1,4-萘醌

C₁₀H₆O₂

158.15

878524

204-977-6

MFCD00001676

329762061

NA.22

1,4-Naphthoquinone is the key structural moiety of many anticancer and antifungal agents.
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.

200

purum

≥96.5% (HPLC)

powder

119-122 ℃ (lit.)
120-124 ℃

O=C1C=CC(=O)c2ccccc12

1S/C10H6O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H

FRASJONUBLZVQX-UHFFFAOYSA-N

GHS05,GHS06,GHS09

Danger

H301 + H311 - H314 - H317 - H330 - H335 - H410

P260 - P280 - P301 + P310 + P330 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338

Acute Tox. 1 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Corr. 1C - Skin Sens. 1 - STOT SE 3

Respiratory system

6.1B - Non-combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK 3

285.8 °F

141 ℃

Eyeshields, Faceshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges