5-ブロモピリミジン
5-Bromopyrimidine
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基本情報
- CAS
4595-59-9- 標準SMILES
Brc1cncnc1- InChIKey
GYCPLYCTMDTEPU-UHFFFAOYSA-N- 分子式
- C4H3BrN2
- 平均分子量
- 158.98 g/mol
- 単同位体質量
- 157.94796
概要
a radiosensitizing agent
名称と識別子
- 優先名称
- 5-Bromopyrimidine
- IUPAC
- 5-bromopyrimidine
- 現地名
- 5-ブロモピリミジン
- 英語名
- 5-Bromopyrimidine
- 分子式
- C4H3BrN2
- 分子量
- 158.98
名称と別名
5-Bromopyrimidine4595-59-9Pyrimidine, 5-bromo-5-BrPy compound5Z9X6MAT38DTXSID4063531RefChem:102211DTXCID6040458224-992-1MFCD000061175-bromo pyrimidine5-bromo-pyrimidine
名称をさらに表示
5-ブロモピリミジン5‐ブロモピリミジン5-ブロモピリミジン 臭化物5-ブロモピリミジン, 98%5-bromo-pyrimidin5-pyriMidine5-Brompyrimidin5-Bromo-1,3-diazinePYRIMIDINE, 2-BROMO-5-Bromopyrimidine,98%5-Bromopyrimidine >5-BROMOPYRIMIDINE 0.98
5-bromanylpyrimidineEINECS 224-992-1CHEMBL3423442STR00327HY-W008017PS-3029SY004103EN300-29556
データベース識別子
- CAS
4595-59-9- PubChem CID
- 78344
- DTXSID
DTXSID4063531- ChEMBL
CHEMBL3423442- UNII
- 5Z9X6MAT38
- EC Number
- 224-992-1
- Nikkaji
- J236.494H
物性
構造計算による物性補完中
- XLogP
- 0.7
- 極性表面積
- 25.8 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 2
- 回転可能結合数
- 0
- 重原子数
- 7
- 形式電荷
- 0
- 複雑度
- 51.7
実験および物理化学的性質
LogP0.66
Physical DescriptionDry Powder
物理化学的性質
- 融点
- 67 · 67-73 °C (lit.)
- 沸点
- 168 °C · 168°C(lit.)
- 比重(密度)
- 1.6448 · 1.6448 (rough estimate)
- 屈折率
- 1.526 · 1.5260 (estimate)
- 貯蔵温度
- Sealed in dry,Room Temperature
- 溶解性
- クロロホルムに可溶。
- 外見
- 結晶性粉末またはチャンク
- 酸解離定数(Pka)
- 1.4 · 1.40±0.10(Predicted)
- 色
- 黄色からベージュブラウン
- BRN
- 107326 · 107326
- InChI
- InChI=1S/C4H3BrN2/c5-4-1-6-3-7-2-4/h1-3H
- InChIKey
- GYCPLYCTMDTEPU-UHFFFAOYSA-N
- SMILES
- C1=NC=C(Br)C=N1
- CAS データベース
- 4595 · 4595-59-9(CAS DataBase Reference)
- NISTの化学物質情報
- 5 · Pyrimidine, 5-bromo-(4595-59-9)
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Warning
H315 (57.1%): 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 91 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
Pyrimidine, 5-bromo- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Pyrimidine, 5-bromo- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Pyrimidine, 5-bromo-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Irrit. 2 (57.1%)
CSL Reaction Information
CSL00135
ACETONE + 5-BROMOPYRIMIDINE + SULFURIC ACID + PERACETIC ACID
Upon drying the powder product was being scraped from a sintered glass funnel to complete the neutralization of the hemiacid salt when an explosion occurred. Subsequent testing determined that the peroxide dimer of acetone was the most likely cause of the explosion. This material is reported to be both shock and friction sensitive and known to sublime at room temperature.
Explosive
ACS Safety Letters
7/8/18
安全データ
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29335990
化学と産業
用途と製造
U.S. Production2023: 50,000 - <250,000 lb
Industry UsesIntermediate
General Manufacturing Information
Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing
Pyrimidine, 5-bromo-: ACTIVE
応用分野
用途有機合成原料。
説明5-Bromopyrimidine is an important structural unit in organic compounds, featuring a bromine functional group on its pyrimidine ring which serves as the active moiety enabling participation in diverse chemical reactions. Through acid-catalysed electrophilic alkylation of aromatic compounds with 5-bromopyrimidine, followed by oxidative rearrangement to form the dihydropyrimidine ring. Subsequent Sonogashira cross-coupling enables the preparation of 4-aryl-5-pyrimidylacetylene derivatives, which possess medicinal value.
使用5-Bromopyrimidine was used in the synthesis of N-heteroaryl substituted 9-arylcarbazolyl derivatives via palladium-catalyzed aerobic and ligand-free Suzuki reaction, (5-(phenylethynyl)pyrimidine) via microwave assisted organic synthesis (MAOS) Sonogashira protocol.
一般的な説明Rapid nucleophilic displacement reactions of 5-bromopyrimidine with nucleophiles under microwave irradiation has been studied. 5-Bromopyrimidine undergoes direct metallation with lithuium diisopropylamide to yield 4-lithio-5-bromopyrimidine.
調製方法
製造方法5-Bromopyrimidine is prepared by reacting dibromodifuranone with formamide in the presence of B2O2 catalyst at 180-185°C to obtain the product.
上流・下流製品情報
上流原料
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