2,5-ジブロモピリジン

2,5-Dibromopyridine

HCID 69353CAS 624-28-2

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

2,5-Dibromopyridine624-28-2Pyridine, 2,5-dibromo-EINECS 210-839-6(2,5-DBrPyr)DTXSID00211452NSC 76597RefChem:82777DTXCID00133943210-839-6ZHXUWDPHUQHFOV-UHFFFAOYSA-N2,5-dibromo-pyridine
名称をさらに表示
2,5-ジブロモピリジン2,5ジブロモピリジン2,5-ジブロモピリジン 臭化物2,5‐ジブロモピリジンDibromopyridine5-DibroMop2,5-DBr-Py5-DibroMopyridine2,5-Dibrompyridin2,5 dibromopyrdine
2,5-DIBROMOPYRIDINMFCD00006221NSC-765972,5-Dibromo Pyridine67987-57-93,6-DIBROMOPYRIDINENSC765972,5-dibrompyridine

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

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Pyridines
Physical DescriptionDark brown powder; [Sigma-Aldrich MSDS]

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

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 · 4 件

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 · 2 件

Status: No longer Valid Update: 17-10-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/30054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

Hazards SummaryA skin and strong eye irritant; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

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

化学と産業

応用分野 · 3 件

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 · 1 件

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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