2,5-Dichlorobenzoquinone (HCID 12011)

名称と識別子

優先名称: 2,5-Dichlorobenzoquinone
IUPAC: 2,5-dichlorocyclohexa-2,5-diene-1,4-dione
現地名: 2,5-ジクロロ-1,4-ベンゾキノン
英語名: 2,5-Dichlorobenzo-1,4-quinone
分子式: C6H2Cl2O2
分子量: 176.98

名称と別名

2,5-DichlorobenzoquinoneRefChem:4441752,5-DCBQ615-93-02,5-Dichloro-1,4-benzoquinone2,5-dichlorocyclohexa-2,5-diene-1,4-dione2,5-Dichlorobenzo-1,4-quinone2,5-Dichloro-p-benzoquinone2,5-Cyclohexadiene-1,4-dione, 2,5-dichloro-2,5-Dichloro-p-quinoneMFCD00041736p-BENZOQUINONE, 2,5-DICHLORO-

名称をさらに表示

2,5-ジクロロ-1,4-ベンゾキノン2,5-ジクロロ-p-ベンゾキノン2,5-ジクロロ-1,4-ベンゾキノン-2,5-ジクロロ-2,5-シクロヘキサジエン-1,4-ジオン2,5-ジクロロ-p-キノン1,4-ジクロロ-1,4-シクロヘキセン-3,6-ジオン2,5-ジクロロシクロヘキサ-2,5-ジエン-1,4-ジオン2,5-Dichlorchinon2,5-dichloro-1,4-benzene2,5-dichloro-p-benzoquinon

NSC 6251EINECS 210-453-8NSC6251p-Benzoquinone,5-dichloro-2,5-Dichoro-p-benzoquinoneSCHEMBL572902.5-Dichloro-p-benzoquinone2,4-dione, 2,5-dichloro-

データベース識別子

CAS: 615-93-0
PubChem CID: 12011
DTXSID: DTXSID9060657
ChEMBL: CHEMBL3311439
EC Number: 210-453-8
Nikkaji: J65.481G

物性

構造計算による物性

XLogP: 1.7
極性表面積: 34.1 Å²
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: 10
形式電荷: 0
複雑度: 235

物理化学的性質

融点: 160 · 160-163 °C(lit.)
沸点: 251.81 °C · 251.81°C (rough estimate)
比重(密度): 1.5138 · 1.5138 (rough estimate)
屈折率: 1.4595 · 1.4595 (estimate)
貯蔵温度: Sealed in dry,Room Temperature
溶解性: soluble in Methanol
外見: powder to crystal
色: Light yellow to Yellow to Orange
水溶解度: 水に不溶。
安定性: 安定。強力な酸化剤とは相容れない。
InChI: 1S/C6H2Cl2O2/c7-3-1-5(9)4(8)2-6(3)10/h1-2H
InChIKey: LNXVNZRYYHFMEY-UHFFFAOYSA-N
SMILES: ClC1=CC(=O)C(Cl)=CC1=O
CAS データベース: 615 · 615-93-0(CAS DataBase Reference)
NISTの化学物質情報: 2 · 2,5-Cyclohexadiene-1,4-dione, 2,5-dichloro-(615-93-0)
EPAの化学物質情報: 2 · 2,5-Cyclohexadiene-1,4-dione, 2,5-dichloro- (615-93-0)

化学的性質

化学的特性yellow powder

安全と法規制

安全データ

wgk: 3
tsca: TSCA listed
rtecs: DK3990000
hs_code: 2914698090
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 11 - Combustible Solids

化学と産業

応用分野 · 3 件

用途有機合成原料。

使用2,5-Dichloro-1,4-benzoquinone may be used in the following processes:As a starting material in the synthesis of asterriquinone D.As a model to study the utility of a novel photoreactor with LED (light-emitting diode) light source and a fibre-optic CCD (charge-coupled device) spectrophotometer.2,5-dichloro-3,6-bi(3-indolyl)-1,4-hydroquinone synthesis by palladium catalyzed reaction with indole.

一般的な説明2,5-Dichloro-1,4-benzoquinone (DCBQ) is a halogenated quinone. DCBQs are carcinogenic intermediates.They have benn identified as chlorination disinfection byproducts in drinking water. DCBQ has been reported to increse the decomposition of a model ROOH tert-butylhydroperoxide, via formation of t-butoxyl radicals. The isomers of the DCBQ dimer have been investigated for the non-covalent interactions (NCIs) by quantum chemical calculations. Halogen bond present in 2,5-dichloro-1,4-benzoquinone have been investigated by experimental as well as theoretical charge density analysis. Its reaction with pyrrolidine has been investigated.

調製方法

純化方法Recrystallise it twice from 95% EtOH to give yellow needles [Beck et al. J Am Chem Soc 108 4018 1986]. The dioxime has m 278o(dec). [Beilstein 7 H 632, 7 I 346, 7 II 580, 7 III 3376, 7 IV 2081.]