31411-71-9

Basic information

• Product Name: 2,3-BIS(TRIMETHYLSILYLOXY)-1,3-BUTADIENE
• Synonyms: 2,3-BIS(TRIMETHYLSILYLOXY)-1,3-BUTADIENE;2,3-bis(trimethylsiloxy)-1,3-butadiene;(1,3-Butadiene-2,3-diylbisoxy)bis(trimethylsilane);1,3-Butadiene-2,3-diylbis(oxy)bis(trimethylsilane)
• CAS NO: 31411-71-9
• Molecular Formula: C₁₀H₂₂O₂Si₂
• Molecular Weight: 230.45
• Product Categories: Enol Ethers;Organic Building Blocks;Oxygen Compounds;Building Blocks;Chemical Synthesis;Enol Ethers;Organic Building Blocks;Oxygen Compounds
• Mol File: 31411-71-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 75-76 °C10 mm Hg(lit.)
• Flash Point: 76 °F
• Appearance: /
• Density: 0.878 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.211mmHg at 25°C
• Refractive Index: n20/D 1.434(lit.)
• Storage Temp.: 2-8°C
• BRN: 1939757
• CAS DataBase Reference: 2,3-BIS(TRIMETHYLSILYLOXY)-1,3-BUTADIENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-BIS(TRIMETHYLSILYLOXY)-1,3-BUTADIENE(31411-71-9)
• EPA Substance Registry System: 2,3-BIS(TRIMETHYLSILYLOXY)-1,3-BUTADIENE(31411-71-9)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• F: 10-21
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 31411-71-9(Hazardous Substances Data)

Usage

General Description

2,3-BIS(TRIMETHYLSILYLOXY)-1,3-BUTADIENE is a chemical compound with the molecular formula C12H26O2Si2. It is a colorless liquid that belongs to the class of organic compounds known as silyl-protected dienes. It is commonly used as a reagent in organic synthesis, particularly in the preparation of conjugated dienes. 2,3-BIS(TRIMETHYLSILYLOXY)-1,3-BUTADIENE is highly reactive and combustible, and it should be handled with care in a controlled laboratory setting. It is also important to note that 2,3-BIS(TRIMETHYLSILYLOXY)-1,3-BUTADIENE may present health hazards if not handled properly, and appropriate safety precautions should be taken when working with this compound.

InChI:InChI=1/C10H22O2Si2/c1-9(11-13(3,4)5)10(2)12-14(6,7)8/h1-2H2,3-8H3

Upstream product

• 431-03-8 dimethylglyoxal 
• 762-72-1 allyl-trimethyl-silane 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 75-77-4 chloro-trimethyl-silane 
• 17082-61-0 1,2-bis(trimethylsiloxy)cyclobutene 

Downstream Products

• 66323-00-0 6-Methyl-3,4-bis-trimethylsilanyloxy-cyclohex-3-enecarboxylic acid methyl ester 
• 130673-00-6 dimethyl 4,5-bis(trimethylsilyloxy)cyclohex-4-ene-1,2-dicarboxylate 
• 145159-81-5 dimethyl 4,5-bis(trimethylsilyloxy)-cis-Δ⁴-tetrahydrophthalate 
• 605-32-3 2-hydroxy-9,10-anthraquinone 
• 483-35-2 hystazarin 
• 119768-77-3 ethyl 2-benzoylamino-4,5-dioxohexaonate 
• 111662-10-3 1-(2,3-Dioxobutyl)tetrahydrothiophenium-tetraphenylborat 
• 66322-98-3 1,2-bis(trimethylsilyloxy)-1,4-cyclohexadiene-4,5-dicarboxylic acid dimethyl ester 
• 66322-99-4 4,5-Bis-trimethylsilanyloxy-cyclohexa-1,4-dienecarboxylic acid methyl ester 
• 70841-10-0 4,5-bis(trimethylsilyloxy)-4-cyclohexene-1,1,2,2-tetracarbonitrile 

Relevant articles and documents

Tunable cyclization strategy for the synthesis of zizaene-, allo- cedrane-, seco-kaurane-, and seco-atesane-type skeletons

A versatile Lewis acid-mediated cyclization strategy has been developed for selectively establishing zizaene-, allo-cedrane-, seco-kaurane-, and secoatesane- type skeletons. The zizaene- and seco-atesane-type skeletons can be obtained in a cascade manner, which involves Diels-Alder reaction of cyclic enones with bissilyloxy dienes and carbocyclization of yne-enolates through Lewis acid dependent 5- or 6-exo-dig modes. This cyclization strategy was also employed for the core synthesis of tashironin.

Novel synthesis of liquid crystalline phthalocyanines

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Bis-Silyloxydienes from Diketones

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