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| | 7-Nitro-1,2,3,4-tetrahydroquinoline Basic information |
| Product Name: | 7-Nitro-1,2,3,4-tetrahydroquinoline | | Synonyms: | 7-Nitro-1,2,3,4-Terahydroquinoline;1,2,3,4-TETRAHYDRO-7-NITROQUINOLINE;7-NITRO-1,2,3,4-TETRAHYDROQUINOLINE;7-NITRO-1,2,3,4-TETRAHYDRO-QUINOLINE HYDROCHLORIDE;7-Nitro-1,2,3,4-tetrahydroquinoline
1,2,3,4-Tetrahydro-7-nitroquinoline;Quinoline, 1,2,3,4-tetrahydro-7-nitro-;7-Nitro-1,2,3,4-tetrahydroquinoline>;7-Nitro-1,2,3,4-tetrahydroquinoline,95% | | CAS: | 30450-62-5 | | MF: | C9H10N2O2 | | MW: | 178.19 | | EINECS: | 634-828-4 | | Product Categories: | Quinoline&Isoquinoline | | Mol File: | 30450-62-5.mol |  |
| | 7-Nitro-1,2,3,4-tetrahydroquinoline Chemical Properties |
| Melting point | 61.0 to 65.0 °C | | Boiling point | 325.2±31.0 °C(Predicted) | | density | 1.236±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | soluble in Methanol | | pka | 3.44±0.20(Predicted) | | form | Powder | | color | Red | | InChI | InChI=1S/C9H10N2O2/c12-11(13)8-4-3-7-2-1-5-10-9(7)6-8/h3-4,6,10H,1-2,5H2 | | InChIKey | WSWMGHRLUYADNA-UHFFFAOYSA-N | | SMILES | N1C2=C(C=CC([N+]([O-])=O)=C2)CCC1 | | CAS DataBase Reference | 30450-62-5(CAS DataBase Reference) |
| Hazard Codes | T | | Risk Statements | 25 | | Safety Statements | 45 | | RIDADR | UN 2811 6.1 / PGIII | | HS Code | 2933499090 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral |
| | 7-Nitro-1,2,3,4-tetrahydroquinoline Usage And Synthesis |
| Uses | 7-Nitro-1,2,3,4-tetrahydroquinoline is a quinoline compound that can be used as a reagent in chemical reactions or as an intermediate in organic synthesis. It can be used to prepare 7-Aminoquinoline and 7-Nitroquinoline. | | Synthesis | 7-Nitro-1,2,3,4-tetrahydroquinoline is synthesised by the reaction of 1,2,3,4-tetrahydroquinoline and nitric acid in sulphuric acid solution. The specific synthesis steps are as follows:
Concentrated sulfuric acid (30.00 mL) was cooled to -10° C. with an ice/salt bath.
To this, 1,2,3,4-tetrahydro-quinoline (10.60 g, 75.60 mmol) and a solution of nitric acid (99.5percent, 4.80 g, 75.60 mmol) in sulfuric acid (15.00 mL) were added simultaneously within 1 hour, so that the temperature of the reaction mixture does not exceed 10° C.
The mixture was stirred then for 2.5 hours at -5° C., then poured over ice and treated with sodium carbonate (0.10 kg) until pH 8-9 was reached.
The solid was filtered, washing with water, then dissolved in dichloromethane.
The organic phase was washed with water, dried over magnesium sulphate and evaporated.
7-Nitro-1,2,3,4-tetrahydro-quinoline was obtained as a viscous brown oil, 13.70 g (85percent), 84percent purity.
 | | References | [1] Patent: US2008/153805, 2008, A1. Location in patent: Page/Page column 15
[2] Patent: US9512111, 2016, B2. Location in patent: Page/Page column 93; 94
[3] Patent: US9522908, 2016, B2. Location in patent: Page/Page column 55; 58; 59
[4] Chemistry - A European Journal, 2008, vol. 14, # 6, p. 1784 - 1792
[5] European Journal of Organic Chemistry, 2010, # 19, p. 3593 - 3610 |
| | 7-Nitro-1,2,3,4-tetrahydroquinoline Preparation Products And Raw materials |
| Raw materials | 1,2,3,4-Tetrahydroquinoline-->Sodium carbonate | | Preparation Products | 7-Amino-1-methyl-1,2,3,4-tetrahydroquinoline-->7-NITRO-QUINOLINE-->1-acetyl-7-nitro-1,2,3,4-tetrahydroquinoline-->1-(7-amino-3,4-dihydroquinolin-1(2H)-yl)ethanone |
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