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Home > Encyclopedia > 7-Nitro-1-tetralone

7-Nitro-1-tetralone

7-Nitro-1-tetralone structure

7-Nitro-1-tetralone 

structure
  • CAS No:

    40353-34-2

  • Formula:

    C10H9NO3

  • Chemical Name:

    7-Nitro-1-tetralone

  • Synonyms:

    1(2H)-Naphthalenone,3,4-dihydro-7-nitro-;3,4-Dihydro-7-nitro-1(2H)-naphthalenone;7-Nitro-α-tetralone;7-Nitro-1-tetralone;NSC 184729;NSC 78452;3,4-Dihydro-7-nitronaphthalen-1(2H)-one;7-Nitro-3,4-dihydro-1(2H)-naphthalenone;7-Nitro-3,4-dihydro-2H-naphthalen-1-one

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

earthy yellow powder

7-Nitro-1-tetralone Basic Attributes

191.186

191.18

254-887-6

184729|78452

DTXSID00193345

2914700090

Characteristics

62.9

1.9

1.3±0.1 g/cm3

105-106 °C

349.1°C at 760 mmHg

175.1±17.6 °C

1.604

Safety Information

22-52

S22-S24/25

QK5025000

Xn

P264, P270, P301+P312, P330, P501

H302

|Warning|H302 (95%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 40 companies from 3 notifications to the ECHA C&L Inventory.

7-Nitro-1-tetralone Use and Manufacturing

Concentrated sulfuric acid (60 ml) was cooled to 0°C in an ice bath. A-TETRALONE (8g, 54.7 mmol) was added with stirring, then potassium nitrate (6g, 59.3 mmol, 1.08 equiv. ) dissolved in concentrated sulfuric acid (18 ml) was added dropwise via a dropping funnel, making sure that the temperature of the solution did not rise above 15°C. After addition, the solution was stirred for 1 h and then poured into crushed ice. The precipitate was filtered and washed with distilled water and then left to dry. Recrystallisation from a ETHANOL/WATER (1: 1) yielded 8 as a slightly yellow solid (8.5 g, 81percent), m. p. 104-106°C ; I. R. (FILM)/CM~L 1675, 1500, 1340 ; 1H NMR (400 MHz, CDC13) 2.18-2. 25 (2H, m, CH2), 2.75 (2H, t, J 6.8, CH2), 3.10 (2H, t, J 6. 1, CH2), 7. 45 (1H, d, J 8.4, ArH), 8. 30 (1H, dd, J 2. 4, 8. 4, ArH), 8. 86 (1H, d, J 2. 4, ArH).7-Nitrotetralone was synthesized by nitration of commercially available 1-tetralone following the method previously described, and its spectroscopic data were consistent with those of the Literature Method 17 5 g of alpha-tetralone are added to 18.2 ml of sulfuric acid cooled to O 'C, while maintaining the temperature < l O'C. A mixture of 1 .87 ml of nitric acid at 70percent in water and of 3.65 ml of sulfuric acid is added while maintaining the temperature < l O'C. The reaction medium is stirred for 30 minutes at a temperature < l O'C and then stirred for one hour at ambient temperature. The reaction medium is poured into ice-cold water (250 ml). The insoluble material is filtered off under vacuum and dried, so as to give 5.2 g of 7-nitro- 3, 4-dihydronaphthalen-1 (2H)-one in the form of a beige solidΛ/-(5, 6, 7, 8-Tetrahydro-2-naphthalenyl)acetamide (166). fHNO

Computed Properties

Molecular Weight:191.18
XLogP3:1.9
Hydrogen Bond Acceptor Count:3
Exact Mass:191.058243149
Monoisotopic Mass:191.058243149
Topological Polar Surface Area:62.9
Heavy Atom Count:14
Complexity:259
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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