Basic information Safety Supplier Related

2-Chloro-4-hydroxybenzaldehyde

Basic information Safety Supplier Related

2-Chloro-4-hydroxybenzaldehyde Basic information

Product Name:
2-Chloro-4-hydroxybenzaldehyde
Synonyms:
  • Benzaldehyde, 2-chloro-4-Methoxy-
  • 2-CHLORO-4-HYDROXYBENZALDEHYDE
CAS:
54439-75-7
MF:
C8H7ClO2
MW:
170.59
Mol File:
54439-75-7.mol
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2-Chloro-4-hydroxybenzaldehyde Chemical Properties

Melting point:
64℃
Boiling point:
271.2±20.0 °C(Predicted)
Density 
1.244±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
Appearance
White to off-white Solid
InChI
InChI=1S/C8H7ClO2/c1-11-7-3-2-6(5-10)8(9)4-7/h2-5H,1H3
InChIKey
YWGKOEQZKMSICW-UHFFFAOYSA-N
SMILES
C(=O)C1=CC=C(OC)C=C1Cl
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Safety Information

HS Code 
2913000090
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2-Chloro-4-hydroxybenzaldehyde Usage And Synthesis

Synthesis

56962-11-9

74-88-4

54439-75-7

General procedure for the synthesis of 2-chloro-4-methoxybenzaldehyde from 2-chloro-4-hydroxybenzaldehyde and iodomethane: Referring to the method of Example 20, to a solution of 2-chloro-4-hydroxybenzaldehyde (2 g, 12.8 mmol) in N,N-dimethylformamide (25 mL) was added potassium carbonate (3.46 g, 25 mmol) and iodomethane (in excess) and the reaction mixture was room temperature and stirred for 18 hours. After completion of the reaction, water was added to the mixture and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. Subsequently, the solvent was removed by distillation under reduced pressure to give almost pure 2-chloro-4-methoxybenzaldehyde (1.55 g, 70% yield). The product was characterized by 1H-NMR (δppm, CDCl3): 3.89 (3H, s), 6.84-6.95 (2H, m), 7.90 (1H, d, J = 8.8 Hz), 10.33 (1H, s).

References

[1] Patent: EP1223170, 2002, A1
[2] Patent: EP1813611, 2007, A1. Location in patent: Page/Page column 23
[3] Patent: EP1354884, 2003, A1. Location in patent: Page/Page column 232
[4] Patent: US2005/250796, 2005, A1. Location in patent: Page/Page column 12
[5] Patent: WO2011/20615, 2011, A1. Location in patent: Page/Page column 69

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