112-84-5CCCCCCCC/C=C\CCCCCCCCCCCC(N)=OUAUDZVJPLUQNMU-KTKRTIGZSA-NErucamide is a primary fatty amide resulting from the formal condensation of the carboxy group of erucic acid with ammonia. It is commonly used as a slip additive in the plastic manufacturing industry. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, a mammalian metabolite, a plant metabolite, a human metabolite and a rat metabolite. It is functionally related to an erucic acid.
Other Classes -> Amides, Other
Industrial compound
Plastics -> Polyolefin-I; Polyolefin-II
Plastics -> Other functions -> Slip promoter
Dry Powder; Large Crystals; Dry Powder; Large Crystals; Large Crystals; Other Solid; CBI
This chemical does not meet GHS hazard criteria for 67.1% (429 of 639) of all reports.
Warning
H315 (32.7%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 639 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Chemical: 13-Docosenamide, (Z)-
13-Docosenamide, (13Z)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 13-Docosenamide, (13Z)- 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: 23-01-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14899
13-Docosenamide, (13Z)-: Does not have an individual approval but may be used under an appropriate group standard
TERRESTRIAL FATE: Based on expected slow hydrolysis(1-2) of erucamide in water, hydrolysis should be unimportant in soil The presence of chromophoric groups in erucamide that are capable of absorbing sunlight(1) suggests that photolysis may be important on soil surfaces. The fact that the erucamide is degradable by fungi(3) indicates that it has the potential to biodegrade in soil, but its rate of biodegradation is unknown. The estimated log Koc of 4.02(1) indicates that erucamide should be immobile in soil(4). The vapor pressure 1.28X10-6 mm Hg at 25 °C estimated from its melting point of 77.5 °C(5) and an estimation method(6,SRC) suggests volatilization from soil should not be important(SRC).
Used as foam stabilizer, adherent, antiblock agent for polyethylenes, and solvent for waxes and resins; [HSDB]
FOAM STABILIZER; SOLVENT FOR WAXES & RESINS; EMULSIONS; ANTIBLOCK AGENT FOR POLYETHYLENE
Used as adherent
Plastics -> Typical concentration range in plastic materials -> 0.1%
2023: 10,000,000 - <25,000,000 lb
(1979) 2.44X10+9 GRAMS
(1980) 2.27X10+9 GRAMS
Cosmetics -> Opacifying; Viscosity controlling
Plastics -> Polymer Type -> Polyolefin-I; Polyolefin-II
Plastics -> Other functions -> Slip promoter
Custom Compounding of Purchased Resins
13-Docosenamide, (13Z)-: ACTIVE
解説エルカ酸アミドとは、エルカ酸をアミド化した物質です。 エルカ酸は、ナタネ油やカラシの種から摂れる油などに含まれる一価不飽和脂肪酸です。炭素数が22で二重結合1つを持つ脂肪酸の総称であるドコセン酸に分類されます。エルカ酸アミドはプラスチックなどのフィルムに対して用いるとして用いられています。 樹脂に直接添加することで、摩擦を逓減するなどの効果を付与することが可能です。ホホバオイルに含まれる他、化粧品や油絵具に含まれています。なお、GHS分類基準には該当しません。また、消防法、毒物及び劇物取締法においても非該当で、非危険物の比較的安全な物質です。
読み込み中…
112-84-5DTXSID4026929CHEMBL1232565CHEBI:142245Solid; [Hawley] Off-white beads with a fatty odor; [MSDSonline]
化学的特性Erucamide is a fatty acid amide derived from erucic acid, which is found in vegetable oil. It is a odorless waxy solid that can dissolve in isopropanol and has low solubility in alcohol and acetone. It is also combustible. Its molecular structure consists of a long unsaturated C22 chain and a polar amine group, which gives it strong surface polarity, a high melting point, and good thermal stability. Because of these properties, it finds extensive applications in industries such as plastics, rubber, printing, and machinery.
