D60400
2,3-二氯-5,6-二氰基对苯醌
98%
别名:
4,5-二氯-3,6-二氧-1,4-环己二烯-1,2-二甲腈, DDQ
质量水平
方案
98%
表单
powder
反应适用性
reagent type: oxidant
mp
210-215 °C (dec.) (lit.)
储存温度
2-8°C
SMILES字符串
ClC1=C(Cl)C(=O)C(C#N)=C(C#N)C1=O
InChI
1S/C8Cl2N2O2/c9-5-6(10)8(14)4(2-12)3(1-11)7(5)13
InChI key
HZNVUJQVZSTENZ-UHFFFAOYSA-N
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应用
2,3-二氯-5,6-二氰基对苯醌（DDQ）可以用作：
- 各类化合物的脱保护剂，例如硫缩醛、乙缩醛和缩酮。
- 由亚胺和炔烃或烯烃合成喹啉的电子转移试剂。
- 苄基和烯丙基C−H官能化的有效试剂。
- 合成官能化呋喃和苯并呋喃的氧化剂。
- 结合Ph3P有效合成1,2-苯并恶唑类化合物的试剂。
警示用语：
Danger
危险声明
危险分类
Acute Tox. 3 Oral
补充剂危害
储存分类代码
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
法规信息
危险化学品
此项目有
历史批次信息供参考:
分析证书(COA)
Lot/Batch Number
Deprotection of benzyl ethers using 2, 3-dichloro-5, 6-dicyano-p-benzoquinone (DDQ) under photoirradiation.
Rahim MA, et al.
Tetrahedron Letters, 46(43), 7307-7309 (2005)
Solvent-Free One-Step Photochemical Hydroxylation of Benzene Derivatives by the Singlet Excited State of 2, 3-Dichloro-5, 6-dicyano-p-benzoquinone Acting as a Super Oxidant.
Ohkubo K, et al.
Chemistry?A European Journal , 21(7), 2855-2861 (2015)
A novel method for the highly efficient synthesis of 1,2-benzisoxazoles under neutral conditions using the Ph3P/DDQ system
Iranpoor N, et al.
Tetrahedron Letters, 47, 8247-8247 (2006)
Ayse Kocabalkanli et al.
Farmaco (Societa chimica italiana : 1989), 57(12), 993-997 (2003-02-05)
Nucleosides have been of great interest since their strong antiviral activities were discovered. 1,3-Oxathiolane ring system has been known for many years, but it is in recent years that the ring has been used as the sugar ring in nucleoside
DDQ-mediated formation of carbon? carbon bonds: Oxidation of imines
Bortolotti B, et al.
Tetrahedron, 49, 10157-10157 (1993)
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