5-[(tert-Butyldimethylsilyl)oxy]pentanal
- Product Name
- 5-[(tert-Butyldimethylsilyl)oxy]pentanal
- CAS No.
- 87184-80-3
- Chemical Name
- 5-[(tert-Butyldimethylsilyl)oxy]pentanal
- Synonyms
- DK936;DKSI197;5-(tert-Butyldimethylsilyloxy)pentanal;5-[Dimethyl(tert-butyl)silyloxy]pentanal;5-[(tert-Butyldimethylsilyl)oxy]pentanal;5-(tert-Butyldimethylsiloxy)valeraldehyde;Pentanal, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-
- CBNumber
- CB72343726
- Molecular Formula
- C11H24O2Si
- Formula Weight
- 216.39
- MOL File
- 87184-80-3.mol
5-[(tert-Butyldimethylsilyl)oxy]pentanal Property
- Boiling point:
- 241.2±23.0 °C(Predicted)
- Density
- 0.867±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- Appearance
- colorless liquid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- ORS0003847
- Product name
- 5-((TERT-BUTYLDIMETHYLSILYL)OXY)PENTANAL
- Purity
- 95.00%
- Packaging
- 250MG
- Price
- $228.9
- Updated
- 2021/12/16
- Product number
- 3782AC
- Product name
- 5-((tert-Butyldimethylsilyl)oxy)pentanal
- Packaging
- 1g
- Price
- $384
- Updated
- 2021/12/16
- Product number
- 096671
- Product name
- 5-((tert-Butyldimethylsilyl)oxy)pentanal
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $742
- Updated
- 2021/12/16
- Product number
- 3782AC
- Product name
- 5-((tert-Butyldimethylsilyl)oxy)pentanal
- Packaging
- 5g
- Price
- $1051
- Updated
- 2021/12/16
- Product number
- 096671
- Product name
- 5-((tert-Butyldimethylsilyl)oxy)pentanal
- Purity
- 95+%
- Packaging
- 1g
- Price
- $1647
- Updated
- 2021/12/16
5-[(tert-Butyldimethylsilyl)oxy]pentanal Chemical Properties,Usage,Production
Synthesis
83067-20-3
87184-80-3
5) Preparation of 5-(tert-butyldimethylsilyloxy)pentanal: To a solution of 5-(tert-butyldimethylsilyloxy)-1-pentanol (16.8 mmol, 3.66 g) in dichloromethane (30 mL) was added sequentially water (5.6 mL), potassium bromide (1.7 mmol, 202 mg), tetrabutylammonium hydrogensulfate (0.84 mmol, 290 mg), and TEMPO (30 mg). The resulting light brown solution was cooled to 5°C and sodium hypochlorite solution (19.3 mmol, 30 mL, 5%) was added slowly and dropwise at this temperature. When half of the sodium hypochlorite solution was added, solid potassium carbonate (300 mg) was added to maintain the basicity of the reaction mixture. Subsequently, the addition of the remaining sodium hypochlorite solution was continued dropwise at 5-10 °C. At this point, a precipitate appeared in the reaction mixture and stirring was continued at 10-15 °C for 1 hour. Upon completion of the reaction, water (100 mL) was added to dilute it. The mixture was extracted with ether (2 x 100 mL), the organic phases were combined, washed with brine (150 mL) and the organic layer was dried with anhydrous magnesium sulfate. The desiccant was removed by filtration and the solvent was concentrated under reduced pressure to give 5-(tert-butyldimethylsilyloxy)pentanal (3.32 g, 91% yield) as a light brown oil.ES(+)-HRMS m/z calculated value C11H24O2Si [M+H]+ 217.1619, measured value 217.1619.
References
[1] Journal of Antibiotics, 2011, vol. 64, # 12, p. 781 - 787
[2] Journal of the American Chemical Society, 2008, vol. 130, # 18, p. 6018 - 6024
[3] Journal of Medicinal Chemistry, 2010, vol. 53, # 9, p. 3502 - 3516
[4] Journal of the American Chemical Society, 2013, vol. 135, # 46, p. 17266 - 17269
[5] Tetrahedron Letters, 2001, vol. 42, # 50, p. 8793 - 8796
5-[(tert-Butyldimethylsilyl)oxy]pentanal Preparation Products And Raw materials
Raw materials
Preparation Products
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