Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
안스라니릭산에틸에스테르
아미노벤조산에틸 · 안스라니릭산에틸에스테르 · 에틸 안트라닐레이트 · ETHYL 2-AMINOBENZOATE · FEMA 2421 · ethyl-o-amino · o-(Ethoxycarbonyl)aniline · ANTHRANILIC ACID ETHYL ESTER
식별자 및 물리적 특성
| CAS No. | 87-25-2 |
|---|---|
| 분자식 | C9H11NO2 |
| 평균 분자량 | 165.19 g/mol |
| 단동위원소 질량 | 165.07897859 g/mol |
| SMILES | CCOC(=O)c1ccccc1N |
| InChIKey | TWLLPUMZVVGILS-UHFFFAOYSA-N |
| PubChem CID | 6877 |
| ChEMBL | CHEMBL1332922 |
| ChEBI | CHEBI:173741 |
| EC No. | 201-735-1 |
| DTXSID | DTXSID6025272 |
| 현지명 | 안스라니릭산에틸에스테르 |
화학 및 물리적 성질
| XLogP | 2.6 |
|---|---|
| 극성 표면적 | 52.3 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 3 |
| 무거운 원자 수 | 12 |
| 형식 전하 | 0 |
| 복잡도 | 159 |
| 물질 분류 | Nitrogen Compounds -> Aminobenzoic Acids |
| SpringerMaterials Properties | Boiling point |
| 향료 | Fragrance Ingredient (Ethyl anthranilate) -> IFRA transparency List |
| LogP(분배 계수) | log Kow = 2.57 |
| 냄새 | Fruity odorFAINT ORANGE-FLOWERS ODOR100.00%에서. 달콤한 꽃 포도 orangeblossom 윈터그린 |
| 맛 | FAINT ORANGE-FLOWERS TASTE |
| 식품 첨가물 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 밀도 | 1.117 at 68 °F (NTP, 1992) - Denser than waterwill sink1.1174 at 20 °C/4 °C1.115-1.1201.117 g/mL at 25 °C (lit.) |
| 향미제 | EU Flavoring substances |
| Color/Form | Colorless liquid |
| 용해도 | Insoluble (NTP, 1992)Very soluble in ether, alcoholSoluble in propylene glycolSOLUBILITY IN 60% ALCOHOL: 1:770% ALC: 1:2Slightly soluble in waterSoluble in propylene glycol and fixed oilsSoluble (in ethanol)물에는 녹지 않으나 유기용매에는 녹는다 |
| 끓는 점 | 514 °F at 760 mmHg (NTP, 1992)268 °C at 760 mm Hg129.00 to 130.00 °C. @ 9.00 mm Hg267 °C129-130 °C/9 mmHg (lit.) |
| 녹는점 | 13-15 °C (lit.) |
| 증기 밀도 | 5.7 (vs air) |
| 굴절률 | n20/D 1.564(lit.) |
| FEMA | 2421 | ETHYL ANTHRANILATE |
| 인화점 | >230 °F |
| 저장 조건 | Keep in dark place,Inert atmosphere,Room temperature |
| pKa(산도 계수) | 2.20±0.10(Predicted) |
| 물리적 상태 | 투명한 액체 |
| 색상 | 연노랑 |
| 비중 | 1.1170 |
| 향취 유형 | 꽃향기 |
| 생물학적 소스 | synthetic |
| JECFA Number | 1535 |
| BRN | 878874 |
| 헨리 상수 | 6.2×102 mol/(m3Pa) at 25℃, HSDB (2015) |
| 안정성 | 안정적인. 타기 쉬운. 산, 염기, 산화제와 호환되지 않습니다. |
| 화장품 원료 기능 | 향수 |
| InChI | 1S/C9H11NO2/c1-2-12-9(11)7-5-3-4-6-8(7)10/h3-6H,2,10H2,1H3 |
| InChIKey | TWLLPUMZVVGILS-UHFFFAOYSA-N |
| SMILES | CCOC(=O)c1ccccc1N |
| LogP(분배 계수) | 2.57 |
| 표면장력 | 39.3 mN/m at 22° |
| EPA | Ethyl anthranilate (87-25-2) |
화학적 성질
Ethyl anthranilate has a faint, orange-flower odor and similar taste.
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 84.7% (261 of 308) of all reports.WarningH315 (15.3%): Causes skin irritation [Warning Skin corrosion/irritation]P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)Aggregated GHS information provided per 308 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: Benzoic acid, 2-amino-, ethyl esterCommission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: No longer Valid Update: 29-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23487Benzoic acid, 2-amino-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | IMAP assessments - Benzoic acid, 2-amino-, ethyl ester: Human health tier I assessment |
| 화재 위험 | Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992) |
| 건강 유해성 | SYMPTOMS: Symptoms of exposure to this compound may include local irritation of skin, eye and mucous membranes and dermatitis. |
| 유해성 요약 | Emergency treatment: Irritants[HSDB] May irritate skin, eyes, and mucous membranes[CAMEO] Safe when used as a flavoring agent in food[JECFA] Moderate skin irritant[RTECS] |
| FDA 요건 | 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. |
| 반응성 그룹 | Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters |
| Special Reports | REVIEW: FRAGRANCE RAW MATERIALS.[OPDYKE DL JMONOGRAPHS ON FRAGRANCE RAW MATERIALSETHYL ANTHRANILATE. FOOD COSMET TOXICOL 14 SUPPL, 759 (1976)] |
| Reactivity Profile | ETHYL ANTHRANILATE may hydrolyze under acidic and basic conditions. (NTP, 1992) |
| Air and Water Reactions | This compound should be protected from air and light. Insoluble in water. |
| Hazard Classes and Categories | Skin Irrit. 2 (15.3%) |
| 소화 | This compound is not very flammable but any fire involving this compound may produce dangerous vapors. You should evacuate the area. All firefighters should wear full-body protective clothing and use self-contained breathing apparatuses. You should extinguish any fires involving this chemical with a dry chemical, carbon dioxide, foam, or halon extinguisher. (NTP, 1992) |
| 응급 처치 | 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. |
| 소화 절차 | 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. |
| 보관 조건 | Protect against physical damage. Store in cool, well-ventilated location, away from any area where the fire hazard is acute. Outside or detached storage is preferred. Separate from oxidizing materials. |
| 비화재 누출 대응 | 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. |
| 처리 방법 | 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 qualitypotential migration in soil or watereffects on animal, aquatic, and plant lifeand conformance with environmental and public health regulations. |
| Personal Protective Equipment (PPE) | 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) |
| 환경 거동 | 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 processestimated 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. |
| Soil Adsorption/Mobility | 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. |
| Natural Pollution Sources | IN GRAPES |
| Artificial Pollution Sources | 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. |
| Environmental Bioconcentration | 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). |
| Volatilization from Water/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). |
| Non-Human Toxicity Excerpts | /GENOTOXICITY/ Ethyl anthranilate was tested for mutagenicity in the Salmonella/ microsome preincubation assay using the standard protocol approved by the National Toxicology Program. Ethyl anthranilate was tested at doses of 0.01, 0.033, 0.10, 0.33, 0.50, and 0.80 mg/plate in as many as 5 Salmonella typhimurium strains (TA 1535, TA 1537, TA 97, TA 98, and TA 100) in the presence and absence of rat or hamster liver S-9. Ethyl anthranilate was negative in these tests and the highest ineffective dose tested without significant toxicity in any S. typhimurium strain was 0.33 mg/plate. Total clearing of the background bacterial lawn occurred in nearly all cultures tested at doses above this level./OTHER TOXICITY INFORMATION/ Listed in FDA's Food Additive Database as a chemical for which fully up-to-date toxicology information has been sought. |
| Environmental Abiotic Degradation | 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. |
| Probable Routes of Human Exposure | 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) |
| Environmental Fate/Exposure Summary | Ethyl anthranilate's production and use as a perfume and flavor additive may result in its release to the environment through various waste streams. If released to air, an estimated vapor pressure of 2.3X10-3 mm Hg at 25 °C indicates ethyl anthranilate will exist solely as a vapor in the atmosphere. Vapor-phase ethyl anthranilate will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicalsthe half-life for this reaction in air is estimated to be 11 hours. Ethyl anthranilate does absorb light at UV max of 330 nm and therefore may be susceptible to direct photolysis by sunlight. If released to soil, ethyl anthranilate is expected to have low mobility based upon an estimated Koc of 600. Volatilization from moist soil surfaces is not expected to be an important fate process based upon an estimated Henry's Law constant of 1.6X10-8 atm-cu m/mole. Biodegradation data were not available. If released into water, ethyl anthranilate is expected to adsorb to suspended solids and sediment based upon the estimated Koc. Volatilization from water surfaces is not expected to be an important fate process based upon this compound's estimated Henry's Law constant. An estimated BCF of 19 suggests the potential for bioconcentration in aquatic organisms is low. Hydrolysis is expected to be a slow environmental fate processestimated second order hydrolysis half-lives are 5.8 years and 210 days at pH values of 7 and 8, respectively. 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) |
| Antidote and Emergency Treatment | 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/ |
| Non-Human Toxicity Values | LD50 Rat oral 3750 mg/kg |
| 수질 위해 등급(WGK) | 2 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | DG2448000 |
| 독성 | The acute oral LD50 value in rats was reported as 3.75 g/kg (3.32-4.18 g/kg) and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1975). |
| 관세 코드 | 29224999 |
| 위험 문구(R) | 36/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-36 |
| 위험 참고 사항 | Irritant |
| 저장 분류 | 10 - Combustible liquids |
| 유해 물질 데이터 | 87-25-2(Hazardous Substances Data) |
용도
출처
Reported found in grapes, orange juice, orange peel oil, starfruit and Vitis labrusca L.
용도
Perfumery and flavors, similar to methyl anthranilate.
일반 설명
Colorless liquid with a fruity odor. Insoluble in water.
제조 및 합성 방법
제조 방법
By esterification of anthranilic acid with ethanol in the presence of acid catalysts; by reacting sodium hypochlorite with an alkaline solution of phthalimide