59414-23-2

Basic information

• Product Name: 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
• Synonyms: ([(2E)-3-Methoxy-1-methylene-2-propenyl]oxy)(trimethyl)silane;[(3-methoxy-1-methylene-2-propenyl)oxy]trimethyl-silan;Silane, [(3-methoxy-1-methylene-2-propenyl)oxy]trimethyl-;TRANS-1-METHOXY-3-(TRIMETHYLSILYLOXY)-1,3-BUTADIENE;1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE;1-METHOXY-3-(TRIMETHYLSILOXY)BUTADIENE;1-METHOXY-3-TRIMETHYLSILYLOXY-1,3-BUTADIENE;DANISHEFSKY'S DIENE
• CAS NO: 59414-23-2
• Molecular Formula: C₈H₁₆O₂Si
• Molecular Weight: 172.3
• EINECS: 261-753-0
• Product Categories: Monoalkoxysilanes;Si (Classes of Silicon Compounds);Silicon Compounds (for Synthesis);Si-O Compounds;Synthetic Organic Chemistry;Vinylsilanes, Allylsilanes
• Mol File: 59414-23-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 68-69 °C14 mm Hg(lit.)
• Flash Point: 113 °F
• Appearance: Clear light yellow to brown/Liquid
• Density: 0.885 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.454(lit.)
• Storage Temp.: 2-8°C
• Merck: 14,6001
• CAS DataBase Reference: 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE(59414-23-2)
• EPA Substance Registry System: 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE(59414-23-2)

Safety Data

• Statements: 10
• Safety Statements: 23-24/25
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• F: 10-21
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 59414-23-2(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR LIGHT YELLOW TO BROWN LIQUID

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 4652-27-1 4-methoxy-3-buten-2-one 
• 51731-17-0 trans-4-methoxy-3-buten-2-one 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 

Downstream Products

• 64836-82-4 4,4-dicarboethoxy-2-cyclohexenone 
• 4652-27-1 4-methoxy-3-buten-2-one 
• 51075-23-1 trimethyl((2-phenylprop-1-en-1-yl)oxy)silane 
• 140428-08-6 4-trifluoromethyl-4-phenyl-2-cyclohexen-1-one 
• 125229-02-9 <3R*,4S*>-4-Acetyl-3-methoxy-4-<(p-nitrobenzoyl)oxy>cyclohexan-1-one 
• 125229-02-9 <3R*,4R*>-4-Acetyl-3-methoxy-4-<(p-nitrobenzoyl)oxy>cyclohexan-1-one 
• 132605-57-3 C₂₂H₂₀N₂O₆ 
• 110745-71-6 (3aR,4R,7aS)-4-Methoxy-1,6-dioxo-octahydro-indene-3a-carboxylic acid benzyl ester 
• 125836-20-6 5-benzyloxycarbonyl-3,10-dioxo-1-methoxy-10a-nitro-octahydroacridine 
• 125836-20-6 5-benzyloxycarbonyl-3,10-dioxo-1-methoxy-10a-nitro-octahydroacridine 
• 110745-70-5 (3aS,4S,7aS)-4-Methoxy-1,6-dioxo-1,4,5,6,7,7a-hexahydro-indene-3a-carboxylic acid benzyl ester 
• 125836-13-7 (1R^*,4aS^*,10aS^*)-5-benzyloxycarbonyl-10a-ethoxycarbonyl-1-methoxy-3,10-dioxo-octahydroacridine 
• 125836-14-8 (1R^*,4aS^*,10aS^*)-5-<2',2'-di(4-nitrophenyl)ethoxycarbonyl>-10a-ethoxycarbonyl-1-methoxy-3,10-dioxo-octahydroacridine 
• 345948-66-5 2-Isopropyl-7-methoxy-1-oxo-3-phenyl-9-trimethylsilanyloxy-6-oxa-2-aza-spiro[4.5]deca-3,8-diene-4-carboxylic acid ethyl ester 

Relevant articles and documents

Synthesis of polyhydroxylated quinolizidine and indolizidine scaffolds from sugar-derived lactams via a one-pot reduction/Mannich/Michael sequence

A direct approach to the synthesis of indolizidine and quinolizidine scaffolds of iminosugars is described. The presented strategy is based on a one-pot sugar lactam reduction with Schwartz's reagent followed by a diastereoselective Mannich/Michael tandem reaction of the resulting sugar imine with Danishefsky's diene. The stereochemical course of the investigated reaction has been explained in detail. The obtained bicyclic products are attractive building blocks for the synthesis of various naturally occurring polyhydroxylated alkaloids and their derivatives.

AN EFFICIENT SYMTHESIS OF SILYL ENOL ETHERS FROM α,β-UNSATURATED ALDEHYDES AND KETONES

α,β-Unsaturated aldehydes and ketones when reacted with NaBr-Me3SiCl-Et3N in DMF at ambient temperature, yield silyl dienol ethers in high yields.