Description
2,3-Dichloro-5,6-dicyano-p-benzoquinone
98%
Synonym(s):
4,5-Dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-dicarbonitrile, DDQ
Empirical Formula (Hill Notation):
C8Cl2N2O2
CAS Number:
84-58-2
Molecular Weight:
227.00
Beilstein:
747939
EC Number:
201-542-2
MDL number:
MFCD00001593
PubChem Substance ID:
24893996
NACRES:
NA.22
PROPERTIES
Quality Level
200
assay
98%
form
powder
reaction suitability
reagent type: oxidant
mp
210-215 °C (dec.) (lit.)
storage temp.
2-8°C
SMILES string
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
DESCRIPTION
Application
2,3-Dichloro-5,6-dicyano-p-benzoquinone (DDQ) can be used as:
- A deprotecting reagent for a variety of compounds, such as thioacetals, acetals, and ketals.
- An electron-transfer reagent for the synthesis of quinolines from imines and alkynes or alkenes.
- An effective reagent for the benzylic and allylic C−H functionalization.
- An oxidizing agent for the synthesis of functionalized furans and benzofurans.
- A reagent with Ph3P in an efficient synthesis of 1,2-benzisoxazoles.
Packaging
5, 10, 100 g in glass bottle
SAFETY INFORMATION
Signal Word
Danger
Hazard Statements
H301
Precautionary Statements
P264 - P270 - P301 + P310 - P405 - P501
Hazard Classifications
Acute Tox. 3 Oral
Supplementary Hazards
EUH029
Storage Class Code
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
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves