Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
2-Methylbenzaldehyde
TOLUALDEHYDE · tolyl · TOLUALDEHYDES · ar-Tolualdehyde · METHYLBENZALDEHYDE · tolualdehydes, mixture · TOLUALDEHYDES USP/EP/BP · TOLUALDEHYDES (MIXED O,M,P)
식별자 및 물리적 특성
| CAS No. | 1334-78-7 |
|---|---|
| 분자식 | C8H8O |
| 평균 분자량 | 120.15 g/mol |
| 단동위원소 질량 | 120.05751488 g/mol |
| SMILES | Cc1ccccc1C=O |
| InChIKey | BTFQKIATRPGRBS-UHFFFAOYSA-N |
| PubChem CID | 10722 |
| ChEMBL | CHEMBL1487138 |
| ChEBI | CHEBI:27434 |
| EC No. | 208-452-2 |
| DTXSID | DTXSID1022051 |
화학 및 물리적 성질
| XLogP | 2.1 |
|---|---|
| 극성 표면적 | 17.1 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 9 |
| 형식 전하 | 0 |
| 복잡도 | 98.7 |
| 물질 분류 | Other Classes -> Benzaldehydes |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| LogP(분배 계수) | log kow = 2.26 |
| 밀도 | 1.0386 at 66 °F (NTP, 1992) - Denser than waterwill sink1.0328 g/cu cm at 20 °C0.9651 (rough estimate) |
| 향미제 | EU Flavoring substances |
| Color/Form | Liquid |
| 용해도 | less than 1 mg/mL at 68 °F (NTP, 1992)Slightly soluble in watersoluble in carbon tetrachloride, ethanol, ethyl ether, benzenevery soluble in acetone |
| 인화점 | 153 °F (NTP, 1992) |
| 끓는 점 | 392 to 396 °F at 760 mmHg (NTP, 1992)200 °CBP: 94 °C at 10 mm Hg200.00 to 201.00 °C. @ 760.00 mm Hg164.15°C (rough estimate) |
| 녹는점 | < 25 °C |
| 증기압 | 1 mmHg at 140 °F8.0 mmHg at 163 °F26.0 mmHg at 207 °F (NTP, 1992)0.33 [mmHg] |
| 굴절률 | Index of refraction: 1.5423 at 19 °C/alpha1.5650 at 19 °C/beta1.5798 at 19 °C/gammaIndex of refraction: 1.5462 at 20 °C/DIndex of refraction: 1.5430 at 25 °C/D1.549 at 19 °C/D1.4800 (estimate) |
| FEMA | 3068 | TOLUALDEHYDES (MIXED O,M,P) |
| 냄새 | 디프로필렌 글리콜 중 1.00%. 달콤한 체리 화학 쿠마린 가루 |
| 향취 유형 | 과일 같은 |
| JECFA Number | 866 |
| 화장품 원료 기능 | 향수 |
| LogP(분배 계수) | 2.26 |
| EPA | Methylbenzaldehyde (1334-78-7) |
화학적 성질
Tolualdehydes, mixed o-, m-, p-, have a sweet and herbaceous odor reminiscent of bitter almond.
