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A10153 Diethoxymethylsilane, 96%

CAS Number
2031-62-1
Synonyms
Methyldiethoxysilane

Stock No. Size Price ($) Quantity Availability
A10153-06 5g 28.50
A10153-09 10g 53.70
A10153-18 50g 268.00
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Diethoxymethylsilane, 96%

MDL
MFCD00026749
EINECS
217-982-3

Chemical Properties

Formula
C5H14O2Si
Formula Weight
134.25
Boiling Point
94-95°
Flash Point
10°(50°F)
Density
0.840
Refractive Index
1.3760
Storage & Sensitivity
Moisture Sensitive. Store under Nitrogen. Ambient temperatures.
Solubility
Miscible with water, 1,4-dioxane, tetrahydrofuran, acetonitrile, dichloromethane, chloroform, dimethyl sulfoxide, hexamethylphosphoric triamide and toluene. Insoluble in diethyl ether and hexane.

Applications

Diethoxymethylsilane is used in the preparation of N,N'-methylsilanediyl-bis-phthalimide by reacting with phthalimide. It is used as a reagent in the selective reduction of carbonyl compounds, hydorosilylation of alkenes, tandem reductive aldol reaction and rhodium-catalyszed silylcarbocyclization.

Notes

Incompatible with oxidizing agents, acids and bases.

Literature References

Silane reducing agent; see Appendix 4. In the presence of KF or CsF, reduces aldehydes and ketones to alcohols (via the silyl ether): Tetrahedron, 37, 2165 (1981). With CsF, the reaction can be extended to esters: Synthesis, 558 (1981). Both reactions are improved in DMSO or DMF as solvent: Synthesis, 981 (1982).

Hydosilylation of olefinic compounds can be effected, e.g. in the presence of PtO2: Org. Lett., 4, 2117 (2002).

Niljianskul, N.; Zhu, S.; Buchwald, S. L. Enantioselective Synthesis of alfa-Aminosilanes by Copper-Catalyzed Hydroamination of Vinylsilanes. Angew. Chem. 2015, 127 (5), 1658-1661.

Wang, Y. M.; Bruno, N. C.; Placeres, A. L.; Zhu, S.; Buchwald, S. L. Enantioselective Synthesis of Carbo-and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach. J. Am. Chem. Soc. 2015, 137 (33), 10524-10527.

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H315-H319-H335

Highly flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P210-P233-P235-P240-P241-P242-P243-P261-P264b-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P363-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
1733975
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2931.90
TSCA
Yes

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