Methyl oleate

296.48800

296.49

262-969-8

39736AJ06R

406282

DTXSID5025811

Colorless to amber clear liquid

29161500

26.30000

7.6

Oleic acid methyl ester is a clear to amber liquid. Insoluble in water. (NTP, 1992)

0.8739 g/cm³ @ Temp: 20 °C

-19.9 °C

218.5 °C @ Press: 20 Torr

180ºC

1.451-1.458

Insol in water; miscible with ethyl alcohol, ether; sol in chloroform

-20ºC

10 mm Hg ( 205 °C)

Faint fatty odor

Standard heat of formation = -173.91 kcal/mol at 25 °C

Insoluble in water.

Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters

Esters, such as OLEIC ACID METHYL ESTER, react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides

At constant volume, delta Ec = -2837.3 kcal/mol at 25 °C

20.17 kcal/mol at 1 torr

Ⅲ

UN 1206 3/PG 2

1

R11

S24/25

RK0895000

F; Xn; N

Stable, but air and light sensitive. Incompatible with strong oxidizing agents. Combustible.

P210-P261-P273-P301 + P310-P331-P501

H225-H304-H315-H336-H410

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Methyl oleate is an indirect food additive for use only as a component of adhesives.

Combustible (NTP, 1992)

|Warning|H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]|P264, P280, P305+P351+P338, and P337+P313|Aggregated GHS information provided by 1031 companies from 3 notifications to the ECHA C&L Inventory.

SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should keep this material in a tightly-closed container under an inert atmosphere, and store it at refrigerated temperatures. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. RECOMMENDED GLOVE MATERIALS: Permeation data indicate that neoprene gloves may provide protection to contact with this compound. Neoprene over latex gloves is recommended. However, if this chemical makes direct contact with your gloves, or if a tear, puncture or hole develops, remove them at once. (NTP, 1992)

Methyl oleate was identified in 3 of 3 New Jersey POTW effluents, date not provided, at a estimated concentration of 0.3-18 ppb(1). It was detected in 13 of 13 effluents samples from an olive oil production plant, Spain, at 520-77721 ug/l(2). It was qualitatively detected in the effluent of a pulp and paper mill in Finland(3).

SOIL: Methyl oleate was qualitatively detected in soil samples from Southern Alberta, Canada, in strata associated with the Mazama volcano eruption which occurred approximately 7000 years ago(1).

Methyl oleate's production and use as a synthetic intermediate(1) may result in its release to the environment through various waste streams.

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 62,000(SRC), determined from a structure estimation method(2), indicates that methyl oleate is expected to be immobile in soil(SRC). Volatilization of methyl oleate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.014 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, adsorption to soil is expected to attenuate volatilization(SRC). Methyl oleate is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 6.3X10-6 mm Hg(4). Methyl oleate is expected to rapidly biodegrade in aerobic soils as suggested by the rapid biodegradation of structurally similar long-chain fatty acid esters(5-7).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 62,000(SRC), determined from a structure estimation method(2), indicates that methyl oleate is expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 0.014 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Volatilization half-lives for a model river and model lake are 5 hours and 7 days, respectively(SRC), using an estimation method(3). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column(SRC). The volatilization half-life from a model pond is estimated to be about 61 hours ignoring adsorption; when considering maximum adsorption the volatilization half-life increases to 18 months(5). According to a classification scheme(6), an estimated BCF of 490 from its log Kow of 7.45(12) and a regression-derived equation suggests the potential for bioconcentration in aquatic organisms is moderate. Methyl oleate is expected to rapidly biodegrade in aerobic soils as suggested by the rapid biodegradation of structurally similar long-chain fatty acid esters(8-10). An estimated base-catalyzed second-order hydrolysis rate constant of 0.011 L/mole-sec(9,SRC) corresponds to half-lives of 2 years and 70 days at pH values of 7 and 8, respectively(11).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), methyl oleate, which has a vapor pressure of 6.3X10-6 mm Hg at 25 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase methyl oleate 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 7.5 hours(SRC) from its estimated rate constant of 7.4X10-11 cu cm/molecule-sec at 25 °C(3). Vapor-phase methyl oleate is also degraded in the atmosphere by reaction with ozone(SRC); the half-life for this reaction in air is estimated to be 2.1 hours(SRC) from its estimated rate constant of 1.3X10-16 cu cm/molecule-sec at 25 °C(3). Particulate-phase methyl oleate may be removed from the air by wet and dry deposition(SRC).

The rate constant for the vapor-phase reaction of methyl oleate with photochemically-produced hydroxyl radicals has been estimated as 7.4E-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 7.5 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of methyl oleate with ozone has been estimated as 1.3X10-16 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 2 hours at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2). A base-catalyzed second-order hydrolysis rate constant of 0.11 L/mole-sec(SRC) was estimated using a structure estimation method(3); this corresponds to half-lives of 2 years and 70 days at pH values of 7 and 8, respectively(3). The predicted near-surface half-life for the photosensitized oxidation of methyl oleate in near suface waters in the Southern US is 1100 hrs(4). Methyl oleate is not expected to directly photolyze due to the lack of absorption in the environmental UV spectrum(5).

An estimated BCF of 490 was calculated for methyl oleate(SRC) using a log Kow of 7.45(1) and a regression-derived equation(2). According to a classification scheme(3), the estimated BCF suggests the potential for bioconcentration in aquatic organisms is moderate.

Using a structure estimation method based on molecular connectivity indices(1), the Koc for methyl oleate can be estimated to be about 62,000(SRC). According to a classification scheme(2), this estimated Koc value suggests that methyl oleate is expected to be immobile in soil.

The Henry's Law constant for methyl oleate is estimated as 0.014 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that methyl oleate is expected to volatilize rapidly from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as approximately 5 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as approximately 7 days(SRC). The volatilization half-life from a model pond 2 m deep is estimated to be about 61 hours ignoring adsorption; when considering maximum adsorption the volatilization half-life increases to 18 months(3). Methyl oleate's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). Methyl oleate is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 6.3X10-6 mm Hg(4).

SURFACE WATER: Methyl oleate was detected in trace quantities in samples from the River Lee, in the UK(1).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 35,946 workers (1,256 of these are female) are potentially exposed to methyl oleate in the US(1). Occupational exposure to methyl oleate may occur through inhalation and dermal contact with this compound at workplaces where methyl oleate is produced or used(SRC).

SYMPTOMS: May cause mild irritation on contact with skin or mucous membranes. ACUTE/CHRONIC HAZARDS: Toxic. May cause mild irritation on contact with skin or mucous membrane. Experimental carcinogen. (NTP, 1992)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

9-octadecenoic acid, methyl ester, (9E)-

Grades: Technical; Purified 99+%

All other basic organic chemical manufacturing|9-Octadecenoic acid (9Z)-, methyl ester: ACTIVE|9-Octadecenoic acid (9Z)-, methyl ester, sulfurized, copper-treated: INACTIVE

DETERMINATION OF METHYL OLEATE IN FATS & OILS BY GAS CHROMATOGRAPHY.

EPA Safer Chemical Functional Use Classes -> Solvents|Safer Chemical Classes -> Yellow triangle - The chemical has met Safer Choice Criteria for its functional ingredient-class, but has some hazard profile issues|Food additives -> Flavoring Agents|Fatty Acyls [FA] -> Fatty esters [FA07] -> Wax monoesters [FA0701]|Cosmetics -> Emollient; Skin conditioning

Flavoring Agents