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
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关于此项目
经验公式（希尔记法）:
C8Cl2N2O2
化学文摘社编号:
分子量:
227.00
UNSPSC Code:
12352117
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-542-2
Beilstein/REAXYS Number:
747939
MDL number:
Assay:
98%
Form:
powder
InChI key
HZNVUJQVZSTENZ-UHFFFAOYSA-N
InChI
1S/C8Cl2N2O2/c9-5-6(10)8(14)4(2-12)3(1-11)7(5)13
SMILES string
ClC1=C(Cl)C(=O)C(C#N)=C(C#N)C1=O
assay
98%
form
powder
reaction suitability
reagent type: oxidant
mp
210-215 °C (dec.) (lit.)
storage temp.
2-8°C
Quality Level
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Application
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。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
supp_hazards
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
法规信息
危险化学品
此项目有
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)
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)
DDQ-mediated formation of carbon? carbon bonds: Oxidation of imines
Bortolotti B, et al.
Tetrahedron, 49, 10157-10157 (1993)
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
Mild and efficient photochemical and thermal deprotection of thioacetals and ketals using DDQ
Mathew L and Sankararaman S
The Journal of Organic Chemistry, 58, 7576-7576 (1993)
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