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3-[(TERT-BUTYLDIMETHYLSILYL)OXY]-1-PROPANAL

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3-[(TERT-BUTYLDIMETHYLSILYL)OXY]-1-PROPANAL Basic information

Product Name:
3-[(TERT-BUTYLDIMETHYLSILYL)OXY]-1-PROPANAL
Synonyms:
  • 3-[(TERT-BUTYLDIMETHYLSILYL)OXY]-1-PROPANAL
  • 3-(TERT-BUTYL-DIMETHYL-SILANYLOXY)-PROPIONALDEHYDE
  • 3-Tert-butyldiMethylsilyloxy)propionaldehyde
  • 3-[[(1,1-DiMethylethyl)diMethylsilyl]oxy]propanal
  • Propanal,3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]-
  • 3-(tert-Butyldimethylsiloxy)propionaldehyde
  • 3-[Dimethyl(1,1-dimethylethyl)siloxy]propanal
  • 3-TBDMSO-propionaldehyde
CAS:
89922-82-7
MF:
C9H20O2Si
MW:
188.34
Product Categories:
  • Miscellaneous Reagents
Mol File:
89922-82-7.mol
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3-[(TERT-BUTYLDIMETHYLSILYL)OXY]-1-PROPANAL Chemical Properties

Boiling point:
95 °C(Press: 23 Torr)
Density 
0.892 g/mL at 25 °C
refractive index 
n20/D1.431
Flash point:
84℃
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Oil
color 
Colourless to Pale Yellow
InChI
InChI=1S/C9H20O2Si/c1-9(2,3)12(4,5)11-8-6-7-10/h7H,6,8H2,1-5H3
InChIKey
WGWCJTNWUFFGFH-UHFFFAOYSA-N
SMILES
C(=O)CCO[Si](C(C)(C)C)(C)C
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
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3-[(TERT-BUTYLDIMETHYLSILYL)OXY]-1-PROPANAL Usage And Synthesis

Chemical Properties

Brown Oil

Uses

3-[(tert-Butyldimethylsilyl)oxy]-1-propanal is useful for preparing EGFR inhibitors for the treatment of cancer.

Preparation

3-(tert-Butyldimethylsilyloxy)propanol (1.90 g, 10 mmol) was dissolved in dichloromethane (20 mL), and Dess-Martin reagent (6.36 g, 15 mmol) was added under ice bath. After stirring at room temperature for 4 hours, saturated aqueous sodium bicarbonate solution was added to quench, and the mixture was diluted with dichloromethane (100 mL). The mixture was washed twice with saturated aqueous sodium bicarbonate solution and once with brine. The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. The mixture was purified by silica gel column chromatography to obtain 1.55 g of 3-[(tert-Butyldimethylsilyl)oxy]-1-propanal with a yield of 82%.

Chemical Reactivity

3-[(tert-Butyldimethylsilyl)oxy]-1-propanal is stable under normal conditions, it reacts with oxidizing agents.

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