5466-84-2 Usage
Chemical Properties
off-white to light yellow-brown powder. Soluble in hot alcohol, hot acetic acid and acetone, insoluble in water.
Uses
Different sources of media describe the Uses of 5466-84-2 differently. You can refer to the following data:
1. 5-Nitrophthalic Anhydride is used in the preparation of phthalic acids as well as compounds with anticonvulsant activities.
2. 4-Nitrophthalic anhydride is used an an intermediate for the synthesis of a benzimidazole PARP inhibitor I (succinate salt) (ABT-472).
Preparation
4-Nitrophthalic anhydride is synthesized by hydrolysis of 4-nitrophthalimide and then dehydration. The 4-nitrophthalimide was added to the sodium hydroxide solution, heated and boiled for 15min. Adjust pH to 6-8 with nitric acid, and add nitric acid to boil for 5 min. Cooling, filtering, the filtrate was extracted with ether, the extract was dried and then the ether was evaporated, that is, 4-Nitrophthalic anhydride crystals were precipitated. Yield 95%.
General Description
Yellow powder.
Air & Water Reactions
Reacts with water. The organic acids produced by this reaction are significantly more soluble in water.
Reactivity Profile
4-Nitrophthalic anhydride reacts exothermically with water. The reactions are usually slow, but might become violent if local heating accelerates their rate. Acids accelerate the reaction with water. Incompatible with acids, strong oxidizing agents, alcohols, amines, and bases.
Fire Hazard
Flash point data for 4-Nitrophthalic anhydride are not available, however 4-Nitrophthalic anhydride is probably combustible.
Purification Methods
Distil the anhydride in a vacuum and/or recrystallise it from *C6H6 or Et2O/pet ether. Dry it in vacuo. It forms addition compounds with anthracene (m 118o), and phenanthrene (m 96o). [Beilstein 17 III/IV 6150, 17/11 V 267.]
Precautions
Moisture Sensitive. Store away from strong bases and oxidizing agents. Incompatible with water, bases, strong acids and oxidizing agents.
Check Digit Verification of cas no
The CAS Registry Mumber 5466-84-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,4,6 and 6 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 5466-84:
(6*5)+(5*4)+(4*6)+(3*6)+(2*8)+(1*4)=112
112 % 10 = 2
So 5466-84-2 is a valid CAS Registry Number.
InChI:InChI=1/C11H12Cl2N2O4/c1-3-18-11(17)15(2)19-10(16)14-7-4-5-8(12)9(13)6-7/h4-6H,3H2,1-2H3,(H,14,16)
5466-84-2Relevant articles and documents
ISOINDOLE DERIVATIVE
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Paragraph 0276, (2021/02/25)
Disclosed is a compound of formula (I) and a stereoisomer thereof: wherein R1, R2, R3 and R4 are as defined in the present disclosure.
N, N′-Bis(trifluoromethanesulfonyl) Dicarboxylic Acid Amides
Belovezhets, L. A.,Shainyan, B. A.,Sterkhova, I. V.,Tolstikova, L. L.
, p. 63 - 67 (2020/03/30)
Glutaric, adipic, and sebacic acids reacted with 2 equiv of N-sulfinyltrifluoromethanesulfonamide in the presence of thionyl chloride as a catalyst to give the corresponding N, N′-bis(trifluoromethanesulfonyl) diamides. Under similar conditions, succinic and 4-nitrophthalic acids underwent dehydration to the corresponding anhydrides.
Synthesis and chemiluminescent properties of amino-acylated luminol derivatives bearing phosphonium cations
Pantelia, Anna,Daskalaki, Ira,Consuelo Cuquerella,Rotas, Georgios,Miranda, Miguel A.,Vougioukalakis, Georgios C.
, (2019/11/11)
The monitoring of reactive oxygen species in living cells provides valuable information on cell function and performance. Lately, the development of chemiluminescence-based reactive oxygen species monitoring has gained increased attention due to the advantages posed by chemiluminescence, including its rapid measurement and high sensitivity. In this respect, specific organelle-targeting trackers with strong chemiluminescence performance are of high importance. We herein report the synthesis and chemiluminescence properties of eight novel phosphonium-functionalized amino-acylated luminol and isoluminol derivatives, designed as mitochondriotropic chemiluminescence reactive oxygen species trackers. Three different phosphonium cationic moieties were employed (phenyl, p-tolyl, and cyclohexyl), as well as two alkanoyl chains (hexanoyl and undecanoyl) as bridges/linkers. Synthesis is accomplished via the acylation of the corresponding phthalimides, as phthalhydrazide precursors, followed by hydrazinolysis. This method was chosen because the direct acylation of (iso)luminol was discouraging. The new derivatives’ chemiluminescence was evaluated and compared with that of the parent molecules. A relatively poor chemiluminescence performance was observed for all derivatives, with the isoluminol-based ones being the poorest. This result is mainly attributed to the low yield of the fluorescence species formation during the chemiluminescence oxidation reaction.
