have low environmental persistence(3).

Sediment/Soil Concentrations · 2 Einträge

SEDIMENT: In 1998, stearic acid amide was detected, but not quantified, in sediment samples collected from several locations near the German Bight, the south eastern bay of the North Sea(1).

SOIL: In 2002, stearic acid amide was detected, but not quantified, in sand samples collected from a sand dune 50 miles north of Saudi Arabia(1).

Environmental Bioconcentration · 1 Eintrag

An estimated BCF of 510 was calculated in fish for stearic acid amide(SRC), using an estimated log Kow of 6.70(1) and a regression-derived equation(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is high(SRC), provided the compound is not metabolized by the organism(SRC).

Volatilization from Water/Soil · 1 Eintrag

The Henry's Law constant for stearic acid amide is estimated as 1.0X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that stearic acid amide is not expected to volatilize from water surfaces and moist soil surfaces(2). Additionally, volatilization from water surfaces and moist soil surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column(SRC). Stearic acid amide is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 6.7X10-7 mm Hg(SRC), determined from a fragment constant method(1).

Non-Human Toxicity Excerpts · 2 Einträge

/LABORATORY ANIMALS: Acute Exposure/ Sprague-Dawley rats (5/sex/dose) were administered /stearamide/ in corn oil via gavage at a dose of 10,000 mg/kg and then observed for 14 days. No mortality was observed.

/GENOTOXICITY/ Salmonella typhimurium strains TA98, TA100, TA1535, TA1537 and TA1538 were exposed to /stearamide/ at concentrations of 50, 150, 500, 1500 or 5000 ug/plate in the presence and absence of metabolic activation. Positive and negative controls were tested concurrently and responded appropriately. A precipitate was observed at concentrations >/= 500 ug/plate, but no indications of toxicity were observed. Stearamide was not mutagenic in this assay.

Environmental Abiotic Degradation · 1 Eintrag

The rate constant for the vapor-phase reaction of stearic acid amide with photochemically-produced hydroxyl radicals has been estimated as 2.7X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 14 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Stearic acid amide does not contain chromophores that absorb at wavelengths >290 nm(2) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Regulatorische Informationen

FDA Requirements · 2 Einträge

Stearic acid amide is an indirect food additive for use only as a component of adhesives.

Substances classified as release agents, when migrating from food-packaging material shall include: Stearamide (stearic acid amide)

Sicherheitsdaten

wgk
1
tsca
TSCA listed
hs_code
29241990
RTECS-Nr.
RG0182000
safety_code
22-24/25
Speicherklasse
11 - Combustible Solids
Giftige Stoffe Daten
124-26-5(Hazardous Substances Data)
Household ProductsInformation on 12 consumer products that contain Stearamide in the following categories is provided:
Use Classification · 3 Einträge

Plastics -> Polymer Type -> Polyolefin-I; Polyolefin-II

Plastics -> Other functions -> Slip promoter

Cosmetics -> Foam boosting; Opacifying; Viscosity controlling

General Manufacturing Information · 2 Einträge

Rubber Product Manufacturing

Octadecanamide: ACTIVE

Anwendungen

VerwendenCorrosion inhibitor in oil wells.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

3-Azapentan-1,5-diaminStearinsureCholesteryl stearateActivated carbon,decolor2,2,4,4,6-pentamethyl-hexahydropyrimidineEthylstearat

Nachgelagerte Produkte

Softener EPLwater-proofing agent PFleveler DAlow temperature dyeing auxiliary agent for wool baylan NTsoftener TRsoftener MSdefoamin gagent [for coating] FBX-01, FBX-02StearohydrazidN-(2-Hydroxyethyl)stearamidN,N'-MethylendistearamidOctadecyl isocyanate

Ergänzende Hinweise

DefinitionChEBI: Octadecanamide is a fatty amide of stearic acid. It has a role as a metabolite. It derives from an octadecanoic acid.