70372
1,4-萘醌
purum, ≥96.5% (HPLC)
别名:
α-萘醌
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关于此项目
经验公式（希尔记法）:
C10H6O2
化学文摘社编号:
分子量:
158.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-977-6
Beilstein/REAXYS Number:
878524
MDL number:
Assay:
≥96.5% (HPLC)
Form:
powder
grade
purum
Quality Segment
assay
≥96.5% (HPLC)
form
powder
mp
120-124 °C, 119-122 °C (lit.)
functional group
ketone
SMILES string
O=C1C=CC(=O)c2ccccc12
InChI
1S/C10H6O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H
InChI key
FRASJONUBLZVQX-UHFFFAOYSA-N
Application
1,4-Naphthoquinone is the key structural moiety of many anticancer and antifungal agents.
It can be used to synthesize:
Additional appilcation include:
It can be used to synthesize:
- 3,3-Disubstituted oxindoles via asymmetric Michael addition to oxindole.
- Bioactive isoindolines via asymmetric 1,3-dipolar cycloaddition to azomethine ylides generated in situ from aldehydes and diethyl aminomalonate.
- α,α-Difluoro-β-hydroxy ketone via ‘on water′ catalyst-free Mukaiyama-aldol reaction with difluoroenoxysilane.
- 2-Hydroxy-3-anilino-1,4-naphthoquinone, which shows potent in vivo antimalarial activity.
Additional appilcation include:
- As an arylation reagent for the α-arylation of aldehydes.
- As a starting material in the multi-step synthesis of benz[f]indole-4,9-diones.
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signalword
Danger
Hazard Classifications
Acute Tox. 1 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1C - Skin Sens. 1 - STOT SE 3
target_organs
Respiratory system
存储类别
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
flash_point_f
285.8 °F
flash_point_c
141 °C
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges