1,4-Naphthoquinone
SIAL/70372 - purum, ≥96.5% (HPLC)
Synonym: α-Naphthoquinone
CAS Number: 130-15-4
Empirical Formula (Hill Notation): C10H6O2
Molecular Weight: 158.15
EC Number: 204-977-6
MDL Number: MFCD00001676
Linear Formula: C10H6O2
Product Type: Chemical
| assay | ≥96.5% (HPLC) |
| form | powder |
| functional group | ketone |
| grade | purum |
| InChI | 1S/C10H6O2/c11-9-5-6-10(1 |
| InChI key | FRASJONUBLZVQX-UHFFFAOYSA |
| mp | 119-122 °C (lit.) |
| 120-124 °C | |
| Quality Level | 200  |
| SMILES string | O=C1C=CC(=O)c2ccccc12 |
| Application: | 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 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. |
| Symbol |    GHS05,GHS06,GHS09 |
| Signal word | Danger |
| Hazard statements | H301 + H311 - H314 - H317 - H330 - H335 - H410 |
| Precautionary statements | P260 - P280 - P301 + P310 + P330 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 |
| Hazard Codes | T+,N |
| Risk Statements | 25-26-36/37/38-43-50 |
| Safety Statements | 26-36/37-45-61 |
| RIDADR | UN2811 - class 6.1 - PG 1 - RQ - Toxic solids, organic, n.o.s. H |
| WGK Germany | WGK 3 |
| Flash Point(F) | 285.8 °F |
| Flash Point(C) | 141 °C |
| Purity | ≥96.5% (HPLC) |
| mp | 119-122 °C (lit.); 120-124 °C |
| UNSPSC | 12352100 |