2,3-二氯-5,6-二氰基苯醌

• 产品号: A11879
• CAS号: 84-58-2
• 分子式: C8Cl2N2O2
• 分子量: 227.0038
• 纯 度: 98+%

产品别名

• 标题: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone
• IUPAC标准名: 4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile
• IUPAC传统名: 4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile
• 别名: DDQ

产品登记号

• CAS号: 84-58-2
• 默克索引号: 143063
• MDL号: MFCD00001593
• EC号: 201-542-2
• Beilstein号: 747939

产品性质

• 纯度: 98+%
• 熔点: 214-218°C
• GHS危险声明: H301
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• GHS警示性声明: P264-P270-P301+P310-P321-P405-P501A
• 危险公开号: 25-29
• RTECS编号: GU4825000
• 安全公开号: 7/8-20-36-45
• 保存注意事项: Moisture Sensitive
• TSCA收录: 是
• 联合国危险货物等级: 6.1
• 联合国危险货物编号: UN3439
• 联合国危险货物包装类别(PG): II

参考文献

• Silyl and THP ethers are deprotected: J. Chem. Soc., Perkin 1, 2997 (1992); Synth. Commun., 25, 2373 (1995), respectively. Ethers of benzylic or allylic alcohols are oxidized to aldehydes, permitting the use of the methoxymethyl group as a masked aldehyde: Can. J. Chem., 67, 699 (1989). For cleavage of thioacetals to carbonyl groups, see: J. Org. Chem., 58, 7576 (1993); Chem. Lett., 965 (1994).
• Widely used dehydrogenation reagent, e.g. in aromatization reactions; review: Chem. Rev., 67, 153 (1967); 78, 317 (1978). For an example, see: Org. Synth. Coll., 6, 731 (1988). Dehydrogenation of chromanones to chromones and flavanones to flavones: Synthesis, 310 (1983); spirocyclohexenones to the corresponding cross-conjugated dienones: Org. Synth. Coll., 7, 473 (1990).
• Catalyzes formation of THP ethers from alcohols: Bull. Chem. Soc. Jpn., 65, 304 (1992), the isopropylidenation of carbohydrates with 2,2-Dimethoxypropane, A13810: Acta Chem. Scand., 47, 843 (1993); and C-N bond formation e.g. imines from arylamines and aldehydes (see also 1,2-Dianilinoethane, B23098), and, with 1 mole of DDQ, benzimidazole formation: Tetrahedron, 51, 5813 (1995):
  
• For a brief feature on uses of the reagent in synthesis, see: Synlett, 196 (2006).