基本情報
- 標準SMILES
Brc1ccc(Br)nc1- InChIKey
ZHXUWDPHUQHFOV-UHFFFAOYSA-N- 分子式
- C5H3Br2N
- 平均分子量
- 236.89 g/mol
- 単同位体質量
- 234.8632233
名称と識別子
- 優先名称
- 2,5-Dibromopyridine
- IUPAC
- 2,5-dibromopyridine
- 現地名
- 2,5-ジブロモピリジン
- 英語名
- 2,5-Dibromopyridine
- 分子式
- C5H3Br2N
- 分子量
- 236.89
名称と別名
名称をさらに表示
データベース識別子
- CAS
624-28-2- PubChem CID
- 69353
- DTXSID
DTXSID00211452- UNII
- V4W4Z4K29X
- EC Number
- 210-839-6
- Nikkaji
- J79.763D
物性
構造計算による物性
- XLogP
- 2.6
- 極性表面積
- 12.9 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 1
- 回転可能結合数
- 0
- 重原子数
- 8
- 形式電荷
- 0
- 複雑度
- 76.8
実験および物理化学的性質
物理化学的性質
- 融点
- 92 · 92-95 °C (lit.)
- 沸点
- 235 °C · 235 °C / 772mmHg
- 比重(密度)
- 2.0383 · 2.0383 (rough estimate)
- 屈折率
- 1.58 · 1.5800 (estimate)
- 闪点
- 62 ℃ · 62℃
- 貯蔵温度
- Inert atmosphere,Room Temperature
- 溶解性
- クロロホルム(微量)、メタノール(微量)
- 酸解離定数(Pka)
- -1.57 · -1.57±0.10(Predicted)
- 外見
- 結晶性粉末
- 色
- ほぼ白またはライトベージュからブラウン
- 水溶解度
- 不溶性
- 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
- CAS データベース
- 624 · 624-28-2(CAS DataBase Reference)
化学的性質
化学的特性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.
安全と法規制
GHS分類
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.
危険有害性情報
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Status: No longer Valid Update: 17-10-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/30054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
安全データ
- wgk
- 3
- ridadr
- UN2811
- hs_code
- 29333999
- risk_code
- 36/37/38-20/21/22
- hazard_code
- Xi,Xn
- safety_code
- 26-37/39-36/37/39-36
- hazard_class
- IRRITANT
- ストレージクラス
- 11 - Combustible Solids
化学と産業
応用分野
用途有機合成原料。
説明Pyridine 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].
使用2,5-Dibromopyridine (cas# 624-28-2) is a compound useful in organic synthesis.
調製方法
製造方法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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