基本情報
- 標準SMILES
Brc1ccccn1- InChIKey
IMRWILPUOVGIMU-UHFFFAOYSA-N- 分子式
- C5H4BrN
- 平均分子量
- 158 g/mol
- 単同位体質量
- 156.95271123
概要
2-bromopyridine is a monobromopyridine.
名称と識別子
- 優先名称
- 2-Bromopyridine
- IUPAC
- 2-bromopyridine
- 現地名
- 2-ブロモピリジン
- 英語名
- 2-Bromopyridine
- 分子式
- C5H4BrN
- 分子量
- 158
名称と別名
名称をさらに表示
データベース識別子
- CAS
109-04-6- PubChem CID
- 7973
- DTXSID
DTXSID6051564- ChEMBL
CHEMBL331374- ChEBI
CHEBI:51574- UNII
- 7Z7MLC4VD8
- EC Number
- 203-641-6
- Nikkaji
- J32.655K
物性
構造計算による物性
- XLogP
- 1.4
- 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
- 7
- 形式電荷
- 0
- 複雑度
- 56
実験および物理化学的性質
物理化学的性質
- 融点
- 193 °C · 193°C
- 沸点
- 192 · 192-194 °C (lit.)
- 比重(密度)
- 1.657 g/mL · 1.657 g/mL at 25 °C (lit.)
- 屈折率
- 20 · n20/D 1.572(lit.)
- 闪点
- 130 °F · 130 °F
- 貯蔵温度
- Keep in dark place,Sealed in dry,Room Temperature
- 溶解性
- 20 g/リットル · 20g/リットル
- 外見
- 液体
- 酸解離定数(Pka)
- 1 · pK1: 0.71(+1) (25°C)
- 色
- 無色透明~淡褐色
- 水溶解度
- 水とわずかに混和する。
- BRN
- 105789 · 105789
- Henry's Law Constant
- 1.3 · 1.3×100 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- Dielectric constant
- 24.02 · 24.02
- 安定性
- 安定。可燃性。強力な酸化剤、強酸、酸塩化物とは相容れない。
- InChI
- 1S/C5H4BrN/c6-5-3-1-2-4-7-5/h1-4H
- InChIKey
- IMRWILPUOVGIMU-UHFFFAOYSA-N
- SMILES
- Brc1ccccn1
- LogP
- 1.42 · 1.42
- CAS データベース
- 109 · 109-04-6(CAS DataBase Reference)
- NISTの化学物質情報
- 2 · Pyridine, 2-bromo-(109-04-6)
- EPAの化学物質情報
- 2 · Pyridine, 2-bromo- (109-04-6)
化学的性質
化学的特性light yellow oily or dark red liquid. miscible with ethanol, ether, benzene and pyridine, still soluble in water.
安全と法規制
GHS分類
GHS Classification
Danger
H226 (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.
危険有害性情報
Regulatory Information
Chemical: Pyridine, 2-bromo-
Status: Active Update: 16-06-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/18620
2-Bromopyridine: HSNO Approval: HSR006014 Approved with controls
毒性情報
EPA Provisional Peer-Reviewed Toxicity Values
2-Bromopyridine
PDF Document
2011
安全データ
- F
- 8
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- US3850000
- ridadr
- UN 2929 6.1/PG 2
- hs_code
- 29333999
- risk_code
- 10-24/25-36/37/38-23/24/25-20/21/22
- 消防法
- 危-4-2-III
- hazard_code
- T,Xn,F
- hazard_note
- Toxic
- safety_code
- 16-36/37-45-38-36/37/39-28A-26
- hazard_class
- 6.1
- packing_group
- II
- Hazard Classifications
- Acute Tox. 2 DermalAcute Tox. 3 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- ストレージクラス
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
化学と産業
用途と製造
応用分野
用途有機合成原料。
使用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.
調製方法
製造方法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%.
純化方法Dry 2-bromopyridine over KOH for several days, then distil it from CaO under reduced pressure, and taking the middle fraction. [Beilstein 20/5 V 422.]
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