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6651-36-1 - 1-(Trimethylsiloxy)cyclohexene, 98% - 1-Cyclohexenyloxytrimethylsilane - A16099 - Alfa Aesar

A16099 1-(Trimethylsiloxy)cyclohexene, 98%

CAS Number
6651-36-1
Synonyms
1-Cyclohexenyloxytrimethylsilane

Size Price ($) Quantity Availability
10g 48.41
50g 150.30
250g 608.80
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1-(Trimethylsiloxy)cyclohexene, 98%

MDL
MFCD00001541
EINECS
229-675-1

Chemical Properties

Formula
C9H18OSi
Formula Weight
170.33
Boiling Point
165°
Flash Point
42°(107°F)
Density
0.883
Refractive Index
1.4470
Sensitivity
Moisture Sensitive
Solubility
Not miscible or difficult to mix.

Applications

1-(Trimethylsiloxy)cyclohexene is used as intermediate to complex compounds, including natural products. It is also used as a pharmaceutical intermediate.

Notes

Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents. It is sensitive to moisture. Store under dry inert gas.

Literature References

Yea Shun Cheng.; Eugene Ho.; Patrick S. Mariano.; Herman L. Ammon. Mechanistic aspects of the boron trifluoride catalyzed, intermolecular Diels-Alder cycloaddition of an unactivated 2-aza 1,3-diene with electron-donating-substituted dienophiles. J. Org. Chem. 1985, 50 (26), 5678-5686.

Keiji Tanino.; Tadashi Shimizu.; Motoki Miyama.; Isao Kuwajima. A Novel [5+2] Cycloaddition Reaction Using a Dicobalt Acetylene Complex. J. Am. Chem. Soc. 2002, 122 (25), 6116-6117.

Silyl enol ethers undergo crossed aldol condensations with aldehydes and ketones: J. Am. Chem. Soc., 96, 7503 (1974); for tabulated results, see: Org. Synth. Coll., 8, 323 (1993):

Condensation with aldehydes is also promoted by F-, particularly TBAF: J. Org. Chem., 48, 932 (1983).

The Lewis acid-catalyzed condensation with nitroalkenes leads to 1,4-diketones: J. Am. Chem. Soc., 98, 4679 (1976); Org. Synth. Coll, 7, 414 (1990).

For reviews of the chemistry of silyl enol ethers, see: Synthesis, 91 (1977); 85 (1983).

GHS Hazard and Precautionary Statements

Hazard Statements: H226-H303

Flammable liquid and vapour. May be harmful if swallowed.

Precautionary Statements: P210-P280-P240-P241-P233-P242-P303+P361+P353-P312-P403+P235-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves/protective clothing/eye protection/face protection. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Keep container tightly closed. Use only non-sparking tools. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. Call a POISON CENTER or doctor/physician if you feel unwell. Store in a well-ventilated place. Keep cool. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
1859394
Hazard Class
3
Packing Group
III
Harmonized Tariff Code
2931.90
TSCA
Yes

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