trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene

ALDRICH/212830 - 95%

Synonym: Danishefsky’s diene

CAS Number: 54125-02-9
Empirical Formula (Hill Notation): C₈H₁₆O₂Si
Molecular Weight: 172.30
MDL Number: MFCD00008498
Linear Formula: (CH₃)₃SiOC(=CH₂)CH=CHOCH₃
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-212830-1G	1 g	$65.70 1/EA		Add To Favorites
45-212830-5G	5 g	$209.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	95%
bp	68-69 °C/14 mmHg (lit.)
density	0.885 g/mL at 25 °C (lit.)
form	liquid
functional group	ether
impurities	2-5% 4-methoxy-3-buten-2-one
InChI	1S/C8H16O2Si/c1-8(6-7-9-2)10-11(3,4)5/h6-7H,1H2,2-5H3/b7-6+
InChI key	SHALBPKEGDBVKK-VOTSOKGWSA-N
Quality Level	100
refractive index	n20/D 1.454 (lit.)
SMILES string	COC=CC(=C)O[Si](C)(C)C
storage temp.	2-8°C

Application:	trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene was used: • in the synthesis of sulfone analogues of griseofulvin (sulfogriseofulvins), 4H-1-aminopyrroles and 4,5H-pyrazoles • as Diels-Alder diene for the synthesis of pyridones and pyranones • as reagent employed in the Mannich-Michael reaction for preparation of piperidinones and enaminones
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.
Packaging:	1, 5 g in ampule

Symbol	GHS02
Signal word	Warning
Hazard statements	H226
Precautionary statements	P210 - P233 - P240 - P241 - P242 - P243
RIDADR	UN 1993C 3 / PGIII
WGK Germany	WGK 3
Flash Point(F)	138.2 °F - closed cup
Flash Point(C)	59 °C - closed cup

Purity	95%
bp	68-69 °C/14 mmHg (lit.)
Density	0.885 g/mL at 25 °C (lit.)
Refractive Index	n20/D 1.454 (lit.)
Storage Temp.	2-8°C
UNSPSC	12352100

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