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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
Molecular Weight:
172.3
MDL Number:
MFCD00008498
MOL File:
54125-02-9.mol
MSDS File:
SDS
Last updated:2023-04-23 13:52:06

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

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)
FDA UNII 1ZOR63U51O

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS02
Signal word  Warning
Hazard statements  H226
Precautionary statements  P210-P233-P240-P241-P242-P243
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
NFPA 704
2
1 0

1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 212830 trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene 95% 54125-02-9 1g $59.9 2024-03-01 Buy
Sigma-Aldrich 212830 trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene 95% 54125-02-9 5g $190 2024-03-01 Buy
Alfa Aesar L06100 1-Methoxy-3-trimethylsiloxy-1,3-butadiene, 94% 54125-02-9 1g $46.65 2024-03-01 Buy
Alfa Aesar L06100 1-Methoxy-3-trimethylsiloxy-1,3-butadiene, 94% 54125-02-9 5g $174 2024-03-01 Buy
Alfa Aesar L14672 1-Methoxy-3-trimethylsiloxy-1,3-butadiene, 96% 54125-02-9 1g $66.65 2024-03-01 Buy
Product number Packaging Price Buy
212830 1g $59.9 Buy
212830 5g $190 Buy
L06100 1g $46.65 Buy
L06100 5g $174 Buy
L14672 1g $66.65 Buy

1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE Chemical Properties,Uses,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.]

75-77-4
51731-17-0
54125-02-9
Synthesis of 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE from Chlorotrimethylsilane and 4-METHOXY-3-BUTEN-2-ONE
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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