18959-30-3

18959-30-3 - Names and Identifiers

Name	4,5-Difluorophthalic anhydride
Synonyms	6-deoxy-6-fluorohexopyranose 4,5-Difluorophthalic anhydride 4,5-DIFLUOROPHTHALIC ANHYDRIDE 5,6-Difluoroisobenzofuran-1,3-dione 5,6-difluoro-2-benzofuran-1,3-dione 5,6-difluoro-1,3-Isobenzofurandione 5,6-Difluoro-2-benzofuran-1,3-dione 1,3-Isobenzofurandione, 5,6-difluoro- 4,5-DIFLUOROPHTHALIC ANHYDRIDE FOR SYNTH 5,6-difluoro-1,3-dihydro-2-benzofuran-1,3-dione 5,6-Difluoro-2-benzofuran-1,3-dione, 5,6-Difluoroisobenzofuran-1,3-dione
CAS	18959-30-3
EINECS	808-095-8
InChI	InChI=1/C8H2F2O3/c9-5-1-3-4(2-6(5)10)8(12)13-7(3)11/h1-2H
InChIKey	UATBWQQFLABWKR-UHFFFAOYSA-N

18959-30-3 - Physico-chemical Properties

Molecular Formula	C8H2F2O3
Molar Mass	184.1
Density	1.658
Melting Point	99-100℃
Boling Point	321.2±32.0 °C(Predicted)
Flash Point	143.3°C
Vapor Presure	0.000302mmHg at 25°C
Storage Condition	Store below +30°C.
Refractive Index	1.555

18959-30-3 - Risk and Safety

Hazard Symbols	Xi - Irritant
HS Code	29329990
Hazard Note	Irritant

18959-30-3 - Reference Information

introduction

4, 5-difluorophthalic anhydride is a halogenated 1, 3-indanedione compound. 4, 5-difluoro phthalic anhydride is very easy to carry out derivatization reaction due to its high carbonyl group at position 1,3 and methylene group at position 2, and the electron withdrawing effect is obvious after halogen replaces aromatic hydrogen, making This kind of material becomes the electron acceptor unit of non-fullerene in A- D-A.

preparation

step 1: add 100 g4, 5-difluoro phthalic acid and 150ml acetic anhydride to a three-port reaction bottle, then raise the temperature to 120 ℃ for reflux, stop heating after 12h of reaction, and cool to room temperature to find white crystals to precipitate. The above crystals were filtered and then washed with petroleum ether, and the gray solid obtained was 89g (yield 98%)1H NMR(CD2Cl 2,400MHz):δ(ppm)7.73(m,2H),3.23(s,2H) after drying. Step 2: Weigh 75g of the above anhydride and disperse it in a mixture of 500ml of acetic anhydride and 250ml of triethylamine, stir at room temperature for 5min, then add 40g of ethyl acetoacetate to the reaction bottle, and stir at room temperature overnight. Step 3: Drop 810ml2N hydrochloric acid into the reaction system, and it can be seen that there is precipitation in the reaction system. Determine whether the reaction reaches the end point by whether the reaction releases carbon dioxide, and stop dropping after reaching the end point. Then gradually raise the temperature to 100 ℃ and keep it for 2 hours. After the reaction, filtration, water washing and petroleum ether washing were carried out, and 42g of product (yield 85%) was obtained after vacuum drying.

Last Update：2024-04-09 20:52:54