2,3-디클로로-5,6-디시아노-1,4-벤조퀴논
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2,3-디클로로-5,6-디시아노-1,4-벤조퀴논 속성
- 녹는점
- 210-215 °C (dec.)(lit.)
- 끓는 점
- 301.8±42.0 °C(Predicted)
- 밀도
- 1.7500 (estimate)
- 저장 조건
- Store below +30°C.
- 용해도
- 벤젠, 메탄올, 아세트산 및 디옥산에 용해됩니다. 클로로포름, 디클로로메탄에 약간 용해됩니다.
- 물리적 상태
- 결정질 분말 또는 결정
- 색상
- 노란색에서 주황색으로
- 수용성
- 물과 반응
- 감도
- Moisture Sensitive
- Merck
- 14,3063
- BRN
- 747939
- InChIKey
- HZNVUJQVZSTENZ-UHFFFAOYSA-N
- CAS 데이터베이스
- 84-58-2(CAS DataBase Reference)
안전
- 위험 및 안전 성명
- 위험 및 사전주의 사항 (GHS)
위험품 표기 | T | ||
---|---|---|---|
위험 카페고리 넘버 | 25-29-41-37/38-20/21-23/24/25 | ||
안전지침서 | 22-24/25-37-45-36/37-26-36/37/39 | ||
유엔번호(UN No.) | UN 3439 6.1/PG 3 | ||
WGK 독일 | 3 | ||
RTECS 번호 | GU4825000 | ||
F 고인화성물질 | 21 | ||
TSCA | Yes | ||
위험 등급 | 6.1 | ||
포장분류 | II | ||
HS 번호 | 29269095 |
2,3-디클로로-5,6-디시아노-1,4-벤조퀴논 C화학적 특성, 용도, 생산
개요
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) has a variety of applications. DDQ is a deprotection agent for ketals, acetals, and thioacetals. It is a useful electron transfer reagent for synthesis of quinolones and an oxidizing agent used to synthesize steroids. Additionally, DDQ is used with Ph3P to synthesize 1,2-benzisoxazoles.화학적 성질
yellow to orange powder용도
An oxidizing agent, especially in steroid synthesis.2,3-Dichloro-5,6-dicyano-1,4-benzoquinone is used as a reagent for oxidative couplings and cyclization reactions and dehydrogenation of alcohols, phenols and steroid ketones. It is also used in the synthesis of 1,2-benzisoxazoles. It is a useful electron-transfer reagent for synthesis of quinolines from imines and alkynes or alkenes.
제조 방법
The first synthesis of 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) was described by J.Thiele and F.Guntber in 1906. However, no interest was shown in the compound until Linstead and co-workers discovered its extraordinary potency as a dehydrogenating agent. Its oxidation potential is greater than that of any other known quinone.2,3-Dichloro-5,6-Dicyanobenzoquinone (DDQ). A New Preparation
주요 응용
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.
Mechanism of action
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) has many applications in the oxidation of various organic compounds such as ketones, alcohols, phenols, aromatic compounds, heterocyclic structures, etc. Apart from that, the presence of two chlorine atoms and two nitrile groups on the benzoquinone ring may also behave as a potential chlorinating agent. Consequently, DDQ could act simultaneously as the chlorinating agent and the oxidant. It can also remove the protective functional groups during deprotections of different chemical entities. For dehydrogenation by DDQ, the mechanism includes the transfer of hydride to the quinone oxygen followed by the transfer of a proton to the phenolate ion[1].Safety
DDQ reacts with water to release highly toxic hydrogen cyanide (HCN). A low-temperature and weakly acidic environment increases the stability of DDQ.Purification Methods
Crystallise DDQ from CHCl3, CHCl3/*benzene (4:1), or *benzene and store it at 0o. [Pataki & Harvey J Org Chem 52 2226 1987, Beilstein 10 H 902, 10 II 635, 10 IV 3521.]2,3-디클로로-5,6-디시아노-1,4-벤조퀴논 준비 용품 및 원자재
원자재
준비 용품
2,3-디클로로-5,6-디시아노-1,4-벤조퀴논 공급 업체
글로벌( 500)공급 업체
공급자 | 전화 | 이메일 | 국가 | 제품 수 | 이점 |
---|---|---|---|---|---|
Hangzhou Qiwei Pharmatech Co.,Ltd | 13282840061 |
mw@qwpharmatech.com | China | 109 | 58 |
Hebei Yanxi Chemical Co., Ltd. | +86-17531190177; +8617531190177 |
peter@yan-xi.com | China | 5873 | 58 |
Firsky International Trade (Wuhan) Co., Ltd | +8615387054039 |
admin@firsky-cn.com | China | 436 | 58 |
Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 |
sales@capotchem.com | China | 29798 | 60 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 |
info@tianfuchem.com | China | 21668 | 55 |
Zjartschem | +86-571 87238903 |
jocelynpan@zjarts.com | CHINA | 993 | 58 |
Tianjin Zhongxin Chemtech Co., Ltd. | +86-022-66880623 +8618622897568 |
sales@tjzxchem.com | China | 562 | 58 |
career henan chemical co | +86-0371-86658258 +8613203830695 |
sales@coreychem.com | China | 29894 | 58 |
NINGBO INNO PHARMCHEM CO., LTD. | 13867897135 |
sales@nbinno.com | CHINA | 925 | 58 |
Hubei Jusheng Technology Co.,Ltd. | 18871490254 |
linda@hubeijusheng.com | CHINA | 28180 | 58 |