物质信息
ID:715229
名称和标识
IUPAC传统名
4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile
IUPAC标准名
4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile
别名
DDQ2,3-二氯-5,6-二氰基苯醌2,3-Dichloro-5,6-dicyano-1,4-benzoquinone
化合物性质
安全信息
GHS警示性声明
P264-P270-P301+P310-P321-P405-P501A
安全公开号
7/8-20-36-45
保存注意事项
Moisture Sensitive
GHS危险声明
H301
欧盟危险性物质标志
有毒 (T)TSCA收录
是
RTECS编号
GU4825000
联合国危险货物包装类别(PG)
II
GHS危险品标识
急性毒性（口服，皮肤接触，吸入），类别1,2,3
联合国危险货物等级
6.1
联合国危险货物编号
UN3439
危险公开号
25-29
产品相关信息
纯度
98+%
理化性质
熔点
214-218°C
描述信息
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分子图谱
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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).