기본 정보
- 표준 SMILES
Brc1ccc(Br)nc1- InChIKey
ZHXUWDPHUQHFOV-UHFFFAOYSA-N- 분자식
- C5H3Br2N
- 평균 분자량
- 236.89 g/mol
- 단동위원소 질량
- 234.8632233
이름 및 식별자
- 우선 이름
- 2,5-Dibromopyridine
- IUPAC
- 2,5-dibromopyridine
- 영어명
- 2,5-Dibromopyridine
- 분자식
- C5H3Br2N
- 분자량
- 236.89
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
624-28-2- PubChem CID
- 69353
- DTXSID
DTXSID00211452- UNII
- V4W4Z4K29X
- EC Number
- 210-839-6
- Nikkaji
- J79.763D
물성
구조 계산 물성
- XLogP
- 2.6
- 극성 표면적
- 12.9 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 1
- 회전 가능 결합 수
- 0
- 무거운 원자 수
- 8
- 형식 전하
- 0
- 복잡도
- 76.8
실험 및 물리화학적 성질
물리화학적 성질
- 녹는점
- 92 · 92-95 °C (lit.)
- 끓는 점
- 235 °C · 235 °C / 772mmHg
- 밀도
- 2.0383 · 2.0383 (rough estimate)
- 굴절률
- 1.58 · 1.5800 (estimate)
- 인화점
- 62 ℃ · 62℃
- 저장 조건
- Inert atmosphere,Room Temperature
- 용해도
- 클로로포름(약간 용해됨), 메탄올(약간 용해됨)
- 산도 계수 (pKa)
- -1.57 · -1.57±0.10(Predicted)
- 물리적 상태
- 결정성 분말
- 색상
- 거의 흰색 또는 밝은 베이지색에서 갈색까지
- 수용성
- 불용성
- BRN
- 109099 · 109099
- InChI
- InChI=1S/C5H3Br2N/c6-4-1-2-5(7)8-3-4/h1-3H
- InChIKey
- ZHXUWDPHUQHFOV-UHFFFAOYSA-N
- SMILES
- C1(Br)=NC=C(Br)C=C1
화학적 성질
2,5-Dibromopyridine is an off-white crystalline solid. It is insoluble in water but soluble in strong polar organic solvents. It exhibits strong alkalinity.
안전 및 규제
GHS 분류
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Regulatory Information
Status: No longer Valid Update: 17-10-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/30054
2,5-Dibromopyridine: Does not have an individual approval but may be used under an appropriate group standard
안전 데이터
- wgk
- 3
- ridadr
- UN2811
- HS 번호
- 29333999
- risk_code
- 36/37/38-20/21/22
- hazard_code
- Xi,Xn
- safety_code
- 26-37/39-36/37/39-36
- 위험 등급
- IRRITANT
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
응용 분야
개요Pyridine and its derivatives are distributed widely by nature. Many plant constituents are as contain pyridine ring compounds in the structure of alkaloids, etc.; they are the bases producing many vital compounds and are indispensable raw materials during medicine, agricultural chemicals, dyestuff, tension-active agents, rubber ingredients, fodder additives, foodstuff additives, tackiness agents, etc. are produced.2,5-dibromo pyridine is an important intermediate of organic synthesis and is mainly used in medicine intermediate, organic synthesis, and organic solvent, can also be applicable to aspects such as DYE PRODUCTION, pesticide production and spices. Selective monolithiation of 2,5-dibromopyridine at either the 2-position or the 5-position is reported. Solvent and concentration strongly influence the selectivity. Coordinating solvents and higher concentration favour the 5-position, while non-coordinating solvents and lower concentration favour the 2-position[1].
용도2,5-Dibromopyridine (cas# 624-28-2) is a compound useful in organic synthesis.
제조 방법
To synthesize 2,5-dibromopyridine, follow these steps:Add 2-amino-5-bromopyridine (13.0 kg) into a water-cooled solution at 10 °C.Slowly add 47% aqueous hydrogen bromide (37 L) to the mixture.Introduce liquid bromine (11 L) into the mixture.Maintain the reaction temperature below 10 °C.Prepare a solution of NaNO2 (16.1 kg) and H2O (19 L) and add it dropwise to the mixture while keeping the temperature between 0-5 °C.Stir the reaction mixture for 30 minutes.Treat the mixture with a solution of NaOH (28.0 kg) in water (30 L) at a controlled rate below 20-25 °C.Extract the reaction mixture with diethyl ether (3 × 40 L).Dry the organic layer with anhydrous Na2SO4.Remove the desiccant by filtration.Evaporate the resulting filtrate under reduced pressure to dryness.Suspend the residue in heptane (10 L).Collect the target product molecule, 2,5-dibromopyridine, by filtration.Synthesis method of 2,5-dibromopyridine
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