1,8-Naphthalic anhydride

Base Information

• Chemical Name: 1,8-Naphthalic anhydride
• CAS No.: 81-84-5
• Molecular Formula: C12H6O3
• Molecular Weight: 198.178
• Hs Code.: 29173980
• European Community (EC) Number: 201-380-2
• NSC Number: 5747
• UNII: 32RS852X55
• DSSTox Substance ID: DTXSID4026505
• Nikkaji Number: J4.608F
• Wikipedia: 1,8-Naphthalic_anhydride
• Wikidata: Q424800
• ChEMBL ID: CHEMBL316059
• Mol file: 81-84-5.mol

Synonyms:1,8-naphthalenedicarboxylic acid anhydride;1,8-naphthalic anhydride;naphthalic acid anhydride;naphthalic anhydride

Chemical Property of 1,8-Naphthalic anhydride

Chemical Property:

• Appearance/Colour: beige to light brown powder
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 269 °C
• Refractive Index: 1.736
• Boiling Point: 407.5 °C at 760 mmHg
• Flash Point: 206.8 °C
• PSA: 43.37000
• Density: 1.449 g/cm³
• LogP: 2.15040
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform (Slightly, Heated), DMSO
• Water Solubility.: decomposes
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 198.031694049
• Heavy Atom Count: 15
• Complexity: 282

Purity/Quality:

99% ^*data from raw suppliers

1,8-Naphthoic Anhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Acid Anhydrides, Cyclic
• Canonical SMILES: C1=CC2=C3C(=C1)C(=O)OC(=O)C3=CC=C2
• Uses: Dyestuffs, organic synthesis in general. 1,8-Naphthalic anhydride is used as a seed protectant and to prepare dyestuffs and optical brighteners. It is used in the preparation of napthalimide analogues, which finds application as anticancer agents. Further, it is used as fluorescent brightening agent for polymeric materials.

Technology Process of 1,8-Naphthalic anhydride

There total 116 articles about 1,8-Naphthalic anhydride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

acenaphthene quinone (82-86-0) → 1,8-Naphthalic anhydride (81-84-5)

Guidance literature:

With potassium peroxomonosulfate; In methanol; at 20 ℃; for 18h;

DOI:10.1021/jo048665x

Reference yield: 92.0%

acenaphthene (83-32-9) → 1,8-Naphthalic anhydride (81-84-5)

Guidance literature:

With sodium dichromate;

Reference yield: 75.0%

sodium cyanide (773837-37-9) + acenaphthene quinone (82-86-0) → 1,8-Naphthalimide (81-83-4) + 1,8-Naphthalic anhydride (81-84-5) + 1-hydroxy-2-oxo-1-acenaphthylene-1-carbonitrile (69517-48-2)

Guidance literature:

With oxygen; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1016/j.crci.2015.07.007

upstream raw materials:

methanol

chloroform

naphthalene-1,8-dicarboxylic acid dichloride

ethanol

Downstream raw materials:

2-phenyl-2,3-dihydro-1H-1,3-phenalenedione

3-phenylmethylene-1H,3H-naphtho-[1,8-c,d]-pyran-1-one

8-o-toluoyl-[1]naphthoic acid

N-benzyloxy-naphthalimide

Refernces

• 1、 Reisen, Fabienne,Arey, Janet. "Reactions of hydroxyl radicals and ozone with acenaphthene and acenaphthylene". . p. 4302 - 4311. Retrieved 2002.
• 2、 Koo,Schuster. "-". . p. 847,850. Retrieved 1979.
• 3、 -. "Naphthalimide-polyamine conjugate as well as preparation method and application thereof". Paragraph 0030; 0108-0110; 0112. . Retrieved 2021/02/10.
• 4、 -. "Tetravalent platinum naphthalimide complex, preparation method and application thereof". Paragraph 0079; 0092-0095; 0099-0102; 0106-0109; 0113-0116. . Retrieved 2020/07/21.