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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:
产品名称
2,3-二氯-5,6-二氰基对苯醌, 98%
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)
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)
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)
Predictive model for oxidative C-H bond functionalization reactivity with 2, 3-dichloro-5, 6-dicyano-1, 4-benzoquinone.
Morales-Rivera CA, et al.
Journal of the American Chemical Society, 139(49), 17935-17944 (2017)
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