| Identification | More | [Name]
1,8-Naphthalic anhydride | [CAS]
81-84-5 | [Synonyms]
1,8-NAPHTHALENEDICARBOXYLIC ACID ANHYDRIDE 1,8-NAPHTHALENEDICARBOXYLIC ANHYDRIDE 1,8-NAPHTHALIC ACID ANHYDRIDE 1,8-NAPHTHALIC ANHYDRIDE 1H,3H-BENZO[DE]ISOCHROMENE-1,3-DIONE 1H, 3H-NAPHTHO(1,8-CD)-PYRAN-1,3-DIONE NAPHTHALENE-1,8-DICARBOXYLIC ACID ANHYDRIDE Naphthalene-1,8-dicarboxylic anhydride NAPHTHALIC ANHYDRIDE NAPHTHO[1,8,8A-C,D]PYRAN-1,3-DIONE PROTECT(R) 1,8-naphthalenediocanhydride 1,8-Naphthoic anhydride 1,8-Napthalic anhydride ai3-09071 Benzo[de]isochromene-1,3-dione Naphthalenedicarboxylic-1,8-anhydride naphthalenedicarboxylicanhydride naphthalic Naphthalic acid anhydride | [EINECS(EC#)]
201-380-2 | [Molecular Formula]
C12H6O3 | [MDL Number]
MFCD00006925 | [Molecular Weight]
198.17 | [MOL File]
81-84-5.mol |
| Chemical Properties | Back Directory | [Appearance]
BEIGE TO LIGHT BROWN POWDER | [Melting point ]
269 °C | [Boiling point ]
295.48°C (rough estimate) | [density ]
1.2571 (rough estimate) | [vapor pressure ]
0Pa at 25℃ | [refractive index ]
1.5550 (estimate) | [Fp ]
272 °C
| [storage temp. ]
Store below +30°C. | [solubility ]
Chloroform (Slightly, Heated), DMSO | [form ]
Powder | [color ]
Beige to light brown | [Water Solubility ]
decomposes | [Sensitive ]
Moisture Sensitive | [BRN ]
153190 | [Henry's Law Constant]
1.6×101 mol/(m3Pa) at 25℃, HSDB (2015) | [InChI]
1S/C12H6O3/c13-11-8-5-1-3-7-4-2-6-9(10(7)8)12(14)15-11/h1-6H | [InChIKey]
GRSMWKLPSNHDHA-UHFFFAOYSA-N | [SMILES]
O=C1OC(=O)c2cccc3cccc1c23 | [LogP]
3.24 | [Surface tension]
72.5mN/m at 1.3mg/L and 20℃ | [Uses]
Dyestuffs, organic synthesis in general. | [CAS DataBase Reference]
81-84-5(CAS DataBase Reference) | [NIST Chemistry Reference]
1,8-Naphthalic anhydride(81-84-5) | [EPA Substance Registry System]
1,8-Naphthalic anhydride (81-84-5) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S37/39:Wear suitable gloves and eye/face protection . S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
2
| [RTECS ]
QK5350000
| [F ]
21 | [TSCA ]
Yes | [REACH Registrations]
Active | [HS Code ]
29173980 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 | [Hazardous Substances Data]
81-84-5(Hazardous Substances Data) |
| Hazard Information | Back Directory | [Chemical Properties]
BEIGE TO LIGHT BROWN POWDER | [Definition]
ChEBI: Naphthalic anhydride is a cyclic dicarboxylic anhydride. | [Production Methods]
No public source provides a proprietary industrial synthesis for nahthalic anhydride. However, its production can be inferred from its chemical structure. Industrial manufacture would typically begins with oxidation of naphthalene to form 1,8 naphthalic acid, followed by intramolecular dehydration to generate the anhydride ring system, steps consistent with the way 1,8 naphthalic anhydride is produced as a chemical intermediate in the dye and agrochemical industries. After cyclodehydration, the crude anhydride would be purified through controlled heating, solvent washing, and crystallisation to achieve the high purity required for use as a safener in seed treatment formulations. | [Mechanism of action]
Enhances cytochrome P450-mediated oxidative metabolism of the herbicide | [Purification Methods]
Extract it with cold aqueous Na2CO3 to remove free acid, then crystallise from acetic anhydride. [Beilstein 17 III/IV 6392, 17/11 V 492.] | [Pesticide Type]
Semiochemical |
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