브로모벤젠
브로모벤젠 · 1-브로모벤젠 · 모노브로모벤젠 · 페닐 브로마이드 · 1-Bromobenzene · PHENYL BROMIDE · Brombenzol · Bromobenzol
식별자 및 물리적 특성
| CAS No. | 108-86-1 |
|---|---|
| 분자식 | C6H5Br |
| 평균 분자량 | 157.01 g/mol |
| 단동위원소 질량 | 155.95746226 g/mol |
| SMILES | Brc1ccccc1 |
| InChIKey | QARVLSVVCXYDNA-UHFFFAOYSA-N |
| PubChem CID | 7961 |
| ChEMBL | CHEMBL16068 |
| ChEBI | CHEBI:3179 |
| EC No. | 203-623-8 |
| DTXSID | DTXSID5024637 |
| 현지명 | 브로모벤젠 |
화학 및 물리적 성질
| XLogP | 3 |
|---|---|
| 극성 표면적 | 0 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 0 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 7 |
| 형식 전하 | 0 |
| 복잡도 | 46.1 |
| 물질 분류 | Flammable agents - 2nd degreeVolatile Organic Compound (VOC) |
| Solvents | Solvents -> Brominated Solvents |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| 농약 | Pesticide -> EPA IRIS |
| LogP(분배 계수) | log Kow = 2.99 |
| 냄새 | AROMATIC ODORPungent odor기분 좋은 냄새 |
| 밀도 | 1.49 at 77 °F (USCG, 1999) - Denser than waterwill sink@ 10 °C/4 °C: 1.5083@ 15 °C/4 °C: 1.5017@ 20 °C/4 °C: 1.4952@ 30 °C/4 °C: 1.4815@ 71 °C/4 °C: 1.426@ 0 °C/4 °C: 1.5220Relative density (water = 1): 1.51.495 @ 20°C1.491 g/mL at 25 °C(lit.) |
| Viscosity | 1.124 CP @ 20 °C |
| Color/Form | MOBILE LIQUIDHeavy, mobile, colorless liquid |
| 용해도 | less than 1 mg/mL at 68.9 °F (NTP, 1992)MISCIBLE WITH CHLOROFORM, BENZENE, PETROLEUM HYDROCARBONSSOL IN ALCOHOL (10.4 G/100 G @ 25 °C), IN ETHER (71.3 G/100 G @ 25 °C)PRACTICALLY INOL IN WATER (0.045 G/100 G @ 30 °C)SOL IN CARBON TETRACHLORIDEMiscible with most organic solventsinsoluble in waterVery soluble in ethanol, ethyl ether, and benzeneSolubility in water = 410 mg/l @ 25 °C디에틸 에테르, 알코올, 사염화탄소, 클로로포름 및 벤젠과 혼합 가능. |
| 인화점 | 123.8 °F (NTP, 1992)Flash point equals 124 °F51 °C (124 °F) (CLOSED CUP)51 °C c.c. |
| 끓는 점 | 313 °F at 760 mmHg (NTP, 1992)boiling point equals 313 °F156.2 °C @ 760 MM HGBoiling point: 132.3 °C @ 400 mm Hg110.1 °C @ 200 mm Hg68.6 °C @ 40 mm Hg53.8 °C @ 20 mm Hg40.0 °C @ 10 mm Hg27.8 °C @ 5 mm Hg2.9 °C @ 1 mm Hg156.06 °C @760 [mm Hg]156 °C(lit.) |
| 녹는점 | -31 °C |
| 증기 밀도 | 5.41 (vs air) |
| 증기압 | 10 mm Hg ( 40 °C) |
| 굴절률 | n20/D 1.559(lit.) |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 액체 |
| 색상 | 무색투명~미황색 |
| 폭발한계 | 0.5-2.5%(V) |
| 용해도 | 불용성. 20.5&C에서 <0.1g/100mL |
| 비열 | Cp(liquid): 0.98 J/(g·K), at 25℃ |
| Merck | 14,1406 |
| BRN | 1236661 |
| 헨리 상수 | 2.47 at 25 °C (gas stripping-GC, Shiu and Mackay, 1997) |
| 유전율 | 5.4(20℃) |
| 안정성 | 안정적인. 타기 쉬운. 강한 산화제와 호환되지 않습니다. |
| InChI | 1S/C6H5Br/c7-6-4-2-1-3-5-6/h1-5H |
| InChIKey | QARVLSVVCXYDNA-UHFFFAOYSA-N |
| SMILES | Brc1ccccc1 |
| LogP(분배 계수) | 3.14 at 25℃ |
| 표면장력 | 33.5mN/m at 303.15K |
| NIST | Benzene, bromo-(108-86-1) |
| EPA | Bromobenzene (108-86-1) |
화학적 성질
Bromobenzene, also known as phenyl bromide and monobromobenzene, is a benzene halogen derivative generated by benzene being substituted by bromine in the presence of iron powder. The chemical reaction principle is the same as that of chlorination of benzene to produce chlorobenzene. The reaction between bromobenzene and metal magnesium can generate phenylmagnesium bromide, which is a Grignard reagent with important uses in organic synthesis.
안전 및 규제
| GHS 분류 | WarningH226: Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P264, P273, P280, P302+P352, P303+P361+P353, P321, P332+P317, P362+P364, P370+P378, P391, P403+P235, and P501 (click each P-code to see the statement)H226 (100%): Flammable liquid and vapor [Warning Flammable liquids] |
|---|---|
| 규제 정보 | Chemical: Benzene, bromo-Benzene, bromo- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, bromo- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.Status: Active Update: 27-01-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/19680Bromobenzene: Does not have an individual approval but may be used under an appropriate group standardThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| 기타 안전 정보 | IMAP assessments - Benzene, bromo-: Human health tier I assessment |
| 운송 라벨(DOT) | Flammable Liquid |
| 화재 위험 | Special Hazards of Combustion Products: Irritating hydrogen bromide and other gases may be produced in fire. (USCG, 1999)· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.Flammable. Above 51 °C explosive vapour/air mixtures may be formed. |
| 화재 가능성 | MODERATE, WHEN EXPOSED TO HEAT OR FLAME... |
| 건강 유해성 | Contact with liquid causes irritation of eyes and mild irritation of skin. Ingestion causes mild irritation of mouth and stomach. (USCG, 1999)· May cause toxic effects if inhaled or absorbed through skin. |
| 유해성 요약 | A skin and eye irritant[CAMEO] Anesthetic properties at high concentrationsToxic to the liver in animal studiesVery toxic by ingestion with an estimated lethal dose of 50-500 mg per kilogram |
용도
용도
Bromobenzene is an additive to motor oils and used as a crystallizing solvent. It is used as an ingredient in the manufacture of phencyclidine, a recreational drug.
제조 및 합성 방법
제조 방법
Bromobenzene is obtained by reacting benzene with bromine. First add iron powder and benzene into the reactor, slowly add bromine under stirring, keep the reaction at 70-80°C for 1 h after adding, the obtained crude product is washed with water and 5% sodium hydroxide solution, left to stand for stratification, distillation, Drying, filtering, and finally fractional distillation under constant pressure, taking the fraction at 155-157°C to obtain the finished product.