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Merck
모든 사진(3)

문서

D60400

Sigma-Aldrich

2,3-Dichloro-5,6-dicyano-p-benzoquinone

98%

동의어(들):

4,5-Dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-dicarbonitrile, DDQ

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About This Item

실험식(Hill 표기법):
C8Cl2N2O2
CAS Number:
Molecular Weight:
227.00
Beilstein:
747939
EC Number:
MDL number:
UNSPSC 코드:
12352117
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

98%

형태

powder

반응 적합성

reagent type: oxidant

mp

210-215 °C (dec.) (lit.)

저장 온도

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

유사한 제품을 찾으십니까? 방문 제품 비교 안내

애플리케이션

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.

픽토그램

Skull and crossbones

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 3 Oral

보충제 위험성

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

개인 보호 장비

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


시험 성적서(COA)

제품의 로트/배치 번호를 입력하여 시험 성적서(COA)을 검색하십시오. 로트 및 배치 번호는 제품 라벨에 있는 ‘로트’ 또는 ‘배치’라는 용어 뒤에서 찾을 수 있습니다.

이 제품을 이미 가지고 계십니까?

문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

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)
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)
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)
Efficient synthesis of functionalized furans and benzofurans based on a '[3+ 2] cyclization/oxidation'strategy.
Bellur E, et al.
Tetrahedron Letters, 46(13), 2185-2187 (2005)
Lei Liu et al.
Organic letters, 12(20), 4686-4689 (2010-09-25)
Several oxidative reactions can be effected with MnO(2) in the presence of substoichiometric quantities of DDQ. These transformations include oxidative cyclization, deprotection, and dehydrogenation reactions. The use of MnO(2) as a terminal oxidant for DDQ-mediated reactions is attractive based on

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