Grundinformationen
- 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
Weitere Namen anzeigen
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 Struktureigenschaften
- 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
Other Classes -> Stearates
Industrial compound -> amide
Polymers
Plastics -> Polyolefin-I; Polyolefin-II
Plastics -> Other functions -> Slip promoter
Color/Form
Leaflets from alcohol
Colorless
Solubility
Insoluble in water
Very soluble in ethyl ether, chloroform
Slightly soluble in alcohol and ether
Melting Point
107 °C
109 °C
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)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
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
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
FDA Requirements
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)
Sicherheit und Schutzausrüstung
Fire Fighting Procedures
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.
Cleanup Methods
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
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
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)
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
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
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
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
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.
Artificial Pollution Sources
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
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
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
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
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
/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
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
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)
Chemie und Industrie
Pharmakologische Informationen
Verwendung und Herstellung
Uses
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
(1972) No Data
(1975) No Data
(1986) No Data
U.S. Imports
(1972) No Data
(1975) No Data
(1986) No Data
U.S. Production
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:
Use Classification
Plastics -> Polymer Type -> Polyolefin-I; Polyolefin-II
Plastics -> Other functions -> Slip promoter
Cosmetics -> Foam boosting; Opacifying; Viscosity controlling
General Manufacturing Information
Rubber Product Manufacturing
Octadecanamide: ACTIVE
Anwendungen
VerwendenCorrosion inhibitor in oil wells.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Anbieter50 Anbieter
Ergänzende Hinweise
DefinitionChEBI: Octadecanamide is a fatty amide of stearic acid. It has a role as a metabolite. It derives from an octadecanoic acid.
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