ChemicalBook > CAS DataBase List > 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE

1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE

Product Name
1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
CAS No.
54125-02-9
Chemical Name
1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
Synonyms
DK814;DANISHEFSKY'S DIENE;Danishefsky-Kitahara diene.;1-METHOXY-3-(TRIMETHYLSILOXY)BUTADIENE;TRANS-1-METHOXY-3-TRIMETHYLSILOXY- &;1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE;1-METHOXY-3-TRIMETHYLSILYLOXY-1,3-BUTADIENE;1-Methoxy-3-trimethylsiloxy-1,3-butadiene ,95%;1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE, 98+%;TRANS-1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
CBNumber
CB2162111
Molecular Formula
C8H16O2Si
Formula Weight
172.3
MOL File
54125-02-9.mol
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1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE Property

Boiling point:
68-69 °C/14 mmHg (lit.)
Density 
0.885 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.454(lit.)
Flash point:
113 °F
storage temp. 
2-8°C
Specific Gravity
0.89
Water Solubility 
Miscible with most organic solvents. Immiscible with water.
Hydrolytic Sensitivity
8: reacts rapidly with moisture, water, protic solvents
Sensitive 
Moisture Sensitive
Merck 
14,6001
BRN 
1616761
CAS DataBase Reference
54125-02-9(CAS DataBase Reference)
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Safety

Risk Statements 
10
Safety Statements 
23-24/25
RIDADR 
UN 1993 3/PG 3
WGK Germany 
3
10-21
TSCA 
No
HazardClass 
3
PackingGroup 
III
HS Code 
2931900090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H226Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
212830
Product name
trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene
Purity
95%
Packaging
1g
Price
$59.9
Updated
2024/03/01
Sigma-Aldrich
Product number
212830
Product name
trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene
Purity
95%
Packaging
5g
Price
$190
Updated
2024/03/01
Alfa Aesar
Product number
L06100
Product name
1-Methoxy-3-trimethylsiloxy-1,3-butadiene, 94%
Packaging
1g
Price
$46.65
Updated
2024/03/01
Alfa Aesar
Product number
L06100
Product name
1-Methoxy-3-trimethylsiloxy-1,3-butadiene, 94%
Packaging
5g
Price
$174
Updated
2024/03/01
Alfa Aesar
Product number
L14672
Product name
1-Methoxy-3-trimethylsiloxy-1,3-butadiene, 96%
Packaging
1g
Price
$66.65
Updated
2024/03/01
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1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE Chemical Properties,Usage,Production

Uses

1-Methoxy-3-trimethylsiloxy-1,3-butadiene is employed as a reagent in Mannich-Michael reaction for the synthesis of piperidinones and enaminones. As Diels-Alder diene, it is used in the synthesis of pyridones and pyranones, sulfone analogues of griseofulvin (sulfogriseofulvins) and 4H-1-aminopyrroles and 4, 5H-pyrazoles.

General Description

trans-1-methoxy-3-trimethylsiloxy-1,3-butadiene is a funtionalized Diels-Alder diene. Mukaiyama-Michael-type addition/heterocyclization of trans-1-methoxy-3-trimethylsiloxy-1,3-butadiene (Danishefsky′s diene) with 1,2-diaza-1,3-butadiene has been investigated. Asymmetric hetero-Diels-Alder cyclization of Danishefsky′s diene with benzaldehyde catalyzed by mesoporous inorganic/metalorganic hybrid materials has been reported.

Purification Methods

It may contain up to 1% of the precursor 4-methoxybut-4-ene-2-one. It is easily purified by distilling through a Vigreux column (p 11) in a vacuum and taking the middle fraction. [Danishefsky & Kitihara J Am Chem Soc 96 7807 1974, Danishefsky Acc Chem Res 14 400 1981.]

1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE Preparation Products And Raw materials

Raw materials

Preparation Products

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54125-02-9, 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENERelated Search:


  • TRANS-1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
  • TRANS-1-METHOXY-3-(TRIMETHYLSILYLOXY)-1,3-BUTADIENE
  • DANISHEFSKY'S DIENE
  • 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
  • 1-METHOXY-3-(TRIMETHYLSILOXY)BUTADIENE
  • 1-METHOXY-3-TRIMETHYLSILYLOXY-1,3-BUTADIENE
  • TRANS-1-METHOXY-3-TRIMETHYLSILOXY- &
  • 1-Methoxy-3-(trimethylsiloxy)butadiene(Danishefsky`sDiene)
  • Silane, (2E)-3-methoxy-1-methylene-2-propenyloxytrimethyl-
  • Danishefsky-Kitahara diene.
  • 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE, 98+%
  • 1-Methoxy-3-trimethylsiloxy-1,3-butadiene ,95%
  • (1E)-3-(Trimethylsilyloxy)-1-methoxy-1,3-butadiene
  • (E)-1-Methoxy-3-(trimethylsiloxy)-1,3-butadiene
  • (E)-1-Methoxy-3-[(trimethylsilyl)oxy]-1,3-butadiene
  • [[(E)-3-Methoxy-1-methylene-2-propenyl]oxy]trimethylsilane
  • Methyl[(1E)-3-(trimethylsiloxy)-1,3-butadienyl] ether
  • (E)-(4-methoxybuta-1,3-dien-2-yloxy)trimethylsilane
  • [(E)-3-Methoxy-1-methylene-allyloxy]-trimethyl-silane
  • trans-1-Methoxy-3-trimethylsilyloxy-1,3-butadiene for synthesis
  • trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene,Danishefsky’s diene
  • Silane, [[(2E)-3-Methoxy-1-Methylene-2-propen-1-yl]oxy]triMethyl-
  • [(4-Methoxybuta-1,3-dien-2-yl)oxy]triMethylsilane
  • trans-1-Methoxy-3-triMethylsiloxy-1,3-butadiene 95%
  • (2E)-3-Methoxy-1-methylene-2-propen-1-yl]oxy]trimethylsilane
  • DK814
  • 54125-02-9
  • C8H16O2Si1
  • CH33SiOCCH2CHCHOCH3
  • Building Blocks
  • Enol Ethers
  • Organic Building Blocks
  • Oxygen Compounds
  • Si-O Compounds
  • Silicon Compounds (for Synthesis)
  • Monoalkoxysilanes
  • Si (Classes of Silicon Compounds)
  • Vinylsilanes, Allylsilanes