2-브로모피리딘
2-브로모파이리딘 · 베타브로모피리딘 · 오메가브로모피리딘 · 2-브로모피리딘 · 피리딘,2브로모 · -Bromopyridine · Pyridine,2-bromo- · 2-BROMOPYRIDINE FOR SYNTHESIS
식별자 및 물리적 특성
| CAS No. | 109-04-6 |
|---|---|
| 분자식 | C5H4BrN |
| 평균 분자량 | 158 g/mol |
| 단동위원소 질량 | 156.95271123 g/mol |
| SMILES | Brc1ccccn1 |
| InChIKey | IMRWILPUOVGIMU-UHFFFAOYSA-N |
| PubChem CID | 7973 |
| ChEMBL | CHEMBL331374 |
| ChEBI | CHEBI:51574 |
| EC No. | 203-641-6 |
| DTXSID | DTXSID6051564 |
| 현지명 | 2-브로모피리딘 |
화학 및 물리적 성질
| XLogP | 1.4 |
|---|---|
| 극성 표면적 | 12.9 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 7 |
| 형식 전하 | 0 |
| 복잡도 | 56 |
| 물질 분류 | Nitrogen Compounds -> Pyridines |
| SpringerMaterials Properties | 15N nuclear magnetic resonance spectrum |
| LogP(분배 계수) | 1.42 |
| 증기압 | 1.0 [mmHg] |
| Physical Description | Colorless oily liquid[EPA - PPRTV] Pale yellow or colorless liquid[Alfa Aesar MSDS] |
| 녹는점 | 193°C |
| 끓는 점 | 192-194 °C (lit.) |
| 밀도 | 1.657 g/mL at 25 °C (lit.) |
| 굴절률 | n20/D 1.572(lit.) |
| 인화점 | 130 °F |
| 저장 조건 | Keep in dark place,Sealed in dry,Room Temperature |
| 용해도 | 20g/L |
| 물리적 상태 | 액체 |
| pKa(산도 계수) | pK1: 0.71(+1) (25°C) |
| 색상 | 무색투명~엷은 갈색 |
| 용해도 | 물과 약간 섞임. |
| BRN | 105789 |
| 헨리 상수 | 1.3×100 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| 유전율 | 24.02 |
| 안정성 | 안정적인. 가연성. 강한 산화제, 강산, 산성 염화물과 호환되지 않습니다. |
| InChI | 1S/C5H4BrN/c6-5-3-1-2-4-7-5/h1-4H |
| InChIKey | IMRWILPUOVGIMU-UHFFFAOYSA-N |
| SMILES | Brc1ccccn1 |
| LogP(분배 계수) | 1.42 |
| NIST | Pyridine, 2-bromo-(109-04-6) |
| EPA | Pyridine, 2-bromo- (109-04-6) |
화학적 성질
light yellow oily or dark red liquid. miscible with ethanol, ether, benzene and pyridine, still soluble in water.
안전 및 규제
| GHS 분류 | DangerH226 (16.7%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 60 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: Pyridine, 2-bromo-Status: Active Update: 16-06-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/186202-Bromopyridine: HSNO Approval: HSR006014 Approved with controls |
| 유해성 요약 | A skin and strong eye irritantToxic by ingestionHighly toxic by skin absorption[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Flam. Liq. 3 (16.7%) |
| Toxicity Data | LC50 (rat) < 200,000 mg/m3/1hr |
| EPA Provisional Peer-Reviewed Toxicity Values | 2-BromopyridinePDF Document2011 |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | US3850000 |
| 운송 번호(UN) | UN 2929 6.1/PG 2 |
| 관세 코드 | 29333999 |
| 위험 문구(R) | 10-24/25-36/37/38-23/24/25-20/21/22 |
| 위험 표시 | T,Xn,F |
| 안전 문구(S) | 16-36/37-45-38-36/37/39-28A-26 |
| 포장분류 | II |
| 위험 등급 | 6.1Acute Tox. 2 DermalAcute Tox. 3 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| F 고인화성물질 | 8 |
| 위험 참고 사항 | Toxic |
| 저장 분류 | 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials |
용도
용도
2-Bromopyridine is a 2-halogenated pyridine used in the preparation of a variety of biologically active compounds such as antimalarial agents and beta-adrenoceptor agonist.
제조 및 합성 방법
제조 방법
2-Bromopyridine is synthesized from 2-aminopyridine by bromination. In industrial production, hydrobromic acid (over 48%) is first cooled to below 0°C, 2-aminopyridine is slowly added, and then liquid bromine is added dropwise in a salt bath under freezing, and the rate of addition is to control the reaction temperature below -5°C appropriate. After adding, add sodium nitrite aqueous solution dropwise, control the reaction temperature to be below 0°C, stir for 20-30min, dropwise add 50% sodium hydroxide solution, extract the reaction solution with ether, wash with water, dry with anhydrous sodium sulfate, filter, and recover Diethyl ether, the residue was distilled under reduced pressure, and the 88°C-94°C/3333Pa fraction was collected to obtain the finished product of 2-bromopyridine with a yield of 83.8%.