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

1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE ??? ???
?? ??:
59414-23-2
???:
1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
???(??):
DANISHEFSKY'S DIENE;1-Me-3-(trimEtsilyloxy)-1,3-butadiene;1-METHOXY-3-(TRIMETHYLSILOXY)BUTADIENE;1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE;4-Methoxy-2-(trimethylsiloxy)-1,3-butadiene;1-METHOXY-3-TRIMETHYLSILYLOXY-1,3-BUTADIENE;4-Methoxy-2-(trimethylsilyloxy)-1,3-butadiene;3-(Trimethylsilyloxy)-1-methoxy-1,3-butadiene;(3-Methoxy-1-methyleneallyloxy)trimethylsilane;4-Methoxy-1,3-butadiene-2-yloxytrimethylsilane
CBNumber:
CB5162112
???:
C8H16O2Si
??? ??:
172.3
MOL ??:
59414-23-2.mol

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

?? ?
68-69 °C14 mm Hg(lit.)
??
0.885 g/mL at 25 °C(lit.)
???
n20/D 1.454(lit.)
???
113 °F
?? ??
2-8°C
???
insol H2O; sol most organic solvents
??? ??
??
??
???? ?? ????? ????
Merck
14,6001
CAS ??????
59414-23-2(CAS DataBase Reference)
EPA
Silane, [(3-methoxy-1-methylene-2-propenyl)oxy]trimethyl- (59414-23-2)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
?? ???? ?? 10
????? 23-24/25
????(UN No.) UN 1993 3/PG 3
WGK ?? 3
F ?????? 10-21
TSCA TSCA listed
?? ?? 3
???? III
HS ?? 29310099
????(GHS): Flame (GHS02)Exclamation Mark (GHS07)
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H226 ??? ?? ? ?? ??? ?? ?? 3 ??
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? P264, P280, P305+P351+P338,P337+P313P
??????:
P210 ?·???·??·????? ????? - ?? ???.
P233 ??? ??? ?????. ??? ??? ? ?? ?? ??? ???? ?????.
P240 ??? ????? ?? ? ??????.
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P280 ????/???/???/?????? ?????.
P370+P378 ?? ? ?? ?? ?? (Section 5. ??, ??? ????? ??? ???)?(?) ?????.
P403+P235 ??? ? ?? ?? ???? ???? ?????.
P501 ...? ??? / ??? ?? ???.
NFPA 704
2
1 0

1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE C??? ??, ??, ??

??? ??

CLEAR LIGHT YELLOW TO BROWN LIQUID

??

1-Methoxy-3-trimethylsilyloxy-1,3-butadiene is used as a highly reactive diene for Diels-Alder reactions and hetero-Diels-Alder reactions.

?? ??

1-Methoxy-3-trimethylsilyloxy-1,3-butadiene was originally prepared from 4-Methoxy-3-buten-2-one with Chlorotrimethylsilane-Triethylamine-Zinc Chloride in benzene as shown below (68% yield, eq 1). At the present time, the most efficient method is to use TMSCl-Lithium Bromide-Et3N in THF (91%). 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE synthesis route

??

1-Methoxy-3-trimethylsilyloxy-1,3-butadiene can be kept in a stoppered container without appreciable decomposition, but it is extremely moisture sensitive.

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

???

?? ??


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

???( 89)?? ??
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