안전 및 규제
| GHS 분류 | DangerH302 (64.1%): Harmful if swallowed [Warning Acute toxicity, oral]P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 78 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: Benzaldehyde, 2-methyl-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Benzaldehyde, 2-methyl-: Does not have an individual approval but may be used under an appropriate group standard |
| 화재 위험 | This chemical is combustible. (NTP, 1992) |
| 건강 유해성 | SYMPTOMS: Symptoms of exposure to this compound may include irritation. |
| 유해성 요약 | Tolualdehydes demonstrate skin irritation in rabbits and skin sensitization in guinea pigsLow orders of oral and dermal acute toxicityNo evidence of skin sensitization using dilute solutions of tolualdehydes on human volunteers[HSDB] May cause irritation[NTP] An irritantHarmful by ingestion[Alfa Aesar MSDS] See Benzaldehyde. |
| 반응성 그룹 | Aldehydes |
| Reactivity Profile | O-TOLUALDEHYDE is incompatible with strong bases and strong reducing agents. It is also incompatible with strong oxidizers. It may react with ketones, sulfuric acid, nitric acid, caustics and ammonia. (NTP, 1992). |
| Air and Water Reactions | Insoluble in water. |
| Hazard Classes and Categories | Acute Tox. 4 (64.1%) |
| 소화 | Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (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. |
| 비화재 누출 대응 | SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, 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 60-70% ethanol followed by washing with a 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 54(SRC), determined from a structure estimation method(2), indicates that 2-methylbenzaldehyde is expected to have high mobility in soil(SRC). Volatilization of 2-methylbenzaldehyde from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.0X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(3). 2-Methylbenzaldehyde is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.34 mm Hg(SRC), determined from a fragment constant method(4). A yeast strain grown with both 2-methylbenzaldehyde and either sucrose or pyruvate biodegraded 2-methylbenzaldehyde to small amounts of the respective aromatic alcohol(5). The yeast strain grown with 2-methylbenzaldehyde and pyruvate degraded 2-methylbenzaldehyde to its respective carbinol(5).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 54(SRC), determined from a structure estimation method(2), indicates that 2-methylbenzaldehyde is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 3.0X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 1.5 and 14 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 30(SRC), from its log Kow of 2.26(6) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). 2-Methylbenzaldehyde is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). A yeast strain grown with both 2-methylbenzaldehyde and either sucrose or pyruvate biodegraded 2-methylbenzaldehyde to small amounts of the respective aromatic alcohol(7). The yeast strain grown with 2-methylbenzaldehyde and pyruvate degraded 2-methylbenzaldehyde to its respective carbinol(7).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-methylbenzaldehyde, which has an estimated vapor pressure of 0.34 mm 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 2-methylbenzaldehyde 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 21 hrs(SRC), calculated from its rate constant of 1.8X10-11 cu cm/molecule-sec at 25 °C(3). 2-Methylbenzaldehyde has a maximum absorbance wavelength of 280 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC). |
| 독성 요약 | IDENTIFICATION AND USE: 2-Methylbenzaldehyde is a liquid. It is slightly soluble in watersoluble in carbon tetrachloride, ethanol, ethyl ether, AND benzene, and very soluble in acetone. No information could be located on its useS. HUMAN EXPOSURE AND TOXICITY: No evidence of skin sensitization was found in volunteers treated with dilute solutions. Monitoring and effluent data indicate that the general population may be exposed to this chemical by inhalation of ambient air, and ingestion of certain foods. ANIMAL STUDIES: Tolualdehyde was a skin irritant in rabbits. Sensitization reactions have been reported in guinea pigs. In rats, the acute oral and dermal toxicity were low. In rats, the pituitary gland weight was reduced following repeated oral administration .There was no evidence of mutagenicity in Salmonela typhimurium bacterial tests. |
| Plant Concentrations | 2-Methylbenzaldehyde was detected at trace amounts in garlic(1). |
