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2,3-Dimethylbenzaldehyde

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2,3-Dimethylbenzaldehyde Basic information

Product Name:
2,3-Dimethylbenzaldehyde
Synonyms:
  • O-XYLENE-3-CARBOXALDEHYDE
  • 2,3-DIMETHYLBENZALDEHYDE
  • 2,3 - Dimethylbenzaldehyd
  • Hemellitaldehyde
  • Dexmedetomidine Impurity 2
  • 3-Formyl-o-xylene
  • 2,3-Dimethylbenzaldehyde>
  • Benzaldehyde, 2,3-dimethyl-
CAS:
5779-93-1
MF:
C9H10O
MW:
134.18
EINECS:
611-577-9
Product Categories:
  • Aromatics
  • Aldehydes
  • C9
  • Carbonyl Compounds
  • Aromatic Aldehydes & Derivatives (substituted)
  • Benzaldehyde
Mol File:
5779-93-1.mol
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2,3-Dimethylbenzaldehyde Chemical Properties

Boiling point:
86-88 °C10 mm Hg(lit.)
Density 
1.029 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.553(lit.)
Flash point:
215 °F
storage temp. 
Inert atmosphere,2-8°C
solubility 
Chloroform, Methanol
form 
Liquid
color 
Colorless to pale yellow
CAS DataBase Reference
5779-93-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Safety Statements 
24/25
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29122990

MSDS

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2,3-Dimethylbenzaldehyde Usage And Synthesis

Chemical Properties

Clear Colorless Oil

Uses

The major component of the umbel rays oil.

Synthesis

576-23-8

68-12-2

5779-93-1

Magnesium chips (26.4 g, 1.1 mol) and tetrahydrofuran (160 mL) were added to the reaction flask under nitrogen protection, and a mixture of 1-bromo-2,3-dimethylbenzene (18.5 g, 0.1 mol) and tetrahydrofuran (100 mL) was added dropwise with stirring at room temperature to initiate the reaction. Subsequently, a mixture of 1-bromo-2,3-dimethylbenzene (166.5 g, 0.9 mol) and tetrahydrofuran (1000 mL) was added dropwise to the reaction system. After the dropwise addition, the reaction mixture was refluxed for 1 hour. The resulting Grignard reagent was cooled in an ice bath and a mixture of N,N-dimethylformamide (73 g, 1.0 mol) and tetrahydrofuran (300 mL) was added dropwise slowly, controlling the reaction temperature to not exceed 20 °C. The reaction temperature was then increased by 1 h at room temperature. After the dropwise addition was completed, the reaction was continued to be stirred for 2 hours at room temperature. At the end of the reaction, the reaction was quenched by the addition of saturated aqueous ammonium chloride solution (1000 mL) and left to stratify. The organic phase was separated and the aqueous phase was extracted with ethyl acetate. The organic phases were combined, washed with saturated saline (500 mL) and left to stratify. The organic phase was dried with anhydrous sodium sulfate (50 g), filtered and concentrated to dryness under reduced pressure to give 2,3-dimethylbenzaldehyde in 96% yield and 96.2% purity.

References

[1] Patent: CN105503551, 2016, A. Location in patent: Paragraph 0012; 00013

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