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Merck
CN

8.02410

对苯醌

for synthesis

别名:

对苯醌, 对苯醌,1,4-苯醌,1,4-环己二烯-3,6-二酮

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关于此项目

经验公式(希尔记法):
C6H4O2
化学文摘社编号:
分子量:
108.09
UNSPSC Code:
12352115
EC Index Number:
203-405-2
NACRES:
NA.22
MDL number:
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产品名称

对苯醌, for synthesis

SMILES string

O=C1C=CC(=O)C=C1

InChI

1S/C6H4O2/c7-5-1-2-6(8)4-3-5/h1-4H

InChI key

AZQWKYJCGOJGHM-UHFFFAOYSA-N

vapor pressure

0.12 hPa ( 20 °C)

form

solid

autoignition temp.

560 °C

potency

130 mg/kg LD50, oral (Rat)

pH

4 (20 °C, 1 g/L in H2O)

mp

110-113 °C

solubility

10 g/L

density

1.32 g/cm3 at 20 °C

bulk density

700 kg/m3

storage temp.

2-30°C

Quality Level

Application

对苯醌可用作:
  • 自由基抑制剂
  • 作为催化剂通过苯并三唑和重氮基化合物的N1位烷基化反应合成高度位点选择性N1位烷基化苯并三唑。
  • 芳基烯烃醛的钯催化Wacker氧化反应中的氢受体和两电子氧化剂。
  • 芳基硼衍生物的钯催化无氧电氧化自身偶联的氧化还原介体。

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Flam. Sol. 1 - Muta. 2 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

存储类别

4.1B - Flammable solid hazardous materials

wgk

WGK 3

flash_point_f

170.6 °F - closed cup

flash_point_c

77 °C - closed cup

法规信息

危险化学品
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Pd (OAc) 2/p-Benzoquinone-Catalyzed Anaerobic Electrooxidative Homocoupling of Arylboronic Acids, Arylboronates and Aryltrifluoroborates in DMF and/or Water
Amatore C, et al.
European Journal of Organic Chemistry, 4567-4570 (2008)
Jingya Yang et al.
Organic letters, 22(18), 7284-7289 (2020-09-10)
A visible-light-promoted highly site-selective N1-alkylation of benzotriazoles with diazo compounds has been achieved under mild and metal-free conditions. Using cheap, readily available p-benzoquinone (PBQ) as a catalyst, a wide range of benzotriazoles and diazo compounds are reacted, providing N1-alkylated benzotriazoles
Peili Teo et al.
Organic letters, 14(13), 3237-3239 (2012-06-15)
A method for efficient and aldehyde-selective Wacker oxidation of aryl-substituted olefins using PdCl(2)(MeCN)(2), 1,4-benzoquinone, and t-BuOH in air is described. Up to a 96% yield of aldehyde can be obtained, and up to 99% selectivity can be achieved with styrene-related
Ruthenium-catalyzed carbon-carbon formation to synthesize tetraarylethanes and tetraarylxylylene through dechlorinative dimeric reaction
Li, Yanjun, et al.
Journal of Organometallic Chemistry, 687(1), 12-15 (2003)

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