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2-Ethoxybenzaldehyde

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2-Ethoxybenzaldehyde Basic information

Product Name:
2-Ethoxybenzaldehyde
Synonyms:
  • 2-ETHOXYBENZALDEHYDE
  • Benzaldehyde, o-ethoxy-
  • AKOS BBS-00003145
  • AKOS B029848
  • ASISCHEM R42365
  • LABOTEST-BB LT00616095
  • SALICYLALDEHYDE ETHYL ETHER
  • O-ETHOXYBENZALDEHYDE
CAS:
613-69-4
MF:
C9H10O2
MW:
150.17
EINECS:
210-349-2
Product Categories:
  • Aromatic Aldehydes & Derivatives (substituted)
  • Aldehydes
  • C9
  • Carbonyl Compounds
Mol File:
613-69-4.mol
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2-Ethoxybenzaldehyde Chemical Properties

Melting point:
20-22 C
Boiling point:
136-138 °C/24 mmHg (lit.)
Density 
1.074 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.543(lit.)
Flash point:
197 °F
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
Appearance
Light yellow to yellow Liquid
Sensitive 
Air Sensitive
BRN 
1937270
LogP
2.250 (est)
CAS DataBase Reference
613-69-4(CAS DataBase Reference)
NIST Chemistry Reference
Benzaldehyde, 2-ethoxy-(613-69-4)
EPA Substance Registry System
Benzaldehyde, 2-ethoxy- (613-69-4)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37/39-37/39-36
WGK Germany 
3
TSCA 
Yes
HS Code 
29122990

MSDS

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2-Ethoxybenzaldehyde Usage And Synthesis

Chemical Properties

clear yellow to light brown liquid

Uses

2-Ethoxybenzaldehyde was used to study the 1,3-dipolar cycloaddition reactions.

Synthesis Reference(s)

Synthetic Communications, 19, p. 3407, 1989 DOI: 10.1080/00397918908052747

Synthesis

71672-75-8

613-69-4

The general procedure for the synthesis of 2-ethoxybenzaldehyde from o-ethoxybenzyl alcohol was as follows: first, o-ethoxybenzyl alcohol (100 mg, 0.818 mmol), SS-Pd catalyst (918 mg, containing 0.04 mmol Pd), and 3 ml of toluene were mixed and the reaction mixture was purged with molecular oxygen. Subsequently, the reaction was stirred at 110 °C for 5 h, during which the reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was cooled to room temperature, diluted with ethyl acetate and filtered through a cotton bed. The combined organic layers were concentrated by evaporation under reduced pressure and the crude product obtained was purified by silica gel (60-120 mesh) column chromatography (eluent was 95:5 hexane/ethanol solvent mixture) to give 2-ethoxybenzaldehyde (94 mg, 96% yield) as a colorless liquid.

References

[1] Tetrahedron Letters, 2001, vol. 42, # 31, p. 5199 - 5201
[2] Tetrahedron Letters, 2013, vol. 54, # 23, p. 2924 - 2928
[3] Tetrahedron Letters, 2011, vol. 52, # 38, p. 4954 - 4956
[4] Canadian Journal of Chemistry, 2008, vol. 86, # 8, p. 782 - 790

2-Ethoxybenzaldehyde Preparation Products And Raw materials

Raw materials

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