2,3-Naphthalenedicarboxylic Anhydride

2,3-Naphthalenedicarboxylic Anhydride Basic information
Appearance
Product Name:2,3-Naphthalenedicarboxylic Anhydride
Synonyms:2,3-NAPHTHALENEDICARBOXYLIC ANHYDRIDE;1,3-Dihydronaphtho[2,3-c]furan-1,3-dione;benzo[f][2]benzofuran-1,3-dione;benzo[f]isobenzofuran-1,3-quinone;2,3,NAPHTHALENEDICARBOXYLIC ACIDANHYDRIDE;naphtho[2,3-c]furan-1,3-dione;2,3-NAPHTHALI;2,3-NAPHTHALIC ANHYDRIDE
CAS:716-39-2
MF:C12H6O3
MW:198.17
EINECS:211-936-6
Product Categories:Absolute Configuration Determination (Exciton Chirality CD Method);Analytical Chemistry;Enantiomer Excess & Absolute Configuration Determination;Exciton Chirality CD Method (for Primary Amino Groups)
Mol File:716-39-2.mol
2,3-Naphthalenedicarboxylic Anhydride Structure
2,3-Naphthalenedicarboxylic Anhydride Chemical Properties
Melting point 246 °C
Boiling point 275-280 °C(Press: 100 Torr)
density 1.449±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
form Solid
color Pale Beige
Stability:Moisture Sensitive
InChIInChI=1S/C12H6O3/c13-11-9-5-7-3-1-2-4-8(7)6-10(9)12(14)15-11/h1-6H
InChIKeyIZJDCINIYIMFGX-UHFFFAOYSA-N
SMILESO1C(=O)C2=CC3C(C=C2C1=O)=CC=CC=3
EPA Substance Registry SystemNaphtho[2,3-c]furan-1,3-dione (716-39-2)
Safety Information
Safety Statements 22-24/25
HS Code 2917.39.7000
MSDS Information
2,3-Naphthalenedicarboxylic Anhydride Usage And Synthesis
Appearance2,3-NAPHTHALENEDICARBOXYLIC ANHYDRIDE is a pale Beige Solid.
DescriptionA few years ago, the product was still synthesized from the corresponding diacid, but in recent years, it has been difficult to find the shadow of the diacid in the market, and the sales of this product have been repeatedly restricted, resulting in high prices.
Uses2,3-Naphthalic anhydride is used as a reagent to synthesize analogues of Thalidomide (T338850), an inhibitor of tumour necrosis factor that was once abandoned because it caused birth defects, but is currently used as an inhibitor of angiogenesis in patients with multiple myeloma.
PreparationAdd anhydrous tetrahydrofuran (its mass ratio to maleic anhydride is 1.5:1), cat-1 (0.05 mole), maleic anhydride (1 mole), and o-phthalaldehyde (1.5 mole) to the reactor. After adding triethylamine (5 moles), adjust the temperature below -40°C. Silicon tetrachloride (4 moles) was added dropwise to the reaction system and the reaction was placed at -40 °C for 4 h. The mixture was heated to reflux for 20 h. After the end of the reaction, concentrating the solution to a certain concentration with diatomaceous earth filtration. A light yellow solid, namely 2,3-Naphthalenedicarboxylic Anhydride, is obtained by precipitation, filtration, recrystallization and drying. Its yield reaches 88%.
2,3-Naphthalenedicarboxylic Anhydride
1,8-NAPHTHALENEDICARBOXYLIC ANHYDRIDE-4-POTASSIUM SULFONATE,4-Potassiosulfo-1,8-naphthalenedicarboxylic anhydride 4-CHLORO-1,8-NAPHTHALENEDICARBOXYLIC ANHYDRIDE 3-Nitro-1,8-naphthalenedicarboxylic anhydride 4-Nitro-1,8-naphthalenedicarboxylic anhydride 2,3-ANTHRACENEDICARBOXYLIC ANHYDRIDE 1-PHENYL-2 3-NAPHTHALENEDICARBOXYLIC 4-BROMO-1,8-NAPHTHALENEDICARBOXYLIC ANHYDRIDE 3-Hydroxy-1,8-naphthalic anhydride 4-Amino-1,8-naphthalenedicarboxylic anhydride AKOS 92363 1,8-NAPHTHALENEDICARBOXYLIC ANHYDRIDE-4-SULPHO POTASSIUM SALT AKOS 92265 1,8-NAPHTHALENEDICARBOXYLIC ANHYDRIDE 4,5-Dichloro-1,8-naphthalenedicarboxylic anhydride 4-Hydroxy-1,8-naphthalenedicarboxylic anhydride 3,4-DIHYDRO-1,2-NAPHTHALENEDICARBOXYLIC ANHYDRIDE ---YELLOWISH CRYSTALLINE POWDER---,3,4-DIHYDRO-1,2-NAPHTHALENEDICARBOXYLIC ANHYDRIDE 4-BROMO-1,8-NAPHTHALENEDICARBOXYLIC ANHYDRIDE 2,3-Naphthalenedicarboxylic Anhydride

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