p-브로모아니졸
4-브로모아니졸 · p-브로모아니졸 · 4-브로모아닐솔 · 1-BROMO-4-METHOXYBENZENE · P-BROMOANISOLE · 2-Bromoanisole,98% · 4-Bromoanisole,98% · 1-bromo-4-methoxy-benzen
식별자 및 물리적 특성
| CAS No. | 104-92-7 |
|---|---|
| 분자식 | C7H7BrO |
| 평균 분자량 | 187.03 g/mol |
| 단동위원소 질량 | 185.96802694 g/mol |
| SMILES | COc1ccc(Br)cc1 |
| InChIKey | QJPJQTDYNZXKQF-UHFFFAOYSA-N |
| PubChem CID | 7730 |
| ChEBI | CHEBI:47257 |
| EC No. | 203-252-1 |
| DTXSID | DTXSID2059308 |
| 현지명 | p-브로모아니졸 |
화학 및 물리적 성질
| XLogP | 2.8 |
|---|---|
| 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 | 77 |
| 물질 분류 | Other Classes -> Halogenated Anisoles |
| SpringerMaterials Properties | Boiling point |
| LogP(분배 계수) | 3.15 |
| Physical Description | Clear light yellow liquidmp = 9-10 deg C[Sigma-Aldrich MSDS] |
| 녹는점 | 9-10 °C (lit.) |
| 끓는 점 | 223 °C (lit.) |
| 밀도 | 1.494 g/mL at 25 °C (lit.) |
| 굴절률 | n20/D 1.564(lit.) |
| 인화점 | 202 °F |
| 저장 조건 | Store below +30°C. |
| 용해도 | 클로로포름(적게), 에틸아세테이트(약간)에 용해됨 |
| 물리적 상태 | 액체 |
| 색상 | 무색투명~미황색 |
| 용해도 | 섞일 수 없음 |
| Merck | 14,1428 |
| BRN | 1237590 |
| 헨리 상수 | 1.1×10-2 mol/(m3Pa) at 25℃, Pfeifer et al. (2001) |
| 유전율 | 7.4000000000000004 |
| 안정성 | 안정적인. 타기 쉬운. 강한 산화제와 호환되지 않습니다. |
| InChI | 1S/C7H7BrO/c1-9-7-4-2-6(8)3-5-7/h2-5H,1H3 |
| InChIKey | QJPJQTDYNZXKQF-UHFFFAOYSA-N |
| SMILES | COc1ccc(Br)cc1 |
| NIST | Benzene, 1-bromo-4-methoxy-(104-92-7) |
| EPA | Benzene, 1-bromo-4-methoxy- (104-92-7) |
화학적 성질
4-Bromoanisole is a colourless to pale yellow oily liquid with a pleasant smell similar to that of anise seed. Insoluble in water, soluble in ethanol, ether and chloroform. It is one of three isomers of bromoanisole, the others being 3-bromoanisole and 2-bromoanisole. It is the precursor to many 4-anisyl derivatives.
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 3.3% (4 of 123) of reports.WarningH315 (12.2%): Causes skin irritation [Warning Skin corrosion/irritation]P260, P264, P273, P280, P302+P352, P319, P321, P332+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 123 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: Benzene, 1-bromo-4-methoxy-Status: Active Update: 23-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/11455Benzene, 1-bromo-4-methoxy-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| 유해성 요약 | Causes ataxia, coma, and cough in inhalation lethal-concentration studies of miceCauses tetany in oral lethal-dose studies of mice and rats[RTECS] A skin irritantHarmful by ingestion[ECHA REACH Registrations] May cause irritation[Sigma-Aldrich MSDS] See Anisole. |
| Hazard Classes and Categories | Skin Irrit. 2 (12.2%) |
| 유해 작용 | Neurotoxin - Acute solvent syndrome |
| Toxicity Data | LC50 (mouse) = 20 mg/m3 |
| 수질 위해 등급(WGK) | 2 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | BZ8501000 |
| 독성 | LD50 orl-mus: 2200 mg/kg GISAAA 44(12),19,79 |
| 관세 코드 | 29093038 |
| 위험 표시 | Xn |
| 안전 문구(S) | 23-24/25 |
| F 고인화성물질 | 8 |
| 위험 등급 | Acute Tox. 4 OralSkin Irrit. 2 |
| 저장 분류 | 10 - Combustible liquids |
용도
용도
4-Bromoanisole finds application as an intermediate in synthetic chemistry. It is used in the preparation of aryl 1,3-diketones and ethyl 4-methoxycinnamate. It is a used as a brominating reagent. Further, it is used in Suzuki coupling reaction with phenylboronic acid as well as in Heck reaction.
일반 설명
4-Bromoanisole is a useful brominating reagent. It is formed as reaction product in the reaction between HOBr and anisole. Suzuki coupling of 4-bromoanisole with phenylboronic acid catalyzed by palladium pincer complexes has been studied. Heck Reaction of 4-bromoanisole with ethyl acrylates in room-temperature ionic liquids is reported to afford ethyl 4-methoxycinnamate.
제조 및 합성 방법
제조 방법
4-Bromoanisole is obtained by reacting p-bromophenol with dimethyl sulfate.