Basic information Safety Supplier Related

4-NITROPHENYLGLYOXAL HYDRATE

Basic information Safety Supplier Related

4-NITROPHENYLGLYOXAL HYDRATE Basic information

Product Name:
4-NITROPHENYLGLYOXAL HYDRATE
Synonyms:
  • 2,2-dihydroxy-1-(4-nitrophenyl)ethanone
  • (4-Nitrophenyl)(oxo)acetaldehyde hydrate, 4-(Oxoacetyl)nitrobenzene hydrate
  • Ethanone, 2,2-dihydroxy-1-(4-nitrophenyl)-
  • 2-(4-Nitrophenyl)-2-oxoacetaldehydehydrate
  • 4-NITROPHENYLGLYOXAL H2O
  • 4-NITROPHENYLGLYOXAL HYDRATE
  • 4-Nitrophenylglyoxal hydrate 95%
  • 4-NITROPHENYLGLYOXAL HYDRATE, 95+%
CAS:
4996-22-9
MF:
C8H7NO5
MW:
197.14
Mol File:
4996-22-9.mol
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4-NITROPHENYLGLYOXAL HYDRATE Chemical Properties

Melting point:
97-100 °C
Boiling point:
356.7±27.0 °C(Predicted)
Density 
1.537±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
10.16±0.41(Predicted)
Appearance
Off-white to light yellow Solid
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Safety Information

Hazard Codes 
Xi
Risk Statements 
20/21/22-36/37/38
Safety Statements 
26-36/37/39
Hazard Note 
Irritant
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4-NITROPHENYLGLYOXAL HYDRATE Usage And Synthesis

Synthesis

100-19-6

4996-22-9

GENERAL METHODS: A mixture of 4-nitroacetophenone (0.6 mmol) and ethylene bromide (0.06 mmol) in DMSO (1.1 mL) was placed in an open-top flask and heated in an oil bath (see Table 2 for specific temperatures and reaction times). After completion of the reaction (monitored by TLC), the reaction mixture was diluted with water (11 mL), salted with saturated NaCl solution and extracted with ethyl acetate (5 × 4 mL). Only in case of synthesis of arylglyoxal, the organic layer was additionally washed with aqueous Na2CO3 (0.12 mmol, dissolved in 2 mL of water), followed by saturated aqueous NaCl solution and dried with anhydrous Na2SO4. The extract was purified by column chromatography (eluent: petroleum ether/ethyl acetate gradient) to give pure 2,2-dihydroxy-1-(4-nitrophenyl)ethanone.

References

[1] Tetrahedron Asymmetry, 2010, vol. 21, # 18, p. 2244 - 2248
[2] Tetrahedron, 2011, vol. 67, # 41, p. 8000 - 8008
[3] Journal of Fluorine Chemistry, 2010, vol. 131, # 12, p. 1289 - 1296
[4] Tetrahedron Letters, 2011, vol. 52, # 31, p. 4036 - 4038
[5] Tetrahedron, 2013, vol. 69, # 1, p. 22 - 28

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