[ CAS No. 535-52-4 ]

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2D
Chemical Structure| 535-52-4
Chemical Structure| 535-52-4
Structure of 535-52-4

Quality Control of [ 535-52-4 ]

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Related Doc. of [ 535-52-4 ]

SDS

Product Details of [ 535-52-4 ]

CAS No. :535-52-4MDL No. :MFCD00007653
Formula :C7H5F4NBoiling Point :172.1°C at 760 mmHg
Linear Structure Formula :-InChI Key :-
M.W :179.11Pubchem ID :136349
Synonyms :

Computed Properties of [ 535-52-4 ]

TPSA : 26 H-Bond Acceptor Count : 5
XLogP3 : - H-Bond Donor Count : 1
SP3 : 0.14 Rotatable Bond Count : 0

Safety of [ 535-52-4 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P280-P305+P351+P338UN#:N/A
Hazard Statements:H302+H312+H332-H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 535-52-4 ]

  • Upstream synthesis route of [ 535-52-4 ]

[ 535-52-4 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 367-86-2 ]
  • [ 535-52-4 ]
YieldReaction ConditionsOperation in experiment
73.4% With hydrogenchloride; stannous chloride; sodium hydrogencarbonate In methanol [Reference example 16] Synthesis of Compound 16
12 N HCl (3.89 mL, 46.6 mmol) and SnCl2 (4.76 g, 25.1 mmol) were added sequentially at 0°C to a methanol (5 mL) solution of 1-fluoro-2-nitro-4-(trifluoromethyl)benzene (1.50 g, 7.17 mmol).
The mixture was left to room temperature and then stirred overnight.
A saturated aqueous solution of sodium bicarbonate was added to the mixture, followed by suction filtration.
The mixture was subjected to extraction three times with ethyl acetate.
The thus extracted organic mixture was washed with saturated sodium chloride solution, dried on anhydrous sodium sulfate, subjected to suction filtration, and then concentrated under reduced pressure.
The residue was purified by silica gel column chromatography (hexane/ethyl acetate = 10/1), so that 2-fluoro-5-(trifluoromethyl)aniline (942 mg, 73.4percent) was obtained as orange oil.
The results of TLC and 1H NMR (CDCl3, 400 MHz) are as follows.
TLC Rf 0.37 (hexane/ethyl acetate = 10/1); 1H NMR (CDCl3 400 MHz) δ 3.90 (s, 2H, NH2), 6.96-7.26 (m, 3H, aromatic).
Reference: [1] Chemistry - A European Journal, 2016, vol. 22, # 46, p. 16513 - 16521
[2] Patent: EP2279750, 2011, A1
[3] Journal of the Chemical Society, 1949, p. Spl. 113
[4] Journal of the American Chemical Society, 1956, vol. 78, p. 6034,6037
[5] Journal of Agricultural and Food Chemistry, 1996, vol. 44, # 11, p. 3643 - 3652
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  • [ 367-86-2 ]
  • [ 7439-89-6 ]
  • [ 535-52-4 ]
YieldReaction ConditionsOperation in experiment
82% With hydrogenchloride; sodium hydrogencarbonate In methanol; diethyl ether Reference Example 1
Production of 2-fluoro-5-trifluoromethylaniline
Twenty grams of 3-nitro-4-fluorobenzotrifluoride was dissolved in 50 ml of methanol.
An iron powder (16 g) was added and concentrated hydrochloric acid was added dropwise with stirring.
The reaction mixture was stirred overnight, followed by addition of sodium bicarbonate for neutralization.
Then diethyl ether was added, and the insolubles were filtered off with cerite.
The ether phase was separated, dried and concentrated under reduced pressure, giving 14 g of the contemplated product (yield 82percent).
Reference: [1] Patent: EP1243584, 2002, A1
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  • [ 402-44-8 ]
  • [ 535-52-4 ]
Reference: [1] Journal of the American Chemical Society, 1956, vol. 78, p. 6034,6037
[2] Journal of the Chemical Society, 1949, p. Spl. 113
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  • [ 121-17-5 ]
  • [ 535-52-4 ]
Reference: [1] Journal of the American Chemical Society, 1956, vol. 78, p. 6034,6037
  • 5
  • [ 352-32-9 ]
  • [ 535-52-4 ]
Reference: [1] Journal of the Chemical Society, 1949, p. Spl. 113
  • 6
  • [ 402-42-6 ]
  • [ 535-52-4 ]
Reference: [1] Journal of the Chemical Society, 1949, p. Spl. 113
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