12221-69-1 Purity
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Specification
Using 7-diethylamino-4-methylcoumarin as a starting material, a new type of coumarins that can be used asphotosensitizers for DSSCs and fluorescent labels for biomolecules was successfully synthesized.
Synthesis of synthetic fluorescent dyes
· The method depicted in Scheme 1 was utilized to synthesize the new photosensitizers for DSSC (10 and 11) and fluorescent markers for biomolecules (12 and 13).
· Starting with the bromination of the 7-diethylamino-4-methylcoumarin (1) followed by vinylation using the Suzuki-Miyaura procedure with potassium vinyltrifluoroborate, the new intermediate 7-diethylamino-4-methyl-3-vinylcoumarin (3) was obtained.
· The selective and effective Heck reaction between the intermediate (3) and the halogenated aromatic aldehydes and esters gave rise to the 3-styrylcoumarins (4 to 8).
· Utilizing Knoevenagel condensation of coumarin derivatives 4 and 5 with cyanoacetic acid led to the synthesis of photosensitizers for DSSCs, 10 and 11, with a 92% isolated yield.
· The esterification of coumarin carboxylic acids 8 and 9, obtained through basic hydrolysis of their corresponding esters 6 and 7, yielded the fluorescent labels for biomolecules 12 and 13, in high yields.
A nanoclay-based gel dosimeter was prepared using 7-diethylamino-4-methylcoumarin (7D4MC) and rhodamine 6G (R6G) as fluorescent dyes, which exploits radiation-induced degradation of fluorescent dyes. The study showed that gels using R6G or 7D4MC showed a linear response over the radiation dose range of 0-50 Gy.
Preparation procedure of nanoclay gel dosimeter
· In this study, R6G and 7D4MC were utilized as the fluorescent dyes. Gel samples consisting of 1.5 wt% nanoclay (Laponite XLG) and 1 µM of fluorescent dye were prepared and sealed in 5 mL vials. Additionally, gel samples with an increased clay concentration of up to 2.5 wt% were prepared and sealed in Petri dishes (2 cm high and 9 cm in diameter) for 2D measurements.
· The prepared samples were exposed to an industrial X-ray machine (250 kVp, 8 mA, with a 1-mm-thick Al filter) at a dose rate of 1.64 ± 0.01 Gy/min, determined using aqueous Fricke solution dosimetry. Fluorescence measurements of the irradiated samples were conducted using an F-4500 Spectrofluorometer two or three days after irradiation.
· Additionally, 2D distribution measurements were performed using a digital camera in a dark box under 365-nm excitation two months (58 days) following the inhomogeneous irradiation.
The molecular formula is C14H17NO2.
The molecular weight is 231.29 g/mol.
Some synonyms include Coumarin 1, Coumarin 460, and 7-(Diethylamino)-4-methyl-2H-chromen-2-one.
The structure can be found at the following link: https://pubchem.ncbi.nlm.nih.gov/image/imgsrv.fcgi?cid=7050&t=l
The IUPAC name is 7-(diethylamino)-4-methylchromen-2-one.
The CAS number is 91-44-1.
Yes, it has multiple identifiers such as Nikkaji Number (J48.490C), UNII (1SFJ7F6R2C), and DSSTox Substance ID (DTXSID9025035).
Yes, some deprecated CAS numbers include 11118-21-1, 70726-42-0, and 12651-35-3.
It has a role as a fluorochrome.
It gives bright blue-white fluorescence in very dilute solutions.