cyclohexa-2,5-diene-1,4-dione

• ChemBase编号: 103047
• 分子式: C6H4O2
• 平均质量: 108.09476
• 单一同位素质量: 108.02112937
• SMILES: O=C1C=CC(=O)C=C1
• Canonical SMILES: O=C1C=CC(=O)C=C1
• InChI: InChI=1S/C6H4O2/c7-5-1-2-6(8)4-3-5/h1-4H
• InChIKey: AZQWKYJCGOJGHM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: cyclohexa-2,5-diene-1,4-dione
• IUPAC传统名: quinone
• 别名: 苯醌; 对苯醌; p-benzoquinone; p-quinone; 1,4-Benzoquinone; benzoquinone; Quinone; p-BENZOQUINONE; p-Benzoquinone; 1,4-Benzoquinone; p-Benzoquinone

登记号

• CAS号: 106-51-4
• EC号: 203-405-2
• MDL号: MFCD00001591
• Beilstein号: 773967
• 默克索引号: 148074
• PubChem SID: 24847521; 24891552; 162090615
• PubChem CID: 4650
• CHEBI ID: 16509
• CHEMBL: 8320
• Chemspider ID: 4489
• KEGG ID: C00472
• 美国药典/FDA物质标识码: 3T006GV98U
• 维基百科标题: 1,4-Benzoquinone

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.0241138
• LogD (pH = 7.4): 1.0241138
• Log P: 1.0241138
• 摩尔折射率: 31.0288 cm^3
• 极化性: 10.729253 Å^3
• 极化表面积: 34.14 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Slightly soluble in petroleum ether; soluble in acetone; very soluble in ethanol, benzene, diethyl ether; Slightly soluble in water
• 外观: Yellow solid
• 熔点: 111-114 °C; 112-114 °C; 112-115°C; 113-115 °C(lit.); 115°C; 116 °C
• 沸点: ca 180°C subl.; Sublimes
• 闪点: 170.6 °F; 77 °C; 77°C(171°F)
• 自燃点: 560 °C (1040 °F); 815 °F
• 密度: 1.3 (water = 1); 1.318; 1.318 g/cm^3 at 20 °C
• 蒸汽压: 0.09 mm Hg at 20 °C; 0.1 mmHg ( 25 °C)
• 蒸汽密度: 3.7 (air = 1); 3.73 (vs air)

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: DK2625000
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); 有毒(Toxic) (T)
• 联合国危险货物编号: 2587; UN2587
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 2; II
• 澳大利亚Hazchem: 2Z
• 危险公开号: 23/25-36/37/38-50; R:23/25-36/37/38-50; R23/25 R36/37/38 R50
• 安全公开号: 26-28-45-61; S:26-28-45-61; S26 S28 S45 S61
• 欧盟危险货物分类: T2
• 欧盟危险识别号(EUHIN): 6.1B
• 美国ERG指导号: 153
• TSCA收录: 是
• GHS危险品标识: GHS06; GHS09
• GHS警示词: Danger
• 主要危害: Toxic
• GHS危险声明: H301 + H331-H315-H319-H335-H400; H301-H315-H319-H331-H335-H400; H301-H331-H315-H319-H335-H400
• GHS警示性声明: P261-P273-P301 + P310-P305 + P351 + P338-P311; P280H-P273-P305+P351+P338-P302+P352-P309-P310
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges; Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2587 6.1/PG 2
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: human ... ACHE(43), BCHE(590), CES1(1066)

产品相关信息

• 纯度: ≥98%; ≥98.0% (HPLC); ≥99% (GC); ≥99.5% (HPLC); 95+%; 97%; 98%; 98+%
• 级别: purum; reagent grade
• 燃烧残渣: ≤0.3% (as SO4)
• 品质说明: for spectrophotometric det. of amines
• 升华残渣: ≤0.1%; ≤1%
• Pharmacopeia Traceability: traceable to USP 1056504
• 线性分子式: C6H4(=O)2
• 分类: Genuine Natural Compounds

详细说明

MP Biomedicals - 02150439

Purity: 98%

Sigma Aldrich - 12309

Other Notes
用于分光光度法检测微量胺的试剂1

Sigma Aldrich - B10358

General description
自由基抑制剂
包装
1 kg in glass bottle
5, 100, 500 g in glass bottle
Application
用于 Diels-Alder 环加成的亲二烯体，以形成萘醌类1和 1,4-菲二酮。2

参考文献

• Mild reoxidant in palladium-catalyzed reactions, to convert Pd(0) back to Pd(II); see e.g.: Org. Synth. Coll., 8, 137 (1993). For use in the Pd-catalyzed oxidative addition of amines to electron-deficient alkenes, to give enamines, see Palladium(II) chloride, 11034. For the cis-1,4-stereo- and regioselective chloroacetoxylation of 1,3-dienes by Pd(OAc)₂ and LiCl, in the presence of benzoquinone, see Palladium(II) acetate, 10516.
• Reacts with allyl or isoprenyl tin derivatives in the presence of BF₃ etherate to give ortho allyl-substituted quinones: Org. Synth. Coll., 9, 741 (1998). For a reaction scheme, see 2,3-Dimethoxy-5-methyl-1,4-benzoquinone, B24777.