2-메틸아니솔
2-메틸아니솔 · O-METHYLANISOLE · FEMA 2680 · 1-METHOXY-2-METHYLBENZENE · Benzene, 1-methoxy-2-methyl- · 2-Methylanisol · o-Methylanisol · 2-METHYLANISOLE
식별자 및 물리적 특성
| CAS No. | 578-58-5 |
|---|---|
| 분자식 | C8H10O |
| 평균 분자량 | 122.16 g/mol |
| 단동위원소 질량 | 122.07316494 g/mol |
| SMILES | COc1ccccc1C |
| InChIKey | DTFKRVXLBCAIOZ-UHFFFAOYSA-N |
| PubChem CID | 33637 |
| ChEBI | CHEBI:141702 |
| EC No. | 209-426-3 |
| DTXSID | DTXSID9060368 |
| 현지명 | 2-메틸아니솔 |
화학 및 물리적 성질
| XLogP | 2.7 |
|---|---|
| 극성 표면적 | 9.2 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 9 |
| 형식 전하 | 0 |
| 복잡도 | 80 |
| LogP(분배 계수) | 2.74 |
| 밀도 | 0.983-0.986 (15.5 °C)0.985 g/mL at 25 °C (lit.) |
| 용해도 | Insoluble in water, soluble in oilssoluble (in ethanol)에 용해됨클로로포름, 아세트산에틸 (약간 용해됨) |
| 끓는 점 | 170.00 to 172.00 °C. @ 760.00 mm Hg172 °C170-172 °C (lit.) |
| 녹는점 | -34.1 °C-34.1°C |
| 증기압 | 1.5 [mmHg]2hPa at 25℃ |
| 굴절률 | 1.518-1.522 (15.3 °C)n20/D 1.516(lit.) |
| Physical Description | Colorless liquid with a pleasant odor[Alfa Aesar MSDS]Colourless liquid, Pungent-floral, warm, but almost grassy note |
| Kovats Retention Index | 1000999.2983995.39861013103210071013.510051021100910011432142414091390 |
| FEMA | 2680 | O-METHYLANISOLE |
| 인화점 | 125 °F |
| 저장 조건 | Sealed in dry,Room Temperature |
| 물리적 상태 | 액체 |
| 비중 | 0.985 |
| 색상 | 무색투명~연황색 |
| 냄새 | 디프로필렌 글리콜 중 1.00%. 달콤한 열매가 많은 꽃무늬 흙빛 호두 |
| 향취 유형 | 나프틸 |
| 후각 역치 | 0.0029ppm |
| 생물학적 소스 | synthetic |
| 용해도 | 섞일 수 없음 |
| JECFA Number | 1242 |
| BRN | 1857415 |
| 유전율 | 3.5699999999999998 |
| InChI | 1S/C8H10O/c1-7-5-3-4-6-8(7)9-2/h3-6H,1-2H3 |
| InChIKey | DTFKRVXLBCAIOZ-UHFFFAOYSA-N |
| SMILES | COc1ccccc1C |
| LogP(분배 계수) | 3 at 25℃ |
| NIST | Benzene, 1-methoxy-2-methyl-(578-58-5) |
| EPA | Benzene, 1-methoxy-2-methyl- (578-58-5) |
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 0.8% (11 of 1453) of reports.WarningH226 (10.7%): Flammable liquid and vapor [Warning Flammable liquids]H302 (88.6%): Harmful if swallowed [Warning Acute toxicity, oral]P210, P233, P240, P241, P242, P243, P264, P270, P280, P301+P317, P303+P361+P353, P330, P370+P378, P403+P235, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1453 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 11 of 1453 reports by companies.There are 4 notifications provided by 1442 of 1453 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 규제 정보 | Chemical: Benzene, 1-methoxy-2-methyl-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: Cease Manufacture Update: 25-12-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/20341Benzene, 1-methoxy-2-methyl-: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | Safe when used as a flavoring agent in food[JECFA] May cause irritation[Alfa Aesar MSDS] See Anisole. |
| Peroxide Forming Chemical | o-Methyl anisoleD*: Other compounds that may form peroxidesNo amount of peroxides were found in new commerically available containersRemoval of Peroxides from Ethers with Cerous Hydroxide |
| Hazard Classes and Categories | Flam. Liq. 3 (10.7%)Acute Tox. 4 (88.6%) |
| 유해 작용 | Neurotoxin - Acute solvent syndrome |
| 수질 위해 등급(WGK) |
용도
출처
Reported found in starfruit, mastic gum oil and rooibus tea (Aspalathus linearis).
용도
The catalytic system of disubstituted aromatics was optimized for the 2-methylanisole reduction by a proper choice of the amine/Rh ratio which should be high enough to stabilize very small colloidal rhodium particles and low enough to avoid deactivation. The total synthesis of (±)-heliannuol D and its epimer has been completed in 9 steps and 12% overall yield from 2-methylanisole. The thermal activation of 2-methylanisole (60°C) by the Ir (III) complex TpMe2Ir (C6H5) 2 (N2)(1; TpMe2= hydrotris (3, 5-dimethylpyrazolyl) borate) yielded a mixture of hydride complexes. The total synthesis of the phenolic sesquiterpene mutisianthol has been accomplished in 12 steps from the readily available 2-methylanisole. The catalytic system was optimized for the 2-methylanisole reduction by a proper choice of the amine/Rh ratio which should be high enough to stabilize very small colloidal rhodium particles and low enough to avoid deactivation.
일반 설명
2-Methylanisole is found in mastic oils, virgin olive oils and frankincense. It is a monomethoxybenzene and acts as an intermediate for the preparation of compounds with methylhydroquinone core.
제조 및 합성 방법
제조 방법
2-Methylanisole is synthesized by methylation of o-cresol using dimethylsulfate in caustic soda at 40°C.synthesis of 2-methylanisole: Make sodium hydroxide into a 20% solution, stir and mix with o-cresol, cool to below 10°C, and slowly add dimethyl sulfate dropwise. After the addition was completed, the temperature was raised to 40 °C for 20 min, and then reacted with 100 °C for 12 h. Then the reactant was washed with water until neutral, water was removed, distilled, and the fraction at 171°C was collected to obtain the finished product of 2-methylanisole.