| Effluent Concentrations | 2-Methylbenzaldehyde has been identified in exhaust gases from gasoline engines, diesel engines and in diesel blowby(1). 2-Methylbenzaldehyde was found in highway tunnels in Tuscaroralight duty trucks emitted 0.023 mg/km traveled or 0.335 mg/L fuel used, heavy duty trucks emitted 0.305 mg/km traveled or 0.962 mg/L fuel used(2). 2-Methylbenzaldehyde was not detected in the emissions of gasoline powered motor vehicles with catalyst equipped engines but was measured at 45,000 ug/km for non-catalyst equipped engines(3). Fine aerosol emission rates of 2-methylbenzaldehyde from heavy-duty diesel trucks, noncatalyst-equipped, and catalyst-equipped automobiles were 15.2, 2.8, and 5.0 ug/km, respectively(4). 2-Methylbenzaldehyde was not detected in road dust particles collected from paved streets in a residential area of Pasadena, CA in May 1988, was detected in brake lining particles at a concn of 0.48 ug/g of particle sample and in tire wear particles at a concn of 4.1 ug/g of particle sample(5). Operation of a four-stroke outboard motor resulted in the exhaust emission of 2.9 mg/10 min of 2-methylbenzaldehyde into the water(6). 2-Methylbenzaldehyde was detected at 1.87 ug/cu m in the effluent of an incineration plant in Germany(7). 2-Methylbenzaldehyde was detected in the emissions of cookstoves in China using wheat crop residue, wood, kerosene, and liquid propane gas at concns of 5.2, 10.2, 9.3, and 20.8 mg/kg, respectively(8). |
| Soil Adsorption/Mobility | Using a structure estimation method based on molecular connectivity indices(1), the Koc of 2-methylbenzaldehyde can be estimated to be 54(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2-methylbenzaldehyde is expected to have high mobility in soil. |
| Natural Pollution Sources | 2-Methylbenzaldehyde was detected at trace amounts in garlic(1). |
| Atmospheric Concentrations | URBAN/SUBURBAN: 2-Methylbenzaldehyde, analyzed in Athens, Greece, June to December 2000, was detected at Patission Street at concns of 1.2-5.9 ug/cu m(1). 2-Methylbenzaldehyde was detected in air from San Paulo, Brazil at 0.032-0.131 ppb in samples taken July 1988(2). 2-Methylbenzaldehyde was detected in Santiago, Chile atmospheric samples at <0.08-0.22 ppbv in Nov 2003(3).RURAL/REMOTE: 2-Methylbenzaldehyde, analyzed outside of Athens, Greece, June to December 2000, was not detected at Likovrisi(1). 2-Methylbenzaldehyde was identified in forest air collected in the Southern Black Forest, Germany, at unreported concentrations(2). 2-Methylbenzaldehyde was detected, not quantified in a forest in Tsukuba, Japan in samples taken April 1985(3).SOURCE DOMINATED: A field monitoring study along a highway in Raleigh, NC in May 1983 detected 2-methylbenzaldehyde levels of 0.00-1.56 ppbthe primary source of the 2-methylbenzaldehyde was considered to be exhaust from cars and trucks(1). |
| Human Toxicity Excerpts | /SIGNS AND SYMPTOMS/ No evidence of skin sensitization was found in volunteers treated with dilute solutions. /Tolualdehydes/ |
| Artificial Pollution Sources | 2-Methylbenzaldehyde presence in exhaust emissions(1-5), in brake lining and tire wear particles(6), incineration plant effluent(7) and in the emissions of cookstoves using various fuel sources(8) may result in its direct release to the environment(SRC). |
| Environmental Biodegradation | PURE CULTURE: The rates of formation of aromatic carbinol and aromatic alcohol from a yeast culture grown in both 2-methylbenzaldehyde and sucrose are 0.00 and 0.32 g/L, respectively for a 1 hr incubation(1). The rates of formation of aromatic carbinol and aromatic alcohol from a yeast culture grown in both 2-methylbenzaldehyde and pyruvate are 0.10 and 0.06 g/L, respectively, for a 1 hr incubation(1). |
| Environmental Bioconcentration | An estimated BCF of 30 was calculated in fish for 2-methylbenzaldehyde(SRC), using a log Kow of 2.26(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC), provided the compound is not metabolized by the organism(SRC). |
| Volatilization from Water/Soil | The Henry's Law constant for 2-methylbenzaldehyde is estimated as 3.0X10-5 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2-methylbenzaldehyde is expected to volatilize 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 1.5 days(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 14 days(SRC). 2-Methylbenzaldehyde's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). 2-Methylbenzaldehyde is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.34 mm Hg(SRC), determined from a fragment constant method(3). |
| TSCA 등재 상태 | TSCA listed |
| 독성 | LD50 oral in rat: 2250mg/kg |
| 유해 물질 데이터 | 1334-78-7(Hazardous Substances Data) |
용도
출처
Reported found in roasted nuts, tomato, cooked beef, beef fat, cider, coffee, tea and elderberry juice.
용도
Perfumes, pharmaceutical and dyestuff intermediate, flavoring agent.
제조 및 합성 방법
제조 방법
By oxidation of o-, m-, or p-xylene (chemical or electrolytical oxidation).