CAS 84-58-2|4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile|4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile|2,3-DICHLORO-5,6-DICYANOQUINONE|1,2-Dichloro-4,5-dicyano-3,6-dio...

基本信息

化学结构

分子式

C₈Cl₂N₂O₂

分子量

227.0038

精确质量

225.93368261

电荷

InChI

InChI=1S/C8Cl2N2O2/c9-5-6(10)8(14)4(2-12)3(1-11)7(5)13

InChIKey

HZNVUJQVZSTENZ-UHFFFAOYSA-N

Canonic Smiles

N#CC1=C(C#N)C(=O)C(=C(C1=O)Cl)Cl

Isomeric Smiles

ClC1=C(C(=O)C(=C(C1=O)C#N)C#N)Cl

计算属性

JChem

质子受体

质子供体

LogD (pH = 5.5)

1.4257357

LogD (pH = 7.4)

1.4257357

Log P

1.4257357

摩尔折射率

50.7186

极化性

18.073162

极化表面积

81.72

可自由旋转的化学键

里宾斯基五规则

true

数据来源

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

2,3-DICHLORO-5,6-DICYANOQUINONE4,5-Dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile2,3-Dichloro-5,6-dicyano-1,4-benzoquinone1,2-Dichloro-4,5-dicyano-3,6-dioxocyclohexa-1,4-diene2,3-Dichloro-5,6-dicyano-p-benzoquinone2,3-二氯-5,6-二氰基对苯醌4,5-二氯-3,6-二氧-1,4-环己二烯-1,2-二甲腈DDQ4,5-Dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-dicarbonitrile* 2,3-Dichloro-5,6-dicyano-p-benzoquinone* 4,5-Dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-dicarbonitrile* Dichlorodicyanobenzoquinone2,3-DICHLORO-5,6-DICYANO-1,4-BENZOQUINONEDichlorodicyano-p-benzoquinone1,2-Dichloro-4,5-dicyano-p-benzoquinoneNSC 401087Dicyanodichloroquinone2,3-Dichloro-5,6-dicyano-p-quinone2,3-Dichloro-5,6-dicyanobenzoquinone2,3-Chloro-5,6-dicyanoquinone2,3-Dichloro-5,6-dicyano-1,4-benzoquinone2,3-二氯-5,6-二氰基苯醌2,3-Dichloro-5,6-dicyano-p-benzoquinone

名称和标识

数据登录号

EC号

默克索引号

Beilstein号

MDL号

CAS号

PubChem SID

2486186716204208324893996

维基百科标题

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone

PubChem CID

6775

Chemspider ID

6517

数据登录号

化合物性质

安全信息

化合物性质

分子相关蛋白质

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分子图谱

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描述信息

MP Biomedicals

02150864

Orange-yellow crystals.
Dehydrogenation reagent. Also used as a spray reagent for carbazoles.

05209966

MP Biomedicals Rare Chemical collection

Wikipedia

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone

Sigma Aldrich

D60400

Application
多种化合物（例如硫缩醛、缩醛和缩酮）的通用脱保护试剂。可用于通过亚胺和炔烃或烯烃合成喹啉的电子转移试剂。
用于与 Ph3P 高效合成 1 2-苯并异噁唑类化合物。1
包装
5, 10, 100 g in glass bottle

35680

Other Notes
用于氢化芳族化合物脱氢的试剂1；用于温和断裂醚类保护基团的试剂2,3,4

TRC

D434110

An oxidizing agent, especially in steroid synthesis.

描述信息

参考文献

PubChem文献

数据源提供

• 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):