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Stearamide

Stearamide structure

Stearamide 

structure
  • CAS No:

    124-26-5

  • Formula:

    C18H37NO

  • Chemical Name:

    Stearamide

  • Synonyms:

    Octadecanamide;Stearamide;Adogen 42;Octadecamide;Octadecylamide;Stearic acid amide;Stearic amide;Stearylamide;Stearoylamide;Stearoylamine;Kemamide S;Armid 18;Advawax 290;EBF;Amide T;Crodamide S;Hidorin M 7;Alflow S 10;Amide S (binder);Selosol 2M;Neutron 2;Octadecaneamide;Hidorin F 792;Uniwax 1750;Hymicron G 270;Crodamide SR;Amide AP;Armoslip 18LF;Neutron 2S;Kawaslip VL;NSC 66462;G 270;L 271;Hymicron L 271;Kao Fatty Amide S;Fatty Amide T;Atmer SA 1750;Lutamide S;Alflow S 100;Finawax S;Impoe HE 88;N 327;Hidorin L 271;Blaunon SD 50;Loxamid S;Finawax S 70;Daiwax SA 200;Finawax S 90;Hidorin B 934;Lutamide SR;T 22;T 22 (amide);Chamide SSA;Chamide S;IncroMax PS;37189-35-8;176201-41-5

  • Categories:

    Cosmetic Ingredient  >  Foam Boosting

Description

light yellow granulesChEBI: A fatty amide of stearic acid.


DryPowder; DryPowder, PelletsLargeCrystals|Solid


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

Stearamide Basic Attributes

283.49

283.49

204-693-2

YQX129FH1U

66462

DTXSID9027025

Leaflets from alcohol|Colorless

29241990

Characteristics

43.1

6.43350

DryPowder; DryPowder, PelletsLargeCrystals

0.9271 (rough estimate)

109 °C

250-251 °C @ Press: 12 Torr

207.5ºC

1.432-1.434

INSOL IN WATER; SOL IN ETHER, CHLOROFORM, HOT ETHANOL; SLIGHTLY SOL IN ACETONE, BENZENE

Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

6.7X10-7 mm Hg at 25 °C (est)

Henry's Law constant = 1.04X10-6 atm-cu m/mol at 25 °C (est)

188.3 Ų [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]

Hydroxyl radical reaction rate constant = 2.70X10-11 cu cm/mole-sec at 25 °C (est)

Safety Information

NONH for all modes of transport

1

22-24/25

RG0182000

Stable under recommended storage conditions.

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.

Incompatible materials: Strong oxidizing agents, strong acids, bases.

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)

Not Classified

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).

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.

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.

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.

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).

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).

Average 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#2040]

Toxicity

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.

LD50 Rat oral > 10,000 mg/kg

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).

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).

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).

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).

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.

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).

GROUNDWATER: Stearic acid amide was detected but not quantified in water samples collected from Qutariz thermal springs in the city of Ourense in northwest Spain, sampling dates not reported; these waters are used for bathing and drinking(1).

According to the 2012 and 2016 TSCA Inventory Update Reporting data, 9 reporting facilities, operating from fewer than 10 up to less than 25 industrial sites, estimate the number of persons reasonably likely to be exposed during the manufacturing, processing, or use of stearic acid amide in the United States may be as low as fewer than 10 workers and as high as less than 50 workers per plant; the data may be greatly underestimated due to confidential business information (CBI) or unknown values(1).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 23,611 workers (11,289 of these are female) were potentially exposed to stearic acid amide in the US(1). Occupational exposure to stearic acid amide may occur through inhalation and dermal contact with this compound at workplaces where stearic acid amide is produced or used. The general population is not likely be exposed to stearic acid amide(SRC).

Drug Information

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . /Poisons A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W TKO /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

kemamide S

Stearamide Use and Manufacturing

Methods of Manufacturing

1 mol of stearic acid was put into the reactor and heated and melted. Continue to increase the temperature to 200 ℃ with stirring, and start the introduction of ammonia gas. Ammonia gas is introduced from the bottom of the kettle to accelerate the stirring speed and strengthen the contact between the gaseous state and the liquid state. The by-product water and unreacted ammonia gas enter the recovery device through the condensation system. When the amount of ammonia gas introduced is equivalent to twice the mass fraction of stearic acid, a gas sample is taken for inspection. If the gas no longer contains water, the reaction reaches the end point. Stop ammonia injection and process the material while it is hot. After dissolving in ethanol, add activated carbon to decolorize, filter while hot, cool the crystal, wash the crystal with water, and dry it to be pure product.

Uses

Corrosion inhibitor in oil wells.


Adhesives and sealant chemicals


Fuels and related products

Production

10,000,000 - 50,000,000 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:

Adhesive manufacturing|Octadecanamide: ACTIVE

Fatty Acyls [FA] -> Fatty amides [FA08] -> Primary amides [FA0801]|Cosmetics -> Foam boosting; Opacifying; Viscosity controlling

Computed Properties

Molecular Weight:283.5
XLogP3:6.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:16
Exact Mass:283.287514804
Monoisotopic Mass:283.287514804
Topological Polar Surface Area:43.1
Heavy Atom Count:20
Complexity:204
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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