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5,7-Dimethylisatin

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Name

5,7-Dimethylisatin

EINECS -0
CAS No. 39603-24-2 Density 1.25 g/cm3
PSA 46.17000 LogP 1.57620
Solubility Insoluble in water Melting Point 245 °C
Formula C10H9NO2 Boiling Point 306.47°C (rough estimate)
Molecular Weight 175.187 Flash Point N/A
Transport Information N/A Appearance Red to red-brown powder
Safety 24/25-22 Risk Codes N/A
Molecular Structure Molecular Structure of 39603-24-2 (5,7-Dimethylisatin) Hazard Symbols IrritantXi
Synonyms

1H-Indole-2,3-dione, 5,7-dimethyl- (9CI);5,7-Dimethyl-1H-indole-2,3-dione;5,7-Dimethylindoline-2,3-dione;Indole-2,3-dione, 5,7-dimethyl-;BRN 0143679;

 

5,7-Dimethylisatin Specification

The 5,7-Dimethylisatin with CAS registry number of 39603-24-2 is also known as 1H-Indole-2,3-dione,5,7-dimethyl-. The IUPAC name is 5,7-Dimethyl-1H-indole-2,3-dione. It belongs to product categories of Miscellaneous. In addition, the formula is C10H9NO2 and the molecular weight is 175.18. This chemical is a red to red-brown powder and should be sealed in cool, dry place.

Physical properties about 5,7-Dimethylisatin are: (1)ACD/LogP: 1.48; (2)ACD/LogD (pH 5.5): 1.48; (3)ACD/LogD (pH 7.4): 1.48; (4)ACD/BCF (pH 5.5): 7.84; (5)ACD/BCF (pH 7.4): 7.83; (6)ACD/KOC (pH 5.5): 151.93; (7)ACD/KOC (pH 7.4): 151.79; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)Index of Refraction: 1.586; (11)Molar Refractivity: 47.07 cm3; (12)Molar Volume: 140.1 cm3; (13)Surface Tension: 47.3 dyne/cm; (14)Density: 1.25 g/cm3.

Preparation of 5,7-Dimethylisatin: it is prepared by reaction of hydroxyimino-acetic acid-(2,4-dimethyl-anilide). The reaction needs reagent H2SO4 at the temperature of 80 °C for 20 minutes. The yield is about 80%.

5,7-Dimethylisatin is prepared by reaction of hydroxyimino-acetic acid-(2,4-dimethyl-anilide).

Uses of 5,7-Dimethylisatin: it is used to produce cyano-(5,7-dimethyl-2-oxo-1,2-dihydro-indol-3-ylidene)-acetic acid ethyl ester by knoevenagel condensation with cyanoacetic acid ethyl ester. The reaction occurs with reagent neutral alumina and other condition of microwave irradiation for 8 minutes. The yield is about 77%.

5,7-Dimethylisatin is used to produce cyano-(5,7-dimethyl-2-oxo-1,2-dihydro-indol-3-ylidene)-acetic acid ethyl ester by knoevenagel condensation with cyanoacetic acid ethyl ester.

When you are using this chemical, please be cautious about it. As a chemical, it may cause inflammation to the skin or other mucous membranes. During using it, do not breathe dust and also avoid contact with skin or eyes

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC1=CC(=C2C(=C1)C(=O)C(=O)N2)C
2. InChI: InChI=1S/C10H9NO2/c1-5-3-6(2)8-7(4-5)9(12)10(13)11-8/h3-4H,1-2H3,(H,11,12,13)
3. InChIKey: HFZSCCJTJGWTDZ-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 421mg/kg (421mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION Pharmaceutical Chemistry Journal Vol. 15, Pg. 858, 1981.

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