AQUATIC FATE: Hydrolysis of erucamide should not be important in environmental waters(1-2). Based on the available chromophoric group, direct photolysis of erucamide may be important in clear surface water(1). Biodegradation of erucamide may be important in soil(3), but degradation rate data are unknown. The volatilization half-life of erucamide from a model river has been estimated to be 23 days(1-5). Therefore, volatilization from water should not be important(SRC). The estimated log Koc of 4.02(1) indicates that erucamide may strongly adsorb to suspended solid and sediment in water(4). The estimated bioconcentration factor of 6310(1) suggests that bioconcentration of erucamide in aquatic organisms should be important(SRC).
ATMOSPHERIC FATE: Based on the estimated vapor pressure of 1.28X10-6 mm of Hg, erucamide should be found in the atmosphere both in particulate and vapor phase(3). In the atmosphere, vapor phase erucamide should react quickly with photochemically produced hydroxyl radicals and ozone present in the ambient air. Based on an estimation method(1), the rate constant for the reaction of erucamide with hydroxyl radicals has been estimated to be 1.03X10-10 cu-cm/molecule-sec(1). Assuming the daily average concn of hydroxyl radicals in the atmosphere as 5X10+5/cu-cm(2), the half-life for this reaction has been estimated to be 3.7 hrs. Based on an estimation method(4), the rate constant for the reaction of erucamide with atmospheric ozone has been estimated to be 13.0X10-17 cu m/molecule-sec. Assuming the average concn of atmospheric ozone to be 7X10+11 molecules/cu cm(2), the half-lives for these reactions have been estimated to be 2.1 hrs. Particulate erucamide may be removed from the atmosphere by dry deposition(SRC).
Based on an estimated water solubility of 0.2 mg/L and a regression equation, a log Koc value of 4.02 has been estimated for erucamide(1). This value indicates that erucamide should be immobile in soil(2) and should remain strongly adsorbed to suspended solids and sediments in water(SRC).
In a standard ASTM test to assess the biodegradation potential of chemicals, erucamide was found to be readily assimilated by fungi(1). Therefore, biodegradation of erucamide in water and soil may be important, although no rate data for biodegradation under environmental conditions are available(SRC).
The vapor pressure of erucamide has been estimated to be 1.28X10-6 mm Hg at 25 °C from its melting point of 77.5 °C(1) and an estimation method(3). The Henry's Law constant for erucamide has been estimated to be 2.844X10-6 atm-cu m/mole by an estimation method(4). From the ratio of estimated vapor pressure and estimated Henry's Law constant, the water solubility of erucamide has been estimated to be 0.2 mg/L(2). Since erucamide is a long chain aliphatic amide, it is likely to have low water solubility. The low water solubility of erucamide suggests that bioconcentration of the compound in aquatic organisms may be important(2,SRC).
A Henry's Law constant of 2.844X10-6 atm-cu m/mole has been estimated for erucamide by the bond contribution method(1). Based on this value, the volatilization of erucamide from a model river of depth 1 m, flowing at 1 m/sec and a wind speed of 3 m/sec has been estimated to be 23 days(2). Therefore, volatilization should not be important in water(SRC).
ACTION OF ERUCIC ACID ON RAT CARDIAC MYOBLASTS IN PRIMARY CELL CULTURE INDICATES AN INTENSE STEATOSIS. /EURACIC ACID/
8 OF 18 RATS FED ERUCIC ACID SHOWED MYOCARDIAL GRANULOMAS, NECROSIS, & LESIONS. /EURACIC ACID/
Amides are generally susceptible to chemical hydrolysis, but most amides without electronegative substituent on carbon or nitrogen hydrolyze extremely slowly(2). Erucamide contains chromophoric group amenable to absorption of light at wavelengths greater than 290 nm(1). Therefore, photolysis of erucamide by sunlight may be important, but rates of photolysis are unknown. The rate constant for the reaction of vapor phase erucamide with hydroxyl radicals has been estimated to be 1.03X10-10 cu-cm/molecule-sec for the cis-isomer by an estimation method(3,SRC). Assuming the daily average concn of hydroxyl radicals in the atmosphere of 5X10+5/cu-cm(4), the half-life for this reaction has been estimated to be 3.7 hrs. The rate constants for the reaction of vapor phase erucamide with atmospheric ozone have been estimated to be 13.0X10-17 cu-cm/molecule-sec(5,SRC). Assuming the daily average atmospheric concn of ozone to be 7X10+11 molecules/cu-cm(5), the half-life has been estimated to be 2.1 hrs(SRC).
Workers using erucamide during use as a foam stabilizer, solvent for fats and waxes, and antiblock agent for plastics are the most likely people for exposure to this compound(1,SRC). NIOSH (NOES Survey 1981-1983) has statistically estimated that 34,861 workers are potentially exposed to erucamide in the USA(2).
The release of erucamide in the environment is expected to occur during its industrial use as a foam stabilizer, solvent for waxes and resins, and antiblock agent for plastics. Hydrolysis of erucamide in water and soil should not be important. Based on sunlight absorption characteristics of chromophoric groups present in erucamide, photolysis in water and soil surfaces may be important, but the rates of photolysis are unknown. Erucamide was found to be readily assimilated by fungi but its biodegradation in soil and water is unknown. The estimated low vapor pressure indicates volatilization from soil may not be important. The estimated Henry's Law constant suggests that volatilization of erucamide from water should be negligible. Based upon an estimated Koc value, erucamide may have very low mobility in soil and should remain strongly sorbed to suspended solids and sediments in water. The estimated log BCF indicates bioconcentration of erucamide in aquatic organisms should be important. The estimated vapor pressure suggests that erucamide should be present both in the vapor and particulate phase in air. If present in the atmosphere in the vapor form, erucamide should react with photochemically produced hydroxyl radicals and ozone with an estimated half-life of 3.2 hrs and 2.1 hrs, respectively. Particulate erucamide salt may be partially removed from the atmosphere by dry deposition. Workers using erucamide during production of foam plastics, and waxes and resins are the most likely people for exposure to these compounds. (SRC)
用途有機合成原料。
用途潤滑油用添加剤、撥水剤原料。
説明Erucamide is also known as 13-Docosenamide or Erucylamide. It is in the form of white flakes or beads. It is soluble in isopropanol, slightly soluble in alcohol and acetone.1 In industry, cis-13-docosenoamide is used in the formulations of anti-adhesive agents, lubricants, and lubricant additives to reduce their friction coefficient and to make films easier to handle.2 It is used as a standard to determine fatty acid amides in polyethylene packaging film by GC/MS.3
使用Erucamide is primarily used as a polymer additive, with plastic additive 21 is a plasticizer; used in preparation of natural mineral modified degradable polymer flame-retardant composite material.
一般的な説明Erucamide is a migratory additive that is commonly placed in polyolefin films to reduce their coefficient of friction (COF), a good attribute for high speed packaging operations.
使用用途エルカ酸アミドはファインケミカルとも呼ばれ、特殊用途において多品種・少量生産される付加価値の高い化学製品です。各種プラスチックおよび樹脂に粘着防止剤、平滑剤、潤滑剤、帯電防止剤など、様々な用途で利用されています。 主に食品の包装などに用いられているプラスチックフィルムに添加されたエルカ酸アミドは、フィルムの表面へと移動し、フィルム同士の摩擦やフィルムが内容物に固着することを防ぐ効果があります。 エルカ酸アミドと同じく、プラスチックフィルムに潤滑剤として添加される物質にがあります。エルカ酸アミドはオレイン酸アミドに比べて耐熱性が高く、添加後表面へ移動するのに時間がかかることが特徴です。
製造方法Erucamide is prepared by reaction of erucic acid with anhydrous ammonia. The reaction of erucic acid with anhydrous ammonia is as follows: C22H42O2 + NH3 → C22H43NO2.