Ethyl 2-aminobenzoate

165.19

165.19

878874

201-735-1

38Y050IUE4

4146

DTXSID6025272

Colorless liquid

29224999

52.3

2.57

Ethyl anthranilate is a colorless liquid with a fruity odor. Insoluble in water. (NTP, 1992)

1.1174 g/cm³ @ Temp: 20 °C

13 °C

268 °C @ Press: 760 Torr

>230 °F

n20/D 1.564(lit.)

In water, 410 mg/L at 24 deg C (est)

Store below +30°C.

2.3X10-3 mm Hg at 25 deg C (est)

5.7 (vs air)

Fruity odor

FAINT ORANGE-FLOWERS TASTE

Henry's Law constant = 1.6X10-8 atm-cu m/mol at 25 °C (est)

pKa = 2.18 (conjugate acid)

Hydroxyl radical reaction rate constant = 3.6X10-11 cu cm/molec-sec at 25 °C (est)|DECOMP ABOVE 442 °F

This compound should be protected from air and light. Insoluble in water.

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

ETHYL ANTHRANILATE may hydrolyze under acidic and basic conditions. (NTP, 1992)

NONH for all modes of transport

2

36/38

26-36

DG2448000

Xi

Irritant

Stable. Combustible. Incompatible with acids, bases, oxidizing agents.

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

H315

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. 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 soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Ethyl anthranilate is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.

REVIEW: FRAGRANCE RAW MATERIALS.[OPDYKE DL J; MONOGRAPHS ON FRAGRANCE RAW MATERIALS; ETHYL ANTHRANILATE. FOOD COSMET TOXICOL 14 SUPPL, 759 (1976)]

Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992)

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 307 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

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 protect this chemical from exposure to light. Keep the container tightly closed under an inert atmosphere, and store under 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. (NTP, 1992)

Use water spray, carbon dioxide, dry chemical, or "alcohol" foam. Use water to keep fire-exposed containers cool. If leak or spill has not ignited, use water spray to disperse vapors and to protect men attempting to stop leak.|Water spray may be used to flush spills away from exposures and to dilute spills to nonflammable mixtures.|Personnel protection: Wear self-contained breathing apparatus.

LD50 Rat oral 3750 mg/kg

IN GRAPES

Ethyl anthranilate's production and use as a perfume and flavor additive(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 600(SRC), determined from a log Kow of 2.57(2) and a regression-derived equation(3), indicates that ethyl anthranilate is expected to have low mobility in soil(SRC). Volatilization of ethyl anthranilate from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.6X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Ethyl anthranilate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.3X10-3 mm Hg(SRC), determined from a fragment constant method(5). Biodegradation data were not available(SRC, 2007).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 600(SRC), determined from a log Kow of 2.57(2) and a regression-derived equation(3), indicates that ethyl anthranilate 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 1.6X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Hydrolysis is expected to be a slow environmental fate process; estimated second order hydrolysis half-lives are 5.8 years and 210 days at pH values of 7 and 8, respectively(5). According to a classification scheme(6), an estimated BCF of 19(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not available(SRC, 2007).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), ethyl anthranilate, which has an estimated vapor pressure of 2.3X10-3mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase ethyl anthranilate 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 11 hours(SRC), calculated from its rate constant of 3.6X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Ethyl anthranilate does absorb light at UV max of 330 nm(4) and therefore may be susceptible to direct photolysis by sunlight.

The rate constant for the vapor-phase reaction of ethyl anthranilate with photochemically-produced hydroxyl radicals has been estimated as 3.6X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 11 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). A base-catalyzed second-order hydrolysis rate constant of 3.8X10-2 L/mole-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 5.8 years and 210 days at pH values of 7 and 8, respectively(2). Ethyl anthranilate does absorb light at UV max of 330 nm(3) and therefore may be susceptible to direct photolysis by sunlight.

An estimated BCF of 19 was calculated in fish for ethyl anthranilate(SRC), using a log Kow of 2.57(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

The Koc of ethyl anthranilate is estimated as 600(SRC), using a log Kow of 2.57(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that ethyl anthranilate is expected to have low mobility in soil.

The Henry's Law constant for ethyl anthranilate is estimated as 1.6X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that ethyl anthranilate is expected to be essentially nonvolatile from water surfaces(2). Ethyl anthranilate's Henry's Law constant indicates that volatilization from moist soil surfaces may not occur(SRC). Ethyl anthranilate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.3X10-3 mm Hg(SRC), determined from a fragment constant method(3).

Occupational exposure to ethyl anthranilate may occur through dermal contact with this compound at workplaces where ethyl anthranilate is produced or used. Use data suggest the general population may be exposed to ethyl anthranilate via ingestion of food, and dermal contact with this compound and other products containing ethyl anthranilate. (SRC)

SYMPTOMS: Symptoms of exposure to this compound may include local irritation of skin, eye and mucous membranes and dermatitis. ACUTE/CHRONIC HAZARDS: This compound may cause irritation on contact. When heated to decomposition it emits toxic fumes. (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)

Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist respirations if necessary. 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 ... . 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. Activated charcoal is not effective ... . Do not attempt to neutralize because of exothermic reaction. Cover skin burns with dry, sterile dressings after decontamination ... . /Organic acids and related compounds/|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. Early intubation, at the first sign of upper airway obstruction, may be necessary. 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 /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. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Organic acids and related compounds/

ethyl anthranilate

OVER 90% AS A FLAVOR ADDITIVE IN BAKERY PRODUCTS; THE REMAINDER IS USED IN GELATIN & PUDDINGS, FROZEN MILK DESSERTS, FLAVORED BEVERAGES, CANDY & TOPPINGS, & CHEWING GUM (EST)(1972)

GRADES: TECHNICAL: FCC

Benzoic acid, 2-amino-, ethyl ester: ACTIVE|REPORTED USES: 5.9 PPM IN NON-ALCOHOLIC BEVERAGES; 7.6 PPM IN ICE CREAM, ICES; 19 PPM IN CANDY; 23 PPM IN BAKED GOODS; 14 PPM IN GELATINS & PUDDINGS; 79 PPM IN CHEWING GUM.|USEFUL IN CONCORD GRAPE WINE FLAVORS, MANDARIN.|FEMA NUMBER 2421

Food additives -> Flavoring Agents|Flavoring Agents -> JECFA Flavorings Index

Flavoring